Fare Guide
Estimated lowest fares found within 7 days
Cheapest Airline
The cheapest airline(s) flying from Chicago to Orlando is Frontier Airlines.
Cheapest Month
January
Travel Period: December 2024 - November 2025
The cheapest month(s) to fly from Chicago to Orlando is January.
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Dec 2024
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Jan 2025
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Feb 2025
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Mar 2025
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Apr 2025
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May 2025
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Jun 2025
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Jul 2025
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Aug 2025
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Sep 2025
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Oct 2025
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Nov 2025
Cheapest Day of the Week
Sunday
The cheapest day(s) of the week to fly from Chicago to Orlando is Sunday.
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Sun Sunday
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Mon Monday
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Tue Tuesday
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Wed Wednesday
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Thu Thursday
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Fri Friday
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Sat Saturday
Flight Schedules
Last Updated: Sat, 2 Nov, 2024
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Time
Earliest
- Earliest
- Latest
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Depart
Earliest
- Earliest
- Latest
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Arrive
- Earliest
- Latest
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Duration
- Shortest
- Longest
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Availability
- M
- T
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- F
- S
- S
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18:00 ORD21:43 MCO2Hrs, 43m Direct
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ORDChicago O'Hare International Airport 18:00 - MCO 21:43 2h 43m Direct
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ORDChicago O'Hare International Airport 18:00
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MCOOrlando International Airport 21:43
- 2h 43m
- Direct
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American Airlines (AA 2795)Boeing 737 800 -
American Airlines (AA 2795) -
- -
- T
- W
- -
- -
- S
- -
- Boeing 737 800
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18:00 ORD21:42 MCO2Hrs, 42m Direct
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ORDChicago O'Hare International Airport 18:00 - MCO 21:42 2h 42m Direct
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ORDChicago O'Hare International Airport 18:00
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MCOOrlando International Airport 21:42
- 2h 42m
- Direct
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American Airlines (AA 2795)Boeing 737 800 -
American Airlines (AA 2795) -
- -
- -
- -
- -
- F
- -
- -
- Boeing 737 800
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18:43 MDW22:29 MCO2Hrs, 46m Direct
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MDWChicago Midway Airport 18:43 - MCO 22:29 2h 46m Direct
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MDWChicago Midway Airport 18:43
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MCOOrlando International Airport 22:29
- 2h 46m
- Direct
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Frontier Airlines (F9 1458)Airbus A320 Neo -
Frontier Airlines (F9 1458) -
- M
- -
- -
- -
- -
- -
- -
- Airbus A320 Neo
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18:48 ORD23:00 MCO3Hrs, 12m Direct
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ORDChicago O'Hare International Airport 18:48 - MCO 23:00 3h 12m Direct
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ORDChicago O'Hare International Airport 18:48
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MCOOrlando International Airport 23:00
- 3h 12m
- Direct
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Frontier Airlines (F9 2042)Airbus A321 Neo -
Frontier Airlines (F9 2042) -
- -
- -
- -
- -
- -
- S
- -
- Airbus A321 Neo
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19:15 MDW22:55 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 19:15 - MCO 22:55 2h 40m Direct
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MDWChicago Midway Airport 19:15
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MCOOrlando International Airport 22:55
