Fare Guide

Estimated lowest fares found within 7 days

Cheapest Airline Frontier Airlines
Cheapest Month June
Cheapest Day of the Week Tuesday
Cheapest Airline Frontier Airlines

The cheapest airline(s) flying from Chicago to Orlando is Frontier Airlines.

  • Frontier Airlines Frontier Airlines
  • Spirit Airlines Spirit Airlines
  • Southwest Airlines Southwest Airlines
  • American Airlines American Airlines
  • United Airlines United Airlines
  • JetBlue Airways JetBlue Airways
  • Sun Country Airlines Sun Country Airlines
  • Lufthansa Lufthansa
  • Alaska Airlines Alaska Airlines
Cheapest Month June

Travel Period: June 2025 - May 2026

The cheapest month(s) to fly from Chicago to Orlando is June.

  • Jun 2025
  • Jul 2025
  • Aug 2025
  • Sep 2025
  • Oct 2025
  • Nov 2025
  • Dec 2025
  • Jan 2026
  • Feb 2026
  • Mar 2026
  • Apr 2026
  • May 2026
Cheapest Day of the Week Tuesday

The cheapest day(s) of the week to fly from Chicago to Orlando is Tuesday.

  • Sun Sunday
  • Mon Monday
  • Tue Tuesday
  • Wed Wednesday
  • Thu Thursday
  • Fri Friday
  • Sat Saturday

