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Southwest Airlines flights from Chicago to Orlando

Southwest Airlines flies Chicago to Orlando nonstop 11 times a week, departures from 05:00 to 07:00, 2h 30m in the air.

Flights from Chicago to Orlando

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Southwest Airlines on Chicago to Orlando at a glance

flights a week
11
days of operation
Daily
first and last departure
05:00 - 07:00
flight time
2h 30m - 5h 50m
aircraft
Boeing 737, Boeing 737-800
cheapest fare on the route
$81

Southwest Airlines Chicago to Orlando schedule

11 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 2964
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Sat
Boeing 737
WN 2964
Southwest Airlines
05:10 Chicago Midway International
08:45 Orlando International, terminal A
2h 35m
Mon, Thu, Fri, Sun
Boeing 737-800
WN 2964
Southwest Airlines
05:20 Chicago Midway International
08:50 Orlando International, terminal A
2h 30m
Mon, Tue, Wed, Thu
Boeing 737
WN 2964
Southwest Airlines
06:35 Chicago Midway International
10:20 Orlando International, terminal A
2h 45m
Sat
Boeing 737
WN 2963
Southwest Airlines
07:00 Chicago Midway International
10:45 Orlando International, terminal A
2h 45m
Mon, Thu, Fri, Sun

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 3937
Southwest Airlines
05:20 Chicago Midway International
11:55 Orlando International, terminal A
5h 35m
Seasonal
Boeing 737
WN 2964
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 3937
Southwest Airlines
06:00 Chicago Midway International
12:50 Orlando International, terminal A
5h 50m
Seasonal
WN 2963
Southwest Airlines
06:20 Chicago Midway International
10:05 Orlando International, terminal A
2h 45m
Seasonal
Boeing 737
WN 2816
Southwest Airlines
05:40 Chicago Midway International
09:15 Orlando International, terminal A
2h 35m
Seasonal
WN 2744
Southwest Airlines
05:45 Chicago Midway International
09:25 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 924
Southwest Airlines
06:25 Chicago Midway International
12:25 Orlando International, terminal A
5h
Seasonal
Boeing 737
WN 2744
Southwest Airlines
05:20 Chicago Midway International
09:00 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2744
Southwest Airlines
05:00 Chicago Midway International
08:40 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737-800
WN 2744
Southwest Airlines
05:10 Chicago Midway International
08:50 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2900
Southwest Airlines
05:05 Chicago Midway International
08:45 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2900
Southwest Airlines
05:15 Chicago Midway International
08:55 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 1752
Southwest Airlines
07:05 Chicago Midway International
10:45 Orlando International, terminal A
2h 40m
Seasonal
WN 2900
Southwest Airlines
05:20 Chicago Midway International
09:00 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737-800
WN 2567
Southwest Airlines
06:55 Chicago Midway International
10:35 Orlando International, terminal A
2h 40m
Seasonal
Boeing 737
WN 2888
Southwest Airlines
05:50 Chicago Midway International
09:25 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2888
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
WN 2888
Southwest Airlines
05:40 Chicago Midway International
09:15 Orlando International, terminal A
2h 35m
Seasonal
WN 2888
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2685
Southwest Airlines
05:00 Chicago Midway International
08:35 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 409
Southwest Airlines
05:45 Chicago Midway International
09:20 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2685
Southwest Airlines
05:25 Chicago Midway International
09:00 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737
WN 2685
Southwest Airlines
05:05 Chicago Midway International
08:40 Orlando International, terminal A
2h 35m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Orlando is 1 hour ahead of Chicago.

Other airlines flying Chicago to Orlando

Nonstop flights by the current schedule

United Airlines American Airlines Frontier Airlines All flights Chicago to Orlando

Frequently asked questions

How many Southwest Airlines flights are there from Chicago to Orlando?
11 nonstop flights a week, 12 flight numbers in the schedule: Daily.
How long is the Southwest Airlines flight from Chicago to Orlando?
From 2 hours 30 minutes to 5 hours 50 minutes nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from Chicago to Orlando?
Boeing 737 and Boeing 737-800.
Which terminals does Southwest Airlines use between Chicago and Orlando?
Southwest Airlines departs from Chicago Midway International and arrives at Orlando International, terminal A.