- 2h 40m
- Direct
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Southwest Airlines (WN 1467)Boeing 737 800 -
Southwest Airlines (WN 1467) -
- M
- -
- W
- -
- -
- -
- -
- Boeing 737 800
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20:00 MDW23:40 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 20:00 - MCO 23:40 2h 40m Direct
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MDWChicago Midway Airport 20:00
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MCOOrlando International Airport 23:40
- 2h 40m
- Direct
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Southwest Airlines (WN 1485)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1485) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 Max 8 Passenger
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20:18 MDW00:14 MCO2Hrs, 56m Direct
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MDWChicago Midway Airport 20:18 - MCO 00:14 2h 56m Direct
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MDWChicago Midway Airport 20:18
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MCOOrlando International Airport 00:14
- 2h 56m
- Direct
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Frontier Airlines (F9 1458)Airbus A320 Neo -
Frontier Airlines (F9 1458) -
- -
- -
- -
- -
- F
- -
- -
- Airbus A320 Neo
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20:23 ORD00:26 MCO3Hrs, 03m Direct
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ORDChicago O'Hare International Airport 20:23 - MCO 00:26 3h 03m Direct
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ORDChicago O'Hare International Airport 20:23
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MCOOrlando International Airport 00:26
- 3h 03m
- Direct
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Frontier Airlines (F9 3044)Airbus A321 Neo -
Frontier Airlines (F9 3044) -
- -
- -
- -
- -
- F
- -
- -
- Airbus A321 Neo
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20:48 ORD00:51 MCO3Hrs, 03m Direct
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ORDChicago O'Hare International Airport 20:48 - MCO 00:51 3h 03m Direct
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ORDChicago O'Hare International Airport 20:48
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MCOOrlando International Airport 00:51
- 3h 03m
- Direct
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Frontier Airlines (F9 3044)Airbus A321 Neo -
Frontier Airlines (F9 3044) -
- -
- -
- -
- T
- -
- -
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- Airbus A321 Neo
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05:05 ORD09:04 MCO2Hrs, 59m Direct
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ORDChicago O'Hare International Airport 05:05 - MCO 09:04 2h 59m Direct
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ORDChicago O'Hare International Airport 05:05
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MCOOrlando International Airport 09:04
- 2h 59m
- Direct
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Frontier Airlines (F9 2792)Airbus -
Frontier Airlines (F9 2792) -
- -
- -
- -
- -
- -
- -
- S
- Airbus
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05:10 MDW08:55 MCO2Hrs, 45m Direct
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MDWChicago Midway Airport 05:10 - MCO 08:55 2h 45m Direct
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MDWChicago Midway Airport 05:10
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MCOOrlando International Airport 08:55
- 2h 45m
- Direct
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Southwest Airlines (WN 2538)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 2538) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 Max 8 Passenger
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05:55 MDW09:40 MCO2Hrs, 45m Direct
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MDWChicago Midway Airport 05:55 - MCO 09:40 2h 45m Direct
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MDWChicago Midway Airport 05:55
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MCOOrlando International Airport 09:40
- 2h 45m
- Direct
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Southwest Airlines (WN 1601)Boeing 737 800 -
Southwest Airlines (WN 1601) -
- -
- T
- -
- -
- -
- -
- -
- Boeing 737 800
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06:00 MDW09:45 MCO2Hrs, 45m Direct
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MDWChicago Midway Airport 06:00 - MCO 09:45 2h 45m Direct
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MDWChicago Midway Airport 06:00
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MCOOrlando International Airport 09:45
- 2h 45m
- Direct