Flight Schedules

Last Updated: Fri, 2 May, 2025

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    • Airline Filter by Airline
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      • Availability
        • M
        • T
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        • T
        • F
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        • S
      • 19:55 MDW
        23:30 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 19:55 - MCO 23:30 2h 35m Direct
      • MDWChicago Midway Airport 19:55
      • MCOOrlando International Airport 23:30
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 1371)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1371)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 20:45 MDW
        00:20 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 20:45 - MCO 00:20 2h 35m Direct
      • MDWChicago Midway Airport 20:45
      • MCOOrlando International Airport 00:20
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 2519)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2519)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 05:35 MDW
        09:05 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 05:35 - MCO 09:05 2h 30m Direct
      • MDWChicago Midway Airport 05:35
      • MCOOrlando International Airport 09:05
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1940)Boeing 737 700
      • Southwest Airlines (WN 1940)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 05:50 MDW
        12:00 MCO
        5Hrs, 10m Direct
      • MDWChicago Midway Airport 05:50 - MCO 12:00 5h 10m Direct
      • MDWChicago Midway Airport 05:50
      • MCOOrlando International Airport 12:00
      • 5h 10m
      • Direct
      • Southwest Airlines (WN 1706)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1706)
        • M
        • -
        • -
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        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 05:50 MDW
        09:20 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 05:50 - MCO 09:20 2h 30m Direct
      • MDWChicago Midway Airport 05:50
      • MCOOrlando International Airport 09:20
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1940)Boeing 737 800
      • Southwest Airlines (WN 1940)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 05:55 MDW
        09:25 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 05:55 - MCO 09:25 2h 30m Direct
      • MDWChicago Midway Airport 05:55
      • MCOOrlando International Airport 09:25
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1940)Boeing 737 800
      • Southwest Airlines (WN 1940)
        • -
        • T
        • W
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 06:00 ORD
        09:40 MCO
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 06:00 - MCO 09:40 2h 40m Direct
      • ORDChicago O'Hare International Airport 06:00
      • MCOOrlando International Airport 09:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 701)Boeing 737 800
      • Southwest Airlines (WN 701)
        • M
        • -
        • -
        • T
        • F
        • S
        • -
      • Boeing 737 800
      • 06:00 ORD
        09:40 MCO
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 06:00 - MCO 09:40 2h 40m Direct
      • ORDChicago O'Hare International Airport 06:00
      • MCOOrlando International Airport 09:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 701)Boeing 737 700
      • Southwest Airlines (WN 701)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 06:00 ORD
        09:40 MCO
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 06:00 - MCO 09:40 2h 40m Direct
      • ORDChicago O'Hare International Airport 06:00
      • MCOOrlando International Airport 09:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 701)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 701)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 06:40 MDW
        10:15 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 06:40 - MCO 10:15 2h 35m Direct
      • MDWChicago Midway Airport 06:40
      • MCOOrlando International Airport 10:15
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 1010)Boeing 737 700
      • Southwest Airlines (WN 1010)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 07:05 MDW
        10:35 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 07:05 - MCO 10:35 2h 30m Direct
      • MDWChicago Midway Airport 07:05
      • MCOOrlando International Airport 10:35
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1010)Boeing 737 700
      • Southwest Airlines (WN 1010)
        • M
        • -
        • -
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        • F
        • -
        • -
      • Boeing 737 700
      • 07:05 MDW
        10:35 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 07:05 - MCO 10:35 2h 30m Direct
      • MDWChicago Midway Airport 07:05
      • MCOOrlando International Airport 10:35
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1010)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1010)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 07:10 ORD
        11:03 MCO
        2Hrs, 53m Direct
      • ORDChicago O'Hare International Airport 07:10 - MCO 11:03 2h 53m Direct
      • ORDChicago O'Hare International Airport 07:10
      • MCOOrlando International Airport 11:03
      • 2h 53m
      • Direct
      • United Airlines (UA 2280)Airbus A321 Neo
      • United Airlines (UA 2280)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 07:10 MDW
        10:40 MCO
        2Hrs, 30m Direct
      • MDWChicago Midway Airport 07:10 - MCO 10:40 2h 30m Direct
      • MDWChicago Midway Airport 07:10
      • MCOOrlando International Airport 10:40
      • 2h 30m
      • Direct
      • Southwest Airlines (WN 1010)Boeing 737 700
      • Southwest Airlines (WN 1010)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 07:10 ORD
        10:50 MCO
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 07:10 - MCO 10:50 2h 40m Direct
      • ORDChicago O'Hare International Airport 07:10
      • MCOOrlando International Airport 10:50
      • 2h 40m
      • Direct
      • American Airlines (AA 3014)Airbus
      • American Airlines (AA 3014)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 07:47 ORD
        11:26 MCO
        2Hrs, 39m Direct
      • ORDChicago O'Hare International Airport 07:47 - MCO 11:26 2h 39m Direct
      • ORDChicago O'Hare International Airport 07:47
      • MCOOrlando International Airport 11:26
      • 2h 39m
      • Direct
      • Spirit Airlines (NK 2550)Airbus A321 Neo
      • Spirit Airlines (NK 2550)
        • -
        • -
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 08:15 ORD
        11:56 MCO
        2Hrs, 41m Direct
      • ORDChicago O'Hare International Airport 08:15 - MCO 11:56 2h 41m Direct
      • ORDChicago O'Hare International Airport 08:15
      • MCOOrlando International Airport 11:56
      • 2h 41m
      • Direct
      • American Airlines (AA 1592)Airbus
      • American Airlines (AA 1592)
        • -
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus
      • 08:30 MDW
        13:55 MCO
        4Hrs, 25m Direct
      • MDWChicago Midway Airport 08:30 - MCO 13:55 4h 25m Direct
      • MDWChicago Midway Airport 08:30
      • MCOOrlando International Airport 13:55
      • 4h 25m
      • Direct
      • Southwest Airlines (WN 236)Boeing 737 800
      • Southwest Airlines (WN 236)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 800
      • 08:35 MDW
        14:25 MCO
        4Hrs, 50m Direct
      • MDWChicago Midway Airport 08:35 - MCO 14:25 4h 50m Direct
      • MDWChicago Midway Airport 08:35
      • MCOOrlando International Airport 14:25
      • 4h 50m
      • Direct
      • Southwest Airlines (WN 2140)Boeing 737 800
      • Southwest Airlines (WN 2140)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 08:35 MDW
        12:15 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 08:35 - MCO 12:15 2h 40m Direct
