Southwest Airlines
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United States
Midway International Airport
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United States
Orlando International Airport
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Scan through all non-stop flights from Chicago to Orlando. The full flight schedule below gives an overview of all non-stop flights from MDW to MCO, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Orlando is a humid subtropical or warm-temperate destination, featuring hot, humid summers with temperatures typically around 30°C (86°F) and mild to cool winters. The region is known for consistent rainfall throughout the year, peaking in summer. The area is known for its vibrant urban energy, diverse landscapes, and numerous outdoor activities.
You can visit Orlando any time of the year, but the best months to explore are from to and from to .
In total there are 2 airlines operating nonstop flights from Chicago MDW to Orlando MCO. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW MCO flight schedule.
Flights from MDW to MCO are operated 48 times a week, with an average of 7 flights per day. Departure times vary between 05:00 - 21:43. The earliest flight departs at 05:00, the last flight departs at 21:43. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Orlando takes 2 hours and 43 minutes. The flight distance between Chicago and Orlando is 990 miles (or 1,593 km).
There are 2 airports in Orlando: Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB).
There are 48 flights per week flying from Chicago to Orlando (as of October 2026).
2 hours and 43 minutes is the average flight time from Chicago to Orlando.
The distance from Chicago to Orlando is 990 miles (1,593 kilometers).
Frontier Airlines and Southwest Airlines are flying nonstop from Chicago to Orlando.
There are no alliances flying direct from Chicago to Orlando at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Orlando:
The earliest flight departs at 05:00 from Chicago and arrives at 08:30 at Orlando.
The latest flight departs at 21:43 from Chicago and arrives at 01:24 at Orlando.
990 miles (1,593 km) · 2h 43m
05:00
08:30
Southwest Airlines
WN 2919
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:00
08:30
Southwest Airlines
WN 2919
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:10
08:45
Southwest Airlines
WN 2919
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:45
09:20
Southwest Airlines
WN 2919
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:55
09:30
Southwest Airlines
WN 1953
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:05
10:35
Southwest Airlines
WN 1954
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:15
10:45
Southwest Airlines
WN 5004
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:30
11:05
Southwest Airlines
WN 5005
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:35
11:10
Southwest Airlines
WN 2939
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:45
11:20
Southwest Airlines
WN 1558
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:10
11:45
Southwest Airlines
WN 3798
Southwest Airlines
Boeing 737-700
Y
W
J
F
08:15
11:50
Southwest Airlines
WN 1955
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:55
12:30
Southwest Airlines
WN 3798
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:00
12:35
Southwest Airlines
WN 482
Southwest Airlines
Boeing 737-700
Y
W
J
F
09:05
12:40
Southwest Airlines
WN 1931
Southwest Airlines
Boeing 737-700
Y
W
J
F
09:35
13:20
Southwest Airlines
WN 1956
Southwest Airlines
Boeing 737-700
Y
W
J
F
09:40
13:25
Southwest Airlines
WN 3650
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
11:10
14:45
Southwest Airlines
WN 3884
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
11:35
15:10
Southwest Airlines
WN 2235
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:10
15:45
Southwest Airlines
WN 1665
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:25
16:00
Southwest Airlines
WN 1675
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:45
16:20
Southwest Airlines
WN 3884
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:45
17:20
Southwest Airlines
WN 1957
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:50
17:25
Southwest Airlines
WN 1888
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:55
17:30
Southwest Airlines
WN 2651
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:05
17:40
Southwest Airlines
WN 5091
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:05
17:40
Southwest Airlines
WN 2651
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:15
17:50
Southwest Airlines
WN 2344
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:25
19:00
Southwest Airlines
WN 1269
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:45
19:20
Southwest Airlines
WN 1678
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
16:40
20:15
Southwest Airlines
WN 2924
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:25
21:00
Southwest Airlines
WN 2923
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:25
21:00
Southwest Airlines
WN 1871
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:35
22:15
Southwest Airlines
WN 3032
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:40
22:15
Southwest Airlines
WN 2923
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:00
22:40
Southwest Airlines
WN 3032
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:00
22:40
Southwest Airlines
WN 799
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:05
22:45
Southwest Airlines
WN 2619
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
20:40
00:15
Southwest Airlines
WN 2924
Southwest Airlines
Boeing 737-700
Y
W
J
F
20:40
00:15
Southwest Airlines
WN 2924
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
20:40
00:15
Southwest Airlines
WN 2924
Southwest Airlines
Boeing 737-700
Y
W
J
F
20:40
00:15
Southwest Airlines
WN 2924
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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