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Southwest Airlines (WN 1601)Boeing 737 800 -
Southwest Airlines (WN 1601) -
- M
- -
- W
- -
- -
- -
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- Boeing 737 800
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06:10 MDW12:00 MCO4Hrs, 50m Direct
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MDWChicago Midway Airport 06:10 - MCO 12:00 4h 50m Direct
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MDWChicago Midway Airport 06:10
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MCOOrlando International Airport 12:00
- 4h 50m
- Direct
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Southwest Airlines (WN 411)Boeing 737 700 -
Southwest Airlines (WN 411) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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06:55 MDW10:40 MCO2Hrs, 45m Direct
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MDWChicago Midway Airport 06:55 - MCO 10:40 2h 45m Direct
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MDWChicago Midway Airport 06:55
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MCOOrlando International Airport 10:40
- 2h 45m
- Direct
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Southwest Airlines (WN 1301)Boeing 737 800 -
Southwest Airlines (WN 1301) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 800
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07:00 ORD10:39 MCO2Hrs, 39m Direct
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ORDChicago O'Hare International Airport 07:00 - MCO 10:39 2h 39m Direct
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ORDChicago O'Hare International Airport 07:00
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MCOOrlando International Airport 10:39
- 2h 39m
- Direct
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American Airlines (AA 3139)Boeing 737 800 -
American Airlines (AA 3139) -
- M
- -
- -
- -
- -
- -
- -
- Boeing 737 800
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07:25 ORD11:16 MCO2Hrs, 51m Direct
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ORDChicago O'Hare International Airport 07:25 - MCO 11:16 2h 51m Direct
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ORDChicago O'Hare International Airport 07:25
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MCOOrlando International Airport 11:16
- 2h 51m
- Direct
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United Airlines (UA 1768)Boeing 757 300 Series -
United Airlines (UA 1768) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 757 300 Series
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07:25 ORD11:17 MCO2Hrs, 52m Direct
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ORDChicago O'Hare International Airport 07:25 - MCO 11:17 2h 52m Direct
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ORDChicago O'Hare International Airport 07:25
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MCOOrlando International Airport 11:17
- 2h 52m
- Direct
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United Airlines (UA 1768)Airbus A321 Neo -
United Airlines (UA 1768) -
- M
- -
- W
- -
- -
- S
- -
- Airbus A321 Neo
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07:30 ORD14:10 MCO5Hrs, 40m Direct
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ORDChicago O'Hare International Airport 07:30 - MCO 14:10 5h 40m Direct
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ORDChicago O'Hare International Airport 07:30
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MCOOrlando International Airport 14:10
- 5h 40m
- Direct
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Southwest Airlines (WN 4283)Boeing 737 700 -
Southwest Airlines (WN 4283) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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07:45 MDW11:25 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 07:45 - MCO 11:25 2h 40m Direct
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MDWChicago Midway Airport 07:45
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MCOOrlando International Airport 11:25
- 2h 40m
- Direct
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Southwest Airlines (WN 3210)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 3210) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 Max 8 Passenger
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08:00 MDW11:40 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 08:00 - MCO 11:40 2h 40m Direct
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MDWChicago Midway Airport 08:00
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MCOOrlando International Airport 11:40
- 2h 40m
- Direct
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Southwest Airlines (WN 3210)Boeing 737 700 -