      • MDWChicago Midway Airport 08:35
      • MCOOrlando International Airport 12:15
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 1713)Boeing 737 700
      • Southwest Airlines (WN 1713)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 08:45 ORD
        12:32 MCO
        2Hrs, 47m Direct
      • ORDChicago O'Hare International Airport 08:45 - MCO 12:32 2h 47m Direct
      • ORDChicago O'Hare International Airport 08:45
      • MCOOrlando International Airport 12:32
      • 2h 47m
      • Direct
      • Spirit Airlines (NK 573)Airbus A321 Neo
      • Spirit Airlines (NK 573)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A321 Neo
      • 09:00 MDW
        12:35 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 09:00 - MCO 12:35 2h 35m Direct
      • MDWChicago Midway Airport 09:00
      • MCOOrlando International Airport 12:35
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 1713)Boeing 737 700
      • Southwest Airlines (WN 1713)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 700
      • 09:15 ORD
        13:08 MCO
        2Hrs, 53m Direct
      • ORDChicago O'Hare International Airport 09:15 - MCO 13:08 2h 53m Direct
      • ORDChicago O'Hare International Airport 09:15
      • MCOOrlando International Airport 13:08
      • 2h 53m
      • Direct
      • United Airlines (UA 2323)Airbus A321 Neo
      • United Airlines (UA 2323)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 09:25 MDW
        13:00 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 09:25 - MCO 13:00 2h 35m Direct
      • MDWChicago Midway Airport 09:25
      • MCOOrlando International Airport 13:00
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 1713)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1713)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 09:35 MDW
        13:10 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 09:35 - MCO 13:10 2h 35m Direct
      • MDWChicago Midway Airport 09:35
      • MCOOrlando International Airport 13:10
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 1713)Boeing 737 800
      • Southwest Airlines (WN 1713)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 10:00 MDW
        13:40 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 10:00 - MCO 13:40 2h 40m Direct
      • MDWChicago Midway Airport 10:00
      • MCOOrlando International Airport 13:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 6555)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 6555)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 10:55 MDW
        14:38 MCO
        2Hrs, 43m Direct
      • MDWChicago Midway Airport 10:55 - MCO 14:38 2h 43m Direct
      • MDWChicago Midway Airport 10:55
      • MCOOrlando International Airport 14:38
      • 2h 43m
      • Direct
      • Frontier Airlines (F9 3854)Airbus A320 Neo
      • Frontier Airlines (F9 3854)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Airbus A320 Neo
      • 11:00 MDW
        14:35 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 11:00 - MCO 14:35 2h 35m Direct
      • MDWChicago Midway Airport 11:00
      • MCOOrlando International Airport 14:35
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 6550)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 6550)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 11:00 MDW
        14:35 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 11:00 - MCO 14:35 2h 35m Direct
      • MDWChicago Midway Airport 11:00
      • MCOOrlando International Airport 14:35
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 6342)Boeing 737 700
      • Southwest Airlines (WN 6342)
        • -
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 11:05 ORD
        14:58 MCO
        2Hrs, 53m Direct
      • ORDChicago O'Hare International Airport 11:05 - MCO 14:58 2h 53m Direct
      • ORDChicago O'Hare International Airport 11:05
      • MCOOrlando International Airport 14:58
      • 2h 53m
      • Direct
      • United Airlines (UA 2008)Airbus A321 Neo
      • United Airlines (UA 2008)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 11:25 ORD
        15:05 MCO
        2Hrs, 40m Direct
      • ORDChicago O'Hare International Airport 11:25 - MCO 15:05 2h 40m Direct
      • ORDChicago O'Hare International Airport 11:25
      • MCOOrlando International Airport 15:05
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 241)Boeing 737 700
      • Southwest Airlines (WN 241)
        • M
        • T
        • W
        • T
        • F
        • -
        • S
      • Boeing 737 700
      • 11:35 ORD
        15:16 MCO
        2Hrs, 41m Direct
      • ORDChicago O'Hare International Airport 11:35 - MCO 15:16 2h 41m Direct
      • ORDChicago O'Hare International Airport 11:35
      • MCOOrlando International Airport 15:16
      • 2h 41m
      • Direct
      • American Airlines (AA 1884)Boeing 737 800
      • American Airlines (AA 1884)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 11:47 ORD
        15:33 MCO
        2Hrs, 46m Direct
      • ORDChicago O'Hare International Airport 11:47 - MCO 15:33 2h 46m Direct
      • ORDChicago O'Hare International Airport 11:47
      • MCOOrlando International Airport 15:33
      • 2h 46m
      • Direct
      • Spirit Airlines (NK 1506)Airbus A320 Neo
      • Spirit Airlines (NK 1506)
        • -
        • T
        • -
        • -
        • -
        • -
        • -
      • Airbus A320 Neo
      • 11:55 MDW
        15:30 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 11:55 - MCO 15:30 2h 35m Direct
      • MDWChicago Midway Airport 11:55
      • MCOOrlando International Airport 15:30
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 4122)Boeing 737 700
      • Southwest Airlines (WN 4122)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 12:25 MDW
        16:00 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 12:25 - MCO 16:00 2h 35m Direct
      • MDWChicago Midway Airport 12:25
      • MCOOrlando International Airport 16:00
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 4122)Boeing 737 800
      • Southwest Airlines (WN 4122)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 800
      • 12:30 MDW
        20:30 MCO
        7Hrs, 00m Direct
      • MDWChicago Midway Airport 12:30 - MCO 20:30 7h Direct
      • MDWChicago Midway Airport 12:30
      • MCOOrlando International Airport 20:30
      • 7h
      • Direct
      • Southwest Airlines (WN 2145)Boeing 737 700
      • Southwest Airlines (WN 2145)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 12:45 MDW
        18:25 MCO
        4Hrs, 40m Direct
      • MDWChicago Midway Airport 12:45 - MCO 18:25 4h 40m Direct
      • MDWChicago Midway Airport 12:45
      • MCOOrlando International Airport 18:25
      • 4h 40m
      • Direct
      • Southwest Airlines (WN 2981)Boeing 737 700
      • Southwest Airlines (WN 2981)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 700
      • 13:00 MDW
        19:40 MCO
        5Hrs, 40m Direct
      • MDWChicago Midway Airport 13:00 - MCO 19:40 5h 40m Direct
      • MDWChicago Midway Airport 13:00
      • MCOOrlando International Airport 19:40
      • 5h 40m
      • Direct
      • Southwest Airlines (WN 3838)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3838)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 13:00 MDW
        20:00 MCO
        6Hrs, 00m Direct
      • MDWChicago Midway Airport 13:00 - MCO 20:00 6h Direct
      • MDWChicago Midway Airport 13:00
      • MCOOrlando International Airport 20:00
      • 6h
      • Direct
      • Southwest Airlines (WN 258)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 258)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 13:10 ORD
        17:01 MCO
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 13:10 - MCO 17:01 2h 51m Direct
      • ORDChicago O'Hare International Airport 13:10
      • MCOOrlando International Airport 17:01
      • 2h 51m
      • Direct
      • United Airlines (UA 2201)Airbus A321 Neo