Southwest Airlines (WN 3210) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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08:00 MDW11:40 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 08:00 - MCO 11:40 2h 40m Direct
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MDWChicago Midway Airport 08:00
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MCOOrlando International Airport 11:40
- 2h 40m
- Direct
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Southwest Airlines (WN 3210)Boeing 737 800 -
Southwest Airlines (WN 3210) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 800
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08:10 MDW14:15 MCO5Hrs, 05m Direct
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MDWChicago Midway Airport 08:10 - MCO 14:15 5h 05m Direct
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MDWChicago Midway Airport 08:10
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MCOOrlando International Airport 14:15
- 5h 05m
- Direct
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Southwest Airlines (WN 2047)Boeing 737 700 -
Southwest Airlines (WN 2047) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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08:20 ORD11:57 MCO2Hrs, 37m Direct
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ORDChicago O'Hare International Airport 08:20 - MCO 11:57 2h 37m Direct
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ORDChicago O'Hare International Airport 08:20
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MCOOrlando International Airport 11:57
- 2h 37m
- Direct
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American Airlines (AA 985)Airbus -
American Airlines (AA 985) -
- -
- -
- -
- -
- F
- -
- -
- Airbus
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08:20 ORD11:56 MCO2Hrs, 36m Direct
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ORDChicago O'Hare International Airport 08:20 - MCO 11:56 2h 36m Direct
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ORDChicago O'Hare International Airport 08:20
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MCOOrlando International Airport 11:56
- 2h 36m
- Direct
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American Airlines (AA 985)Airbus -
American Airlines (AA 985) -
- -
- T
- W
- -
- -
- S
- -
- Airbus
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08:25 ORD12:02 MCO2Hrs, 37m Direct
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ORDChicago O'Hare International Airport 08:25 - MCO 12:02 2h 37m Direct
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ORDChicago O'Hare International Airport 08:25
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MCOOrlando International Airport 12:02
- 2h 37m
- Direct
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American Airlines (AA 985)Airbus -
American Airlines (AA 985) -
- -
- -
- -
- T
- -
- -
- S
- Airbus
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08:50 MDW12:39 MCO2Hrs, 49m Direct
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MDWChicago Midway Airport 08:50 - MCO 12:39 2h 49m Direct
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MDWChicago Midway Airport 08:50
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MCOOrlando International Airport 12:39
- 2h 49m
- Direct
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Frontier Airlines (F9 1458)Airbus A320 Neo -
Frontier Airlines (F9 1458) -
- -
- -
- -
- T
- -
- -
- -
- Airbus A320 Neo
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08:56 ORD12:47 MCO2Hrs, 51m Direct
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ORDChicago O'Hare International Airport 08:56 - MCO 12:47 2h 51m Direct
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ORDChicago O'Hare International Airport 08:56
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MCOOrlando International Airport 12:47
- 2h 51m
- Direct
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United Airlines (UA 2323)Boeing 737 900 -
United Airlines (UA 2323) -
- -
- -
- -
- -
- F
- -
- -
- Boeing 737 900
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09:00 MDW14:20 MCO4Hrs, 20m Direct
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MDWChicago Midway Airport 09:00 - MCO 14:20 4h 20m Direct
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MDWChicago Midway Airport 09:00
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MCOOrlando International Airport 14:20
- 4h 20m
- Direct
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Southwest Airlines (WN 971)Boeing 737 700 -
Southwest Airlines (WN 971) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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09:02 ORD12:53 MCO2Hrs, 51m Direct
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ORDChicago O'Hare International Airport 09:02 - MCO 12:53 2h 51m Direct