      • United Airlines (UA 2201)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 13:19 MDW
        17:03 MCO
        2Hrs, 44m Direct
      • MDWChicago Midway Airport 13:19 - MCO 17:03 2h 44m Direct
      • MDWChicago Midway Airport 13:19
      • MCOOrlando International Airport 17:03
      • 2h 44m
      • Direct
      • Frontier Airlines (F9 3854)Airbus A320 Neo
      • Frontier Airlines (F9 3854)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Airbus A320 Neo
      • 13:20 MDW
        19:05 MCO
        4Hrs, 45m Direct
      • MDWChicago Midway Airport 13:20 - MCO 19:05 4h 45m Direct
      • MDWChicago Midway Airport 13:20
      • MCOOrlando International Airport 19:05
      • 4h 45m
      • Direct
      • Southwest Airlines (WN 2981)Boeing 737 800
      • Southwest Airlines (WN 2981)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 14:15 MDW
        17:55 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 14:15 - MCO 17:55 2h 40m Direct
      • MDWChicago Midway Airport 14:15
      • MCOOrlando International Airport 17:55
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 3026)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3026)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 14:30 ORD
        18:21 MCO
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 14:30 - MCO 18:21 2h 51m Direct
      • ORDChicago O'Hare International Airport 14:30
      • MCOOrlando International Airport 18:21
      • 2h 51m
      • Direct
      • United Airlines (UA 1872)Airbus A321 Neo
      • United Airlines (UA 1872)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 14:40 MDW
        18:20 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 14:40 - MCO 18:20 2h 40m Direct
      • MDWChicago Midway Airport 14:40
      • MCOOrlando International Airport 18:20
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 1371)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1371)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 Max 8 Passenger
      • 14:42 ORD
        18:25 MCO
        2Hrs, 43m Direct
      • ORDChicago O'Hare International Airport 14:42 - MCO 18:25 2h 43m Direct
      • ORDChicago O'Hare International Airport 14:42
      • MCOOrlando International Airport 18:25
      • 2h 43m
      • Direct
      • American Airlines (AA 1247)Airbus
      • American Airlines (AA 1247)
        • -
        • -
        • -
        • T
        • -
        • -
        • -
      • Airbus
      • 14:42 ORD
        18:25 MCO
        2Hrs, 43m Direct
      • ORDChicago O'Hare International Airport 14:42 - MCO 18:25 2h 43m Direct
      • ORDChicago O'Hare International Airport 14:42
      • MCOOrlando International Airport 18:25
      • 2h 43m
      • Direct
      • American Airlines (AA 1247)Boeing 737 800
      • American Airlines (AA 1247)
        • M
        • T
        • W
        • -
        • F
        • S
        • S
      • Boeing 737 800
      • 14:55 MDW
        21:10 MCO
        5Hrs, 15m Direct
      • MDWChicago Midway Airport 14:55 - MCO 21:10 5h 15m Direct
      • MDWChicago Midway Airport 14:55
      • MCOOrlando International Airport 21:10
      • 5h 15m
      • Direct
      • Southwest Airlines (WN 436)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 436)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 Max 8 Passenger
      • 16:00 ORD
        19:50 MCO
        2Hrs, 50m Direct
      • ORDChicago O'Hare International Airport 16:00 - MCO 19:50 2h 50m Direct
      • ORDChicago O'Hare International Airport 16:00
      • MCOOrlando International Airport 19:50
      • 2h 50m
      • Direct
      • Southwest Airlines (WN 241)Boeing 737 800
      • Southwest Airlines (WN 241)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 800
      • 16:15 ORD
        20:18 MCO
        3Hrs, 03m Direct
      • ORDChicago O'Hare International Airport 16:15 - MCO 20:18 3h 03m Direct
      • ORDChicago O'Hare International Airport 16:15
      • MCOOrlando International Airport 20:18
      • 3h 03m
      • Direct
      • Frontier Airlines (F9 3044)Airbus
      • Frontier Airlines (F9 3044)
        • M
        • -
        • -
        • T
        • F
        • -
        • S
      • Airbus
      • 16:15 ORD
        20:18 MCO
        3Hrs, 03m Direct
      • ORDChicago O'Hare International Airport 16:15 - MCO 20:18 3h 03m Direct
      • ORDChicago O'Hare International Airport 16:15
      • MCOOrlando International Airport 20:18
      • 3h 03m
      • Direct
      • Frontier Airlines (F9 3044)Airbus A320 Neo
      • Frontier Airlines (F9 3044)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Airbus A320 Neo
      • 16:15 MDW
        19:55 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 16:15 - MCO 19:55 2h 40m Direct
      • MDWChicago Midway Airport 16:15
      • MCOOrlando International Airport 19:55
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 3772)Boeing 737 700
      • Southwest Airlines (WN 3772)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • Boeing 737 700
      • 16:30 MDW
        20:10 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 16:30 - MCO 20:10 2h 40m Direct
      • MDWChicago Midway Airport 16:30
      • MCOOrlando International Airport 20:10
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 3772)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3772)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • Boeing 737 Max 8 Passenger
      • 16:35 ORD
        20:20 MCO
        2Hrs, 45m Direct
      • ORDChicago O'Hare International Airport 16:35 - MCO 20:20 2h 45m Direct
      • ORDChicago O'Hare International Airport 16:35
      • MCOOrlando International Airport 20:20
      • 2h 45m
      • Direct
      • Spirit Airlines (NK 2189)Airbus Industrie A321 Sharklets
      • Spirit Airlines (NK 2189)
        • -
        • -
        • -
        • T
        • F
        • S
        • S
      • Airbus Industrie A321 Sharklets
      • 17:00 MDW
        20:40 MCO
        2Hrs, 40m Direct
      • MDWChicago Midway Airport 17:00 - MCO 20:40 2h 40m Direct
      • MDWChicago Midway Airport 17:00
      • MCOOrlando International Airport 20:40
      • 2h 40m
      • Direct
      • Southwest Airlines (WN 3772)Boeing 737 700
      • Southwest Airlines (WN 3772)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 700
      • 17:07 ORD
        20:57 MCO
        2Hrs, 50m Direct
      • ORDChicago O'Hare International Airport 17:07 - MCO 20:57 2h 50m Direct
      • ORDChicago O'Hare International Airport 17:07
      • MCOOrlando International Airport 20:57
      • 2h 50m
      • Direct
      • Spirit Airlines (NK 1506)Airbus A321 Neo
      • Spirit Airlines (NK 1506)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus A321 Neo
      • 17:39 RFD
        21:13 SFB
        2Hrs, 34m Direct
      • RFDChicago Rockford Airport 17:39 - SFB 21:13 2h 34m Direct
      • RFDChicago Rockford Airport 17:39
      • SFBOrlando Sanford International Airport 21:13
      • 2h 34m
      • Direct
      • Allegiant Air LLC (G4 2893)Airbus
      • Allegiant Air LLC (G4 2893)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • Airbus
      • 17:50 ORD
        21:41 MCO
        2Hrs, 51m Direct
      • ORDChicago O'Hare International Airport 17:50 - MCO 21:41 2h 51m Direct
      • ORDChicago O'Hare International Airport 17:50
      • MCOOrlando International Airport 21:41
      • 2h 51m
      • Direct
      • United Airlines (UA 2039)Airbus A321 Neo
      • United Airlines (UA 2039)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Airbus A321 Neo
      • 17:59 RFD
        21:33 SFB
        2Hrs, 34m Direct
      • RFDChicago Rockford Airport 17:59 - SFB 21:33 2h 34m Direct
      • RFDChicago Rockford Airport 17:59
      • SFBOrlando Sanford International Airport 21:33
      • 2h 34m
      • Direct
      • Allegiant Air LLC (G4 2940)Airbus
      • Allegiant Air LLC (G4 2940)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • Airbus
      • 18:35 MDW
        22:10 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 18:35 - MCO 22:10 2h 35m Direct
      • MDWChicago Midway Airport 18:35
      • MCOOrlando International Airport 22:10
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 3026)Boeing 737 800
      • Southwest Airlines (WN 3026)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • Boeing 737 800
      • 18:38 ORD
        22:28 MCO
        2Hrs, 50m Direct
      • ORDChicago O'Hare International Airport 18:38 - MCO 22:28 2h 50m Direct
      • ORDChicago O'Hare International Airport 18:38
      • MCOOrlando International Airport 22:28
      • 2h 50m
      • Direct
      • American Airlines (AA 3176)Boeing 737 800
      • American Airlines (AA 3176)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • Boeing 737 800
      • 18:40 MDW
        22:15 MCO
        2Hrs, 35m Direct
      • MDWChicago Midway Airport 18:40 - MCO 22:15 2h 35m Direct
      • MDWChicago Midway Airport 18:40
      • MCOOrlando International Airport 22:15
      • 2h 35m
      • Direct
      • Southwest Airlines (WN 3026)Boeing 737 700
      • Southwest Airlines (WN 3026)
        • -
        • -
        • -
        • -
        • -
        • S
        • S
      • Boeing 737 700
      • 05:00 ORD
        11:08 MCO
        5Hrs, 08m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:00 - MCO 11:08 5h 08m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:00
        CLTCharlotte Airport 09:15
      • CLTCharlotte Airport 08:07
        MCOOrlando International Airport 11:08
      • 5h 08m (1h 08m)
      • 1 Stop CLT · Charlotte 1h 08m
      • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
        American Airlines (AA 1757)Airbus
      • American Airlines (AA 2842)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:00 ORD
        11:17 MCO
        5Hrs, 17m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:00 - MCO 11:17 5h 17m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:00
        CLTCharlotte Airport 09:25
      • CLTCharlotte Airport 08:07
        MCOOrlando International Airport 11:17
      • 5h 17m (1h 18m)
      • 1 Stop CLT · Charlotte 1h 18m
      • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
        American Airlines (AA 1757)Airbus
      • American Airlines (AA 2842)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • 05:00 ORD
        12:36 MCO
        6Hrs, 36m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 05:00 - MCO 12:36 6h 36m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 05:00
        DFWDallas/Fort Worth Intl Airport 08:59
      • DFWDallas/Fort Worth Intl Airport 07:36
        MCOOrlando International Airport 12:36
      • 6h 36m (1h 23m)
      • 1 Stop DFW · Dallas 1h 23m
      • American Airlines (AA 760)Boeing 737 800
        American Airlines (AA 1315)Airbus
      • American Airlines (AA 760)
        • M
        • -
        • W
        • T
        • F
        • S
        • S
      • 05:00 ORD
        12:06 MCO
        6Hrs, 06m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:00 - MCO 12:06 6h 06m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:00
        CLTCharlotte Airport 10:25
      • CLTCharlotte Airport 08:07
        MCOOrlando International Airport 12:06
      • 6h 06m (2h 18m)
      • 1 Stop CLT · Charlotte 2h 18m
      • American Airlines (AA 2842)Boeing 737 Max 8 Passenger
        American Airlines (AA 2074)Airbus
      • American Airlines (AA 2842)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • 05:00 ORD
        12:06 MCO
        6Hrs, 06m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:00 - MCO 12:06 6h 06m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:00
        CLTCharlotte Airport 10:25
      • CLTCharlotte Airport 08:02
        MCOOrlando International Airport 12:06
      • 6h 06m (2h 23m)
      • 1 Stop CLT · Charlotte 2h 23m
      • American Airlines (AA 2842)Airbus
        American Airlines (AA 2074)Airbus
      • American Airlines (AA 2842)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:00 ORD
        11:17 MCO
        5Hrs, 17m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 05:00 - MCO 11:17 5h 17m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 05:00
        CLTCharlotte Airport 09:25
      • CLTCharlotte Airport 08:02
        MCOOrlando International Airport 11:17
      • 5h 17m (1h 23m)
      • 1 Stop CLT · Charlotte 1h 23m
      • American Airlines (AA 2842)Airbus
        American Airlines (AA 1757)Airbus
      • American Airlines (AA 2842)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 05:10 MDW
        11:45 MCO
        5Hrs, 35m 1 Stop (DAL)
      • MDWChicago Midway Airport 05:10 - MCO 11:45 5h 35m 1 Stop (DAL) Dallas
      • MDWChicago Midway Airport 05:10
        DALDallas/Fort Worth Love Field Airport 08:10
      • DALDallas/Fort Worth Love Field Airport 07:30
        MCOOrlando International Airport 11:45
      • 5h 35m (40m)
      • 1 Stop DAL · Dallas 40m
      • Southwest Airlines (WN 2332)Boeing 737 800
        Southwest Airlines (WN 1058)Boeing 737 800
      • Southwest Airlines (WN 2332)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 05:20 MDW
        11:55 MCO
        5Hrs, 35m 1 Stop (BNA)
      • MDWChicago Midway Airport 05:20 - MCO 11:55 5h 35m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 05:20
        BNANashville Airport 09:00
      • BNANashville Airport 06:45
        MCOOrlando International Airport 11:55
      • 5h 35m (2h 15m)
      • 1 Stop BNA · Nashville 2h 15m
      • Southwest Airlines (WN 367)Boeing 737 700
        Southwest Airlines (WN 2277)Boeing 737 700
      • Southwest Airlines (WN 367)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 05:30 MDW
        11:25 MCO
        4Hrs, 55m 1 Stop (BNA)
      • MDWChicago Midway Airport 05:30 - MCO 11:25 4h 55m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 05:30
        BNANashville Airport 08:30
      • BNANashville Airport 06:55
        MCOOrlando International Airport 11:25
      • 4h 55m (1h 35m)
      • 1 Stop BNA · Nashville 1h 35m
      • Southwest Airlines (WN 367)Boeing 737 800
        Southwest Airlines (WN 2277)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 367)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 MDW
        11:40 MCO
        4Hrs, 55m 1 Stop (BWI)
      • MDWChicago Midway Airport 05:45 - MCO 11:40 4h 55m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 05:45
        BWIBaltimore Washington International Airport 09:15
      • BWIBaltimore Washington International Airport 08:30
        MCOOrlando International Airport 11:40
      • 4h 55m (45m)
      • 1 Stop BWI · Baltimore 45m
      • Southwest Airlines (WN 3459)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2910)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3459)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 MDW
        12:30 MCO
        5Hrs, 45m 1 Stop (BWI)
      • MDWChicago Midway Airport 05:45 - MCO 12:30 5h 45m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 05:45
        BWIBaltimore Washington International Airport 10:05
      • BWIBaltimore Washington International Airport 08:30
        MCOOrlando International Airport 12:30
      • 5h 45m (1h 35m)
      • 1 Stop BWI · Baltimore 1h 35m
      • Southwest Airlines (WN 3459)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1336)Boeing 737 700
      • Southwest Airlines (WN 3459)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 05:45 MDW
        11:50 MCO
        5Hrs, 05m 1 Stop (BWI)
      • MDWChicago Midway Airport 05:45 - MCO 11:50 5h 05m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 05:45
        BWIBaltimore Washington International Airport 09:25
      • BWIBaltimore Washington International Airport 08:30
        MCOOrlando International Airport 11:50
      • 5h 05m (55m)
      • 1 Stop BWI · Baltimore 55m
      • Southwest Airlines (WN 1547)Boeing 737 700
        Southwest Airlines (WN 2910)Boeing 737 800
      • Southwest Airlines (WN 1547)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:00 ORD
        13:30 MCO