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ORDChicago O'Hare International Airport 09:02
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MCOOrlando International Airport 12:53
- 2h 51m
- Direct
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United Airlines (UA 2323)Boeing 737 900 -
United Airlines (UA 2323) -
- M
- T
- W
- T
- -
- S
- S
- Boeing 737 900
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09:05 MDW12:45 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 09:05 - MCO 12:45 2h 40m Direct
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MDWChicago Midway Airport 09:05
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MCOOrlando International Airport 12:45
- 2h 40m
- Direct
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Southwest Airlines (WN 4890)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 4890) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 Max 8 Passenger
-
09:30 MDW14:30 MCO4Hrs, 00m Direct
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MDWChicago Midway Airport 09:30 - MCO 14:30 4h Direct
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MDWChicago Midway Airport 09:30
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MCOOrlando International Airport 14:30
- 4h
- Direct
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Southwest Airlines (WN 2443)Boeing 737 700 -
Southwest Airlines (WN 2443) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
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09:35 RFD13:03 SFB2Hrs, 28m Direct
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RFDChicago Rockford Airport 09:35 - SFB 13:03 2h 28m Direct
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RFDChicago Rockford Airport 09:35
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SFBOrlando Sanford International Airport 13:03
- 2h 28m
- Direct
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Allegiant Air LLC (G4 1216)Airbus -
Allegiant Air LLC (G4 1216) -
- M
- -
- -
- -
- -
- -
- -
- Airbus
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09:35 RFD13:03 SFB2Hrs, 28m Direct
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RFDChicago Rockford Airport 09:35 - SFB 13:03 2h 28m Direct
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RFDChicago Rockford Airport 09:35
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SFBOrlando Sanford International Airport 13:03
- 2h 28m
- Direct
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Allegiant Air LLC (G4 2904)Airbus -
Allegiant Air LLC (G4 2904) -
- -
- -
- -
- -
- F
- -
- -
- Airbus
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09:45 MDW15:00 MCO4Hrs, 15m Direct
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MDWChicago Midway Airport 09:45 - MCO 15:00 4h 15m Direct
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MDWChicago Midway Airport 09:45
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MCOOrlando International Airport 15:00
- 4h 15m
- Direct
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Southwest Airlines (WN 2249)Boeing 737 700 -
Southwest Airlines (WN 2249) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 700
-
09:50 ORD13:34 MCO2Hrs, 44m Direct
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ORDChicago O'Hare International Airport 09:50 - MCO 13:34 2h 44m Direct
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ORDChicago O'Hare International Airport 09:50
-
MCOOrlando International Airport 13:34
- 2h 44m
- Direct
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American Airlines (AA 3079)Boeing 737 800 -
American Airlines (AA 3079) -
- M
- -
- -
- -
- -
- -
- -
- Boeing 737 800
-
10:05 MDW13:45 MCO2Hrs, 40m Direct
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MDWChicago Midway Airport 10:05 - MCO 13:45 2h 40m Direct
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MDWChicago Midway Airport 10:05
-
MCOOrlando International Airport 13:45
- 2h 40m
- Direct
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Southwest Airlines (WN 2224)Boeing 737 700 -
Southwest Airlines (WN 2224) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
10:16 ORD14:10 MCO2Hrs, 54m Direct
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ORDChicago O'Hare International Airport 10:16 - MCO 14:10 2h 54m Direct
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ORDChicago O'Hare International Airport 10:16
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MCOOrlando International Airport 14:10
- 2h 54m
- Direct
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Spirit Airlines (NK 1841)Airbus A320 Neo -
Spirit Airlines (NK 1841) -
- M
- T
- W
- -
- -
- -
- -
- Airbus A320 Neo
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10:40 MDW14:15 MCO2Hrs, 35m Direct