        6Hrs, 30m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 06:00 - MCO 13:30 6h 30m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 06:00
        EWRNewark Liberty International Airport 10:30
      • EWRNewark Liberty International Airport 09:14
        MCOOrlando International Airport 13:30
      • 6h 30m (1h 16m)
      • 1 Stop EWR · New York City 1h 16m
      • United Airlines (UA 2693)Boeing 737 Max 9 Passenger
        United Airlines (UA 1739)Boeing 737 900
      • United Airlines (UA 2693)
        • -
        • T
        • W
        • T
        • F
        • -
        • -
      • 06:00 ORD
        13:07 MCO
        6Hrs, 07m 1 Stop (RDU)
      • ORDChicago O'Hare International Airport 06:00 - MCO 13:07 6h 07m 1 Stop (RDU) Morrisville
      • ORDChicago O'Hare International Airport 06:00
        RDURaleigh/Durham Airport 11:13
      • RDURaleigh/Durham Airport 09:04
        MCOOrlando International Airport 13:07
      • 6h 07m (2h 09m)
      • 1 Stop RDU · Morrisville 2h 09m
      • Frontier Airlines (F9 3352)Airbus A320 Neo
        Frontier Airlines (F9 1039)Airbus A320 Neo
      • Frontier Airlines (F9 3352)
        • -
        • -
        • -
        • -
        • F
        • -
        • -
      • 06:00 ORD
        13:30 MCO
        6Hrs, 30m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 06:00 - MCO 13:30 6h 30m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 06:00
        EWRNewark Liberty International Airport 10:30
      • EWRNewark Liberty International Airport 09:14
        MCOOrlando International Airport 13:30
      • 6h 30m (1h 16m)
      • 1 Stop EWR · New York City 1h 16m
      • United Airlines (UA 2693)Boeing 737 Max 9 Passenger
        United Airlines (UA 1739)Boeing 737 Max 9 Passenger
      • United Airlines (UA 2693)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:00 ORD
        13:30 MCO
        6Hrs, 30m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 06:00 - MCO 13:30 6h 30m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 06:00
        EWRNewark Liberty International Airport 10:30
      • EWRNewark Liberty International Airport 09:14
        MCOOrlando International Airport 13:30
      • 6h 30m (1h 16m)
      • 1 Stop EWR · New York City 1h 16m
      • United Airlines (UA 2693)Boeing 737 900
        United Airlines (UA 1739)Boeing 737 900
      • United Airlines (UA 2693)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:00 ORD
        13:25 MCO
        6Hrs, 25m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 06:00 - MCO 13:25 6h 25m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 06:00
        EWRNewark Liberty International Airport 10:25
      • EWRNewark Liberty International Airport 09:14
        MCOOrlando International Airport 13:25
      • 6h 25m (1h 11m)
      • 1 Stop EWR · New York City 1h 11m
      • United Airlines (UA 2693)Boeing 737 Max 9 Passenger
        United Airlines (UA 1739)Boeing 737 900
      • United Airlines (UA 2693)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:00 MDW
        13:20 MCO
        6Hrs, 20m 1 Stop (DCA)
      • MDWChicago Midway Airport 06:00 - MCO 13:20 6h 20m 1 Stop (DCA) Washington
      • MDWChicago Midway Airport 06:00
        DCAWashington Ronald Reagan National Airport 11:00
      • DCAWashington Ronald Reagan National Airport 08:50
        MCOOrlando International Airport 13:20
      • 6h 20m (2h 10m)
      • 1 Stop DCA · Washington 2h 10m
      • Southwest Airlines (WN 4786)Boeing 737 800
        Southwest Airlines (WN 3074)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 4786)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:10 ORD
        13:39 MCO
        6Hrs, 29m 1 Stop (JFK)
      • ORDChicago O'Hare International Airport 06:10 - MCO 13:39 6h 29m 1 Stop (JFK) New York City
      • ORDChicago O'Hare International Airport 06:10
        JFKNew York John F. Kennedy International Airport 10:50
      • JFKNew York John F. Kennedy International Airport 09:28
        MCOOrlando International Airport 13:39
      • 6h 29m (1h 22m)
      • 1 Stop JFK · New York City 1h 22m
      • JetBlue Airways (B6 406)Airbus A220 300
        JetBlue Airways (B6 83)Airbus
      • JetBlue Airways (B6 406)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:15 MDW
        11:45 MCO
        4Hrs, 30m 1 Stop (STL)
      • MDWChicago Midway Airport 06:15 - MCO 11:45 4h 30m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:15
        STLSt Louis Lambert Intl Airport 08:25
      • STLSt Louis Lambert Intl Airport 07:25
        MCOOrlando International Airport 11:45
      • 4h 30m (1h)
      • 1 Stop STL · Saint Louis 1h
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 1679)Boeing 737 800
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:15 ORD
        13:39 MCO
        6Hrs, 24m 1 Stop (JFK)
      • ORDChicago O'Hare International Airport 06:15 - MCO 13:39 6h 24m 1 Stop (JFK) New York City
      • ORDChicago O'Hare International Airport 06:15
        JFKNew York John F. Kennedy International Airport 10:50
      • JFKNew York John F. Kennedy International Airport 09:30
        MCOOrlando International Airport 13:39
      • 6h 24m (1h 20m)
      • 1 Stop JFK · New York City 1h 20m
      • JetBlue Airways (B6 406)Airbus A220 300
        JetBlue Airways (B6 83)Airbus
      • JetBlue Airways (B6 406)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • 06:15 MDW
        12:35 MCO
        5Hrs, 20m 1 Stop (STL)
      • MDWChicago Midway Airport 06:15 - MCO 12:35 5h 20m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:15
        STLSt Louis Lambert Intl Airport 09:15
      • STLSt Louis Lambert Intl Airport 07:25
        MCOOrlando International Airport 12:35
      • 5h 20m (1h 50m)
      • 1 Stop STL · Saint Louis 1h 50m
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 6448)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:20 MDW
        12:40 MCO
        5Hrs, 20m 1 Stop (STL)
      • MDWChicago Midway Airport 06:20 - MCO 12:40 5h 20m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:20
        STLSt Louis Lambert Intl Airport 09:20
      • STLSt Louis Lambert Intl Airport 07:30
        MCOOrlando International Airport 12:40
      • 5h 20m (1h 50m)
      • 1 Stop STL · Saint Louis 1h 50m
      • Southwest Airlines (WN 1045)Boeing 737 700
        Southwest Airlines (WN 6443)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1045)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 06:20 ORD
        13:23 MCO
        6Hrs, 03m 1 Stop (JFK)
      • ORDChicago O'Hare International Airport 06:20 - MCO 13:23 6h 03m 1 Stop (JFK) New York City
      • ORDChicago O'Hare International Airport 06:20
        JFKNew York John F. Kennedy International Airport 10:30
      • JFKNew York John F. Kennedy International Airport 09:32
        MCOOrlando International Airport 13:23
      • 6h 03m (58m)
      • 1 Stop JFK · New York City 58m
      • JetBlue Airways (B6 406)Airbus A220 300
        JetBlue Airways (B6 83)Airbus
      • JetBlue Airways (B6 406)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:20 MDW
        13:10 MCO
        5Hrs, 50m 1 Stop (BWI)
      • MDWChicago Midway Airport 06:20 - MCO 13:10 5h 50m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 06:20
        BWIBaltimore Washington International Airport 10:45
      • BWIBaltimore Washington International Airport 09:05
        MCOOrlando International Airport 13:10
      • 5h 50m (1h 40m)
      • 1 Stop BWI · Baltimore 1h 40m
      • Southwest Airlines (WN 3299)Boeing 737 700
        Southwest Airlines (WN 1442)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 3299)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:25 MDW
        11:35 MCO
        4Hrs, 10m 1 Stop (STL)
      • MDWChicago Midway Airport 06:25 - MCO 11:35 4h 10m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:25
        STLSt Louis Lambert Intl Airport 08:15
      • STLSt Louis Lambert Intl Airport 07:35
        MCOOrlando International Airport 11:35