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MDWChicago Midway Airport 10:40 - MCO 14:15 2h 35m Direct
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MDWChicago Midway Airport 10:40
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MCOOrlando International Airport 14:15
- 2h 35m
- Direct
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Southwest Airlines (WN 287)Boeing 737 700 -
Southwest Airlines (WN 287) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 700
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10:55 ORD14:42 MCO2Hrs, 47m Direct
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ORDChicago O'Hare International Airport 10:55 - MCO 14:42 2h 47m Direct
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ORDChicago O'Hare International Airport 10:55
-
MCOOrlando International Airport 14:42
- 2h 47m
- Direct
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United Airlines (UA 2100)Boeing 777 -
United Airlines (UA 2100) -
- M
- T
- W
- T
- F
- S
- S
- Boeing 777
-
11:02 ORD14:41 MCO2Hrs, 39m Direct
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ORDChicago O'Hare International Airport 11:02 - MCO 14:41 2h 39m Direct
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ORDChicago O'Hare International Airport 11:02
-
MCOOrlando International Airport 14:41
- 2h 39m
- Direct
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American Airlines (AA 3267)Boeing 737 800 -
American Airlines (AA 3267) -
- -
- -
- -
- T
- -
- -
- S
- Boeing 737 800
-
11:05 MDW14:40 MCO2Hrs, 35m Direct
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MDWChicago Midway Airport 11:05 - MCO 14:40 2h 35m Direct
-
MDWChicago Midway Airport 11:05
-
MCOOrlando International Airport 14:40
- 2h 35m
- Direct
-
Southwest Airlines (WN 1272)Boeing 737 700 -
Southwest Airlines (WN 1272) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
11:10 MDW14:45 MCO2Hrs, 35m Direct
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MDWChicago Midway Airport 11:10 - MCO 14:45 2h 35m Direct
-
MDWChicago Midway Airport 11:10
-
MCOOrlando International Airport 14:45
- 2h 35m
- Direct
-
Southwest Airlines (WN 4951)Boeing 737 800 -
Southwest Airlines (WN 4951) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 800
-
11:55 MDW18:05 MCO5Hrs, 10m Direct
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MDWChicago Midway Airport 11:55 - MCO 18:05 5h 10m Direct
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MDWChicago Midway Airport 11:55
-
MCOOrlando International Airport 18:05
- 5h 10m
- Direct
-
Southwest Airlines (WN 4078)Boeing 737 800 -
Southwest Airlines (WN 4078) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
12:25 MDW19:05 MCO5Hrs, 40m Direct
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MDWChicago Midway Airport 12:25 - MCO 19:05 5h 40m Direct
-
MDWChicago Midway Airport 12:25
-
MCOOrlando International Airport 19:05
- 5h 40m
- Direct
-
Southwest Airlines (WN 3504)Boeing 737 700 -
Southwest Airlines (WN 3504) -
- M
- -
- W
- -
- -
- -
- -
- Boeing 737 700
-
12:25 ORD16:03 MCO2Hrs, 38m Direct
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ORDChicago O'Hare International Airport 12:25 - MCO 16:03 2h 38m Direct
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ORDChicago O'Hare International Airport 12:25
-
MCOOrlando International Airport 16:03
- 2h 38m
- Direct
-
American Airlines (AA 3267)Boeing 737 800 -
American Airlines (AA 3267) -
- -
- T
- W
- -
- -
- S
- -
- Boeing 737 800
-
12:25 ORD16:02 MCO2Hrs, 37m Direct
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ORDChicago O'Hare International Airport 12:25 - MCO 16:02 2h 37m Direct
-
ORDChicago O'Hare International Airport 12:25
-
MCOOrlando International Airport 16:02
- 2h 37m
- Direct
-
American Airlines (AA 3267)Boeing 737 800 -
American Airlines (AA 3267) -
- -
- -
- -
- -
- F
- -
- -
- Boeing 737 800
-
12:40 ORD16:25 MCO2Hrs, 45m Direct
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ORDChicago O'Hare International Airport 12:40 - MCO 16:25 2h 45m Direct
-
ORDChicago O'Hare International Airport 12:40
-
MCOOrlando International Airport 16:25
- 2h 45m
- Direct
-
Southwest Airlines (WN 3154)Boeing 737 700 -
Southwest Airlines (WN 3154) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 700
-
12:53 ORD16:39 MCO2Hrs, 46m Direct
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ORDChicago O'Hare International Airport 12:53 - MCO 16:39 2h 46m Direct
-
ORDChicago O'Hare International Airport 12:53
-
MCOOrlando International Airport 16:39
- 2h 46m
- Direct
-
United Airlines (UA 455)Boeing 737 900 -
United Airlines (UA 455) -
- -
- -
- -
- T
- -
- -
- -
- Boeing 737 900
-
12:53 ORD16:39 MCO2Hrs, 46m Direct
-
ORDChicago O'Hare International Airport 12:53 - MCO 16:39 2h 46m Direct
-
ORDChicago O'Hare International Airport 12:53
-
MCOOrlando International Airport 16:39
- 2h 46m
- Direct
-
United Airlines (UA 455)Boeing 737 800 -
United Airlines (UA 455) -
- -
- -
- -
- -
- F
- -
- -
- Boeing 737 800
-
12:55 MDW16:30 MCO2Hrs, 35m Direct
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MDWChicago Midway Airport 12:55 - MCO 16:30 2h 35m Direct
-
MDWChicago Midway Airport 12:55
-
MCOOrlando International Airport 16:30
- 2h 35m
- Direct
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Southwest Airlines (WN 186)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 186) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 Max 8 Passenger
-
12:55 MDW18:15 MCO4Hrs, 20m Direct
-
MDWChicago Midway Airport 12:55 - MCO 18:15 4h 20m Direct
-
MDWChicago Midway Airport 12:55
-
MCOOrlando International Airport 18:15
- 4h 20m
- Direct
-
Southwest Airlines (WN 468)Boeing 737 700 -
Southwest Airlines (WN 468) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 700
-
12:58 ORD16:44 MCO2Hrs, 46m Direct
-
ORDChicago O'Hare International Airport 12:58 - MCO 16:44 2h 46m Direct
-
ORDChicago O'Hare International Airport 12:58
-
MCOOrlando International Airport 16:44
- 2h 46m
- Direct
-
United Airlines (UA 455)Boeing 737 800 -
United Airlines (UA 455) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 800
-
13:00 MDW18:05 MCO4Hrs, 05m Direct
-
MDWChicago Midway Airport 13:00 - MCO 18:05 4h 05m Direct
-
MDWChicago Midway Airport 13:00
-
MCOOrlando International Airport 18:05
- 4h 05m
- Direct
-
Southwest Airlines (WN 2138)Boeing 737 700 -
Southwest Airlines (WN 2138) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 700
-
13:09 ORD16:57 MCO2Hrs, 48m Direct
-
ORDChicago O'Hare International Airport 13:09 - MCO 16:57 2h 48m Direct
-
ORDChicago O'Hare International Airport 13:09
-
MCOOrlando International Airport 16:57
- 2h 48m
- Direct
-
Spirit Airlines (NK 1146)Airbus A320 Neo -
Spirit Airlines (NK 1146) -
- -
- -
- -
- T
- F
- S
- S
- Airbus A320 Neo
-
13:11 ORD17:12 MCO3Hrs, 01m Direct
-
ORDChicago O'Hare International Airport 13:11 - MCO 17:12 3h 01m Direct
-
ORDChicago O'Hare International Airport 13:11
-
MCOOrlando International Airport 17:12
- 3h 01m
- Direct
-
Frontier Airlines (F9 2792)Airbus A321 Neo -
Frontier Airlines (F9 2792) -
- -
- -
- W
- -
- -
- -
- -
- Airbus A321 Neo
-
13:11 ORD16:57 MCO2Hrs, 46m Direct
-
ORDChicago O'Hare International Airport 13:11 - MCO 16:57 2h 46m Direct
-
ORDChicago O'Hare International Airport 13:11
-
MCOOrlando International Airport 16:57
- 2h 46m
- Direct
-
United Airlines (UA 455)Boeing 737 800 -
United Airlines (UA 455) -
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
-
13:30 MDW17:05 MCO2Hrs, 35m Direct
-
MDWChicago Midway Airport 13:30 - MCO 17:05 2h 35m Direct
-
MDWChicago Midway Airport 13:30
-
MCOOrlando International Airport 17:05
- 2h 35m
- Direct
-
Southwest Airlines (WN 4951)Boeing 737 800 -
Southwest Airlines (WN 4951) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
13:31 ORD17:08 MCO2Hrs, 37m Direct
-
ORDChicago O'Hare International Airport 13:31 - MCO 17:08 2h 37m Direct
-
ORDChicago O'Hare International Airport 13:31
-
MCOOrlando International Airport 17:08
- 2h 37m
- Direct
-
American Airlines (AA 1247)Boeing 737 800 -
American Airlines (AA 1247) -
- -
- -
- -
- -
- -
- -
- S
- Boeing 737 800
-
13:37 ORD17:14 MCO2Hrs, 37m Direct
-
ORDChicago O'Hare International Airport 13:37 - MCO 17:14 2h 37m Direct
-
ORDChicago O'Hare International Airport 13:37
-
MCOOrlando International Airport 17:14
- 2h 37m
- Direct
-
American Airlines (AA 1247)Boeing 737 800 -
American Airlines (AA 1247) -
- -
- -
- -
- T
- -
- -
- -
- Boeing 737 800
-
14:18 ORD18:06 MCO2Hrs, 48m Direct
-
ORDChicago O'Hare International Airport 14:18 - MCO 18:06 2h 48m Direct
-
ORDChicago O'Hare International Airport 14:18
-
MCOOrlando International Airport 18:06
- 2h 48m
- Direct
-
United Airlines (UA 2042)Boeing 737 900 -
United Airlines (UA 2042) -
- -
- -
- -
- T
- -
- -
- -
- Boeing 737 900
-
14:20 ORD18:08 MCO2Hrs, 48m Direct
-
ORDChicago O'Hare International Airport 14:20 - MCO 18:08 2h 48m Direct
-
ORDChicago O'Hare International Airport 14:20
-
MCOOrlando International Airport 18:08
- 2h 48m
- Direct
-
United Airlines (UA 2042)Boeing 737 900 -
United Airlines (UA 2042) -
- M
- T
- W
- -
- F
- S
- S
- Boeing 737 900
-
14:51 MDW18:44 MCO2Hrs, 53m Direct
-
MDWChicago Midway Airport 14:51 - MCO 18:44 2h 53m Direct
-
MDWChicago Midway Airport 14:51
-
MCOOrlando International Airport 18:44
- 2h 53m
- Direct
-
Frontier Airlines (F9 1458)Airbus A320 Neo -
Frontier Airlines (F9 1458) -
- -
- -
- -
- -
- -
- -
- S
- Airbus A320 Neo
-
15:00 MDW18:35 MCO2Hrs, 35m Direct
-
MDWChicago Midway Airport 15:00 - MCO 18:35 2h 35m Direct