      • 4h 10m (40m)
      • 1 Stop STL · Saint Louis 40m
      • Southwest Airlines (WN 461)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 930)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 461)
        • -
        • T
        • W
        • -
        • -
        • -
        • -
      • 06:35 MDW
        13:50 MCO
        6Hrs, 15m 1 Stop (STL)
      • MDWChicago Midway Airport 06:35 - MCO 13:50 6h 15m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:35
        STLSt Louis Lambert Intl Airport 10:30
      • STLSt Louis Lambert Intl Airport 07:45
        MCOOrlando International Airport 13:50
      • 6h 15m (2h 45m)
      • 1 Stop STL · Saint Louis 2h 45m
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 6452)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:35 MDW
        12:50 MCO
        5Hrs, 15m 1 Stop (STL)
      • MDWChicago Midway Airport 06:35 - MCO 12:50 5h 15m 1 Stop (STL) Saint Louis
      • MDWChicago Midway Airport 06:35
        STLSt Louis Lambert Intl Airport 09:30
      • STLSt Louis Lambert Intl Airport 07:45
        MCOOrlando International Airport 12:50
      • 5h 15m (1h 45m)
      • 1 Stop STL · Saint Louis 1h 45m
      • Southwest Airlines (WN 1045)Boeing 737 800
        Southwest Airlines (WN 355)Boeing 737 800
      • Southwest Airlines (WN 1045)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:40 MDW
        12:50 MCO
        5Hrs, 10m 1 Stop (BWI)
      • MDWChicago Midway Airport 06:40 - MCO 12:50 5h 10m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 06:40
        BWIBaltimore Washington International Airport 10:25
      • BWIBaltimore Washington International Airport 09:30
        MCOOrlando International Airport 12:50
      • 5h 10m (55m)
      • 1 Stop BWI · Baltimore 55m
      • Southwest Airlines (WN 2357)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1336)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2357)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:40 MDW
        13:20 MCO
        5Hrs, 40m 1 Stop (DAL)
      • MDWChicago Midway Airport 06:40 - MCO 13:20 5h 40m 1 Stop (DAL) Dallas
      • MDWChicago Midway Airport 06:40
        DALDallas/Fort Worth Love Field Airport 09:45
      • DALDallas/Fort Worth Love Field Airport 09:00
        MCOOrlando International Airport 13:20
      • 5h 40m (45m)
      • 1 Stop DAL · Dallas 45m
      • Southwest Airlines (WN 2332)Boeing 737 700
        Southwest Airlines (WN 791)Boeing 737 800
      • Southwest Airlines (WN 2332)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 06:40 ORD
        14:17 MCO
        6Hrs, 37m 1 Stop (DCA)
      • ORDChicago O'Hare International Airport 06:40 - MCO 14:17 6h 37m 1 Stop (DCA) Washington
      • ORDChicago O'Hare International Airport 06:40
        DCAWashington Ronald Reagan National Airport 11:54
      • DCAWashington Ronald Reagan National Airport 09:34
        MCOOrlando International Airport 14:17
      • 6h 37m (2h 20m)
      • 1 Stop DCA · Washington 2h 20m
      • American Airlines (AA 2345)Boeing 737 800
        American Airlines (AA 2509)Boeing 737 800
      • American Airlines (AA 2345)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 06:45 MDW
        12:45 MCO
        5Hrs, 00m 1 Stop (MCI)
      • MDWChicago Midway Airport 06:45 - MCO 12:45 5h 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 06:45
        MCIKansas City International Airport 09:00
      • MCIKansas City International Airport 08:10
        MCOOrlando International Airport 12:45
      • 5h (50m)
      • 1 Stop MCI · Kansas City 50m
      • Southwest Airlines (WN 4013)Boeing 737 700
        Southwest Airlines (WN 2527)Boeing 737 700
      • Southwest Airlines (WN 4013)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 06:55 MDW
        12:15 MCO
        4Hrs, 20m 1 Stop (BNA)
      • MDWChicago Midway Airport 06:55 - MCO 12:15 4h 20m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 06:55
        BNANashville Airport 09:25
      • BNANashville Airport 08:25
        MCOOrlando International Airport 12:15
      • 4h 20m (1h)
      • 1 Stop BNA · Nashville 1h
      • Southwest Airlines (WN 256)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2582)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 256)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:00 MDW
        14:30 MCO
        6Hrs, 30m 1 Stop (DAL)
      • MDWChicago Midway Airport 07:00 - MCO 14:30 6h 30m 1 Stop (DAL) Dallas
      • MDWChicago Midway Airport 07:00
        DALDallas/Fort Worth Love Field Airport 10:55
      • DALDallas/Fort Worth Love Field Airport 09:20
        MCOOrlando International Airport 14:30
      • 6h 30m (1h 35m)
      • 1 Stop DAL · Dallas 1h 35m
      • Southwest Airlines (WN 2492)Boeing 737 700
        Southwest Airlines (WN 3749)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2492)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:00 ORD
        14:15 MCO
        6Hrs, 15m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 07:00 - MCO 14:15 6h 15m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 07:00
        CLTCharlotte Airport 12:36
      • CLTCharlotte Airport 10:05
        MCOOrlando International Airport 14:15
      • 6h 15m (2h 31m)
      • 1 Stop CLT · Charlotte 2h 31m
      • American Airlines (AA 1784)Boeing 737 800
        American Airlines (AA 3019)Airbus
      • American Airlines (AA 1784)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:00 ORD
        14:30 MCO
        6Hrs, 30m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 07:00 - MCO 14:30 6h 30m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 07:00
        DFWDallas/Fort Worth Intl Airport 10:55
      • DFWDallas/Fort Worth Intl Airport 09:43
        MCOOrlando International Airport 14:30
      • 6h 30m (1h 12m)
      • 1 Stop DFW · Dallas 1h 12m
      • American Airlines (AA 668)Boeing 737 Max 8 Passenger
        American Airlines (AA 2145)Airbus
      • American Airlines (AA 668)
        • M
        • -
        • -
        • -
        • -
        • -
        • -
      • 07:00 ORD
        13:15 MCO
        5Hrs, 15m 1 Stop (CLT)
      • ORDChicago O'Hare International Airport 07:00 - MCO 13:15 5h 15m 1 Stop (CLT) Charlotte
      • ORDChicago O'Hare International Airport 07:00
        CLTCharlotte Airport 11:25
      • CLTCharlotte Airport 10:05
        MCOOrlando International Airport 13:15
      • 5h 15m (1h 20m)
      • 1 Stop CLT · Charlotte 1h 20m
      • American Airlines (AA 1784)Boeing 737 800
        American Airlines (AA 2127)Airbus
      • American Airlines (AA 1784)
        • M
        • T
        • W
        • T
        • F
        • S
        • S
      • 07:05 ORD
        14:30 MCO
        6Hrs, 25m 1 Stop (DFW)
      • ORDChicago O'Hare International Airport 07:05 - MCO 14:30 6h 25m 1 Stop (DFW) Dallas
      • ORDChicago O'Hare International Airport 07:05
        DFWDallas/Fort Worth Intl Airport 10:55
      • DFWDallas/Fort Worth Intl Airport 09:46
        MCOOrlando International Airport 14:30
      • 6h 25m (1h 09m)
      • 1 Stop DFW · Dallas 1h 09m
      • American Airlines (AA 2228)Airbus
        American Airlines (AA 2145)Airbus
      • American Airlines (AA 2228)
        • -
        • -
        • W
        • T
        • F
        • S
        • S
      • 07:10 ORD
        14:21 MCO
        6Hrs, 11m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 07:10 - MCO 14:21 6h 11m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 07:10
        EWRNewark Liberty International Airport 11:25
      • EWRNewark Liberty International Airport 10:26
        MCOOrlando International Airport 14:21
      • 6h 11m (59m)
      • 1 Stop EWR · New York City 59m
      • United Airlines (UA 563)Boeing 757 200 Series
        United Airlines (UA 2114)Boeing 737 900
      • United Airlines (UA 563)
        • -
        • -
        • -
        • -
        • F
        • -
        • S
      • 07:10 ORD
        14:26 MCO
        6Hrs, 16m 1 Stop (EWR)
      • ORDChicago O'Hare International Airport 07:10 - MCO 14:26 6h 16m 1 Stop (EWR) New York City
      • ORDChicago O'Hare International Airport 07:10
        EWRNewark Liberty International Airport 11:30
      • EWRNewark Liberty International Airport 10:26
        MCOOrlando International Airport 14:26
      • 6h 16m (1h 04m)
      • 1 Stop EWR · New York City 1h 04m
      • United Airlines (UA 563)Boeing 757 200 Series
        United Airlines (UA 2114)Boeing 737 900
      • United Airlines (UA 563)
        • M
        • T
        • W
        • T
        • -
        • S
        • -
      • 07:20 MDW
        13:45 MCO
        5Hrs, 25m 1 Stop (BWI)
      • MDWChicago Midway Airport 07:20 - MCO 13:45 5h 25m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 07:20
        BWIBaltimore Washington International Airport 11:20
      • BWIBaltimore Washington International Airport 10:05
        MCOOrlando International Airport 13:45
      • 5h 25m (1h 15m)
      • 1 Stop BWI · Baltimore 1h 15m
      • Southwest Airlines (WN 2357)Boeing 737 700
        Southwest Airlines (WN 742)Boeing 737 700
      • Southwest Airlines (WN 2357)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:25 MDW
        13:55 MCO
        5Hrs, 30m 1 Stop (BWI)
      • MDWChicago Midway Airport 07:25 - MCO 13:55 5h 30m 1 Stop (BWI) Baltimore
      • MDWChicago Midway Airport 07:25
        BWIBaltimore Washington International Airport 11:30
      • BWIBaltimore Washington International Airport 10:10
        MCOOrlando International Airport 13:55
      • 5h 30m (1h 20m)
      • 1 Stop BWI · Baltimore 1h 20m
      • Southwest Airlines (WN 2357)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 742)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 2357)
        • -
        • -
        • -
        • -
        • -
        • S
        • -
      • 07:30 ORD
        14:50 MCO
        6Hrs, 20m 1 Stop (DAL)
      • ORDChicago O'Hare International Airport 07:30 - MCO 14:50 6h 20m 1 Stop (DAL) Dallas
      • ORDChicago O'Hare International Airport 07:30
        DALDallas/Fort Worth Love Field Airport 11:15
      • DALDallas/Fort Worth Love Field Airport 10:00
        MCOOrlando International Airport 14:50
      • 6h 20m (1h 15m)
      • 1 Stop DAL · Dallas 1h 15m
      • Southwest Airlines (WN 1724)Boeing 737 700
        Southwest Airlines (WN 914)Boeing 737 800
      • Southwest Airlines (WN 1724)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:30 MDW
        13:50 MCO
        5Hrs, 20m 1 Stop (BNA)
      • MDWChicago Midway Airport 07:30 - MCO 13:50 5h 20m 1 Stop (BNA) Nashville
      • MDWChicago Midway Airport 07:30
        BNANashville Airport 10:55
      • BNANashville Airport 08:55
        MCOOrlando International Airport 13:50
      • 5h 20m (2h)
      • 1 Stop BNA · Nashville 2h
      • Southwest Airlines (WN 2741)Boeing 737 700
        Southwest Airlines (WN 2582)Boeing 737 800
      • Southwest Airlines (WN 2741)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:30 ORD
        14:30 MCO
        6Hrs, 00m 1 Stop (DAL)
      • ORDChicago O'Hare International Airport 07:30 - MCO 14:30 6h 1 Stop (DAL) Dallas
      • ORDChicago O'Hare International Airport 07:30
        DALDallas/Fort Worth Love Field Airport 10:55
      • DALDallas/Fort Worth Love Field Airport 10:00
        MCOOrlando International Airport 14:30
      • 6h (55m)
      • 1 Stop DAL · Dallas 55m
      • Southwest Airlines (WN 1724)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 3749)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1724)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
      • 07:40 MDW
        14:50 MCO
        6Hrs, 10m 1 Stop (DAL)
      • MDWChicago Midway Airport 07:40 - MCO 14:50 6h 10m 1 Stop (DAL) Dallas
      • MDWChicago Midway Airport 07:40
        DALDallas/Fort Worth Love Field Airport 11:15
      • DALDallas/Fort Worth Love Field Airport 10:00
        MCOOrlando International Airport 14:50
      • 6h 10m (1h 15m)
      • 1 Stop DAL · Dallas 1h 15m
      • Southwest Airlines (WN 3980)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 914)Boeing 737 800
      • Southwest Airlines (WN 3980)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:50 ORD
        14:17 MCO
        5Hrs, 27m 1 Stop (DCA)
      • ORDChicago O'Hare International Airport 07:50 - MCO 14:17 5h 27m 1 Stop (DCA) Washington
      • ORDChicago O'Hare International Airport 07:50
        DCAWashington Ronald Reagan National Airport 11:54
      • DCAWashington Ronald Reagan National Airport 10:44
        MCOOrlando International Airport 14:17
      • 5h 27m (1h 10m)
      • 1 Stop DCA · Washington 1h 10m
      • American Airlines (AA 2345)Airbus
        American Airlines (AA 2509)Boeing 737 800
      • American Airlines (AA 2345)
        • -
        • T
        • W
        • T
        • F
        • -
        • S
      • 07:50 MDW
        14:15 MCO
        5Hrs, 25m 1 Stop (MCI)
      • MDWChicago Midway Airport 07:50 - MCO 14:15 5h 25m 1 Stop (MCI) Kansas City
      • MDWChicago Midway Airport 07:50
        MCIKansas City International Airport 10:30
      • MCIKansas City International Airport 09:15
        MCOOrlando International Airport 14:15
      • 5h 25m (1h 15m)
      • 1 Stop MCI · Kansas City 1h 15m
      • Southwest Airlines (WN 1644)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 2527)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 1644)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:55 MDW
        14:40 MCO
        5Hrs, 45m 1 Stop (HOU)
      • MDWChicago Midway Airport 07:55 - MCO 14:40 5h 45m 1 Stop (HOU) Houston
      • MDWChicago Midway Airport 07:55
        HOUHouston Hobby Airport 11:15
      • HOUHouston Hobby Airport 10:35
        MCOOrlando International Airport 14:40
      • 5h 45m (40m)
      • 1 Stop HOU · Houston 40m
      • Southwest Airlines (WN 519)Boeing 737 Max 8 Passenger
        Southwest Airlines (WN 1676)Boeing 737 Max 8 Passenger
      • Southwest Airlines (WN 519)
        • M
        • -
        • -
        • T
        • F
        • -
        • -
      • 07:55 MDW
        15:30 MCO
        6Hrs, 35m 1 Stop (BHM)
      • MDWChicago Midway Airport 07:55 - MCO 15:30 6h 35m 1 Stop (BHM) Birmingham
      • MDWChicago Midway Airport 07:55
        BHMBirmingham Airport 12:50
      • BHMBirmingham Airport 09:35
        MCOOrlando International Airport 15:30
      • 6h 35m (3h 15m)
      • 1 Stop BHM · Birmingham 3h 15m
      • Southwest Airlines (WN 2215)Boeing 737 700
        Southwest Airlines (WN 2466)Boeing 737 700
      • Southwest Airlines (WN 2215)
        • -
        • -
        • -
        • -
        • -
        • -
        • S
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      What’s the fastest flight time from Chicago to Orlando?

      The fastest flight time for direct flights from Chicago to Orlando is 2 hours 30 minutes. Check latest flight schedules & prices on Wego.

      What’s the most popular airline flying from Chicago to Orlando?

      The most popular airline flying from Chicago to Orlando is American Airlines. Find the latest flight deals on Wego.

      How far is Orlando from Chicago?

      The flight distance between Chicago and Orlando is 1587km. Check all available flights on Wego.

      When is the earliest and latest flight of the day?

      The earliest flight of the day departs at 05:00. The last flight of the day departs at 19:55. See the full list of flight times on Wego.

      How many airlines offer direct flights from Chicago to Orlando?

      There are 6 airlines that offer direct flights from Chicago to Orlando. Find out the list of airlines on Wego.

      Popular Airlines Flying From Chicago to Orlando

      American Airlines ‏()
      Spirit Airlines ‏()
      Southwest Airlines ‏()
      Frontier Airlines ‏()
      United Airlines ‏()

      Popular Destinations From Orlando

      Popular Destinations From Chicago

      Popular Hotels in Orlando

      Hotels In Popular Destinations