-
MDWChicago Midway Airport 15:00
-
MCOOrlando International Airport 18:35
- 2h 35m
- Direct
-
Southwest Airlines (WN 3350)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 3350) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 Max 8 Passenger
-
15:25 MDW19:05 MCO2Hrs, 40m Direct
-
MDWChicago Midway Airport 15:25 - MCO 19:05 2h 40m Direct
-
MDWChicago Midway Airport 15:25
-
MCOOrlando International Airport 19:05
- 2h 40m
- Direct
-
Southwest Airlines (WN 1489)Boeing 737 800 -
Southwest Airlines (WN 1489) -
- M
- T
- W
- -
- -
- -
- -
- Boeing 737 800
-
15:30 MDW20:35 MCO4Hrs, 05m Direct
-
MDWChicago Midway Airport 15:30 - MCO 20:35 4h 05m Direct
-
MDWChicago Midway Airport 15:30
-
MCOOrlando International Airport 20:35
- 4h 05m
- Direct
-
Southwest Airlines (WN 162)Boeing 737 800 -
Southwest Airlines (WN 162) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 800
-
15:30 ORD19:11 MCO2Hrs, 41m Direct
-
ORDChicago O'Hare International Airport 15:30 - MCO 19:11 2h 41m Direct
-
ORDChicago O'Hare International Airport 15:30
-
MCOOrlando International Airport 19:11
- 2h 41m
- Direct
-
American Airlines (AA 2134)Boeing 737 800 -
American Airlines (AA 2134) -
- M
- -
- -
- -
- -
- -
- -
- Boeing 737 800
-
15:55 MDW19:30 MCO2Hrs, 35m Direct
-
MDWChicago Midway Airport 15:55 - MCO 19:30 2h 35m Direct
-
MDWChicago Midway Airport 15:55
-
MCOOrlando International Airport 19:30
- 2h 35m
- Direct
-
Southwest Airlines (WN 3350)Boeing 737 800 -
Southwest Airlines (WN 3350) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 800
-
16:10 MDW21:25 MCO4Hrs, 15m Direct
-
MDWChicago Midway Airport 16:10 - MCO 21:25 4h 15m Direct
-
MDWChicago Midway Airport 16:10
-
MCOOrlando International Airport 21:25
- 4h 15m
- Direct
-
Southwest Airlines (WN 4282)Boeing 737 700 -
Southwest Airlines (WN 4282) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 700
-
16:19 ORD20:10 MCO2Hrs, 51m Direct
-
ORDChicago O'Hare International Airport 16:19 - MCO 20:10 2h 51m Direct
-
ORDChicago O'Hare International Airport 16:19
-
MCOOrlando International Airport 20:10
- 2h 51m
- Direct
-
Frontier Airlines (F9 1536)Airbus A320 Neo -
Frontier Airlines (F9 1536) -
- M
- -
- -
- -
- -
- -
- -
- Airbus A320 Neo
-
17:05 MDW20:45 MCO2Hrs, 40m Direct
-
MDWChicago Midway Airport 17:05 - MCO 20:45 2h 40m Direct
-
MDWChicago Midway Airport 17:05
-
MCOOrlando International Airport 20:45
- 2h 40m
- Direct
-
Southwest Airlines (WN 1722)Boeing 737 Max 8 Passenger -
Southwest Airlines (WN 1722) -
- -
- -
- -
- -
- -
- S
- -
- Boeing 737 Max 8 Passenger
-
17:25 MDW21:05 MCO2Hrs, 40m Direct
-
MDWChicago Midway Airport 17:25 - MCO 21:05 2h 40m Direct
-
MDWChicago Midway Airport 17:25
-
MCOOrlando International Airport 21:05
- 2h 40m
- Direct
-
Southwest Airlines (WN 1722)Boeing 737 800 -
Southwest Airlines (WN 1722) -
- -
- -
- -
- T
- F
- -
- S
- Boeing 737 800
-
17:49 ORD21:25 MCO2Hrs, 36m Direct
-
ORDChicago O'Hare International Airport 17:49 - MCO 21:25 2h 36m Direct
-
ORDChicago O'Hare International Airport 17:49
-
MCOOrlando International Airport 21:25
- 2h 36m
- Direct
-
American Airlines (AA 2795)Boeing 737 800 -
American Airlines (AA 2795) -
- -
- -
- -
- T
- -
- -
- S
- Boeing 737 800
-
17:55 ORD21:44 MCO2Hrs, 49m Direct
-
ORDChicago O'Hare International Airport 17:55 - MCO 21:44 2h 49m Direct
-
ORDChicago O'Hare International Airport 17:55
-
MCOOrlando International Airport 21:44
- 2h 49m
- Direct
-
United Airlines (UA 2113)Airbus A321 Neo -
United Airlines (UA 2113) -
- M
- T
- W
- T
- F
- S
- S
- Airbus A321 Neo
-
17:55 ORD21:34 MCO2Hrs, 39m Direct
-
ORDChicago O'Hare International Airport 17:55 - MCO 21:34 2h 39m Direct
-
ORDChicago O'Hare International Airport 17:55
-
MCOOrlando International Airport 21:34
- 2h 39m
- Direct
-
American Airlines (AA 1075)Boeing 737 800 -
American Airlines (AA 1075) -
- M
- -
- -
- -
- -
- -
- -
- Boeing 737 800
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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 28 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 United 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 05:05. The last flight of the day departs at 18:00. 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.
All Airports in Chicago
Popular Airlines flying from Chicago to Orlando
Popular Destinations from Orlando
Popular Destinations from Chicago
Popular Hotels in Orlando
- Element Orlando International Drive
- Hyatt House Orlando Airport
- Hyatt Regency Grand Cypress
- Courtyard by Marriott Lake Buena Vista at Vista Centre
- Westgate Leisure Resort
- Aloft Orlando International Drive
- Hilton Orlando
- Hampton Inn Orlando International Drive Convention Center
- SpringHill Suites Orlando Lake Buena Vista in the Marriott Village
- Rosen Centre Hotel
