Southwest Airlines
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United States
Orlando International Airport
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United States
Midway International Airport
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Scan through all non-stop flights from Orlando to Chicago. The full flight schedule below gives an overview of all non-stop flights from MCO to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
In total there are 2 airlines operating nonstop flights from Orlando MCO to Chicago MDW. 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 MCO MDW flight schedule.
Flights from MCO to MDW are operated 40 times a week, with an average of 6 flights per day. Departure times vary between 05:01 - 22:55. The earliest flight departs at 05:01, the last flight departs at 22:55. 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 Orlando to Chicago takes 2 hours and 48 minutes. The flight distance between Orlando and Chicago is 990 miles (or 1,593 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (formerly Orchard Depot Fi (ORD).
There are 40 flights per week flying from Orlando to Chicago (as of April 2024).
2 hours and 48 minutes is the average flight time from Orlando to Chicago.
The distance from Orlando to Chicago is 990 miles (1,593 kilometers).
Frontier Airlines and Southwest Airlines are flying nonstop from Orlando to Chicago.
There are no alliances flying direct from Orlando to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Orlando to Chicago:
The earliest flight departs at 05:01 from Orlando and arrives at 06:54 at Chicago.
The latest flight departs at 22:55 from Orlando and arrives at 00:35 at Chicago.
990 miles (1,593 km) · 2h 48m
06:30
08:15
Southwest Airlines
WN 6125
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:15
09:05
Southwest Airlines
WN 5117
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
07:35
09:20
Southwest Airlines
WN 5117
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
07:45
09:35
Southwest Airlines
WN 5117
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:55
09:45
Southwest Airlines
WN 5117
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
09:05
10:50
Southwest Airlines
WN 3156
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
09:40
11:25
Southwest Airlines
WN 3156
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:45
11:30
Southwest Airlines
WN 3156
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
09:50
11:35
Southwest Airlines
WN 3156
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
09:55
11:52
Frontier Airlines
F9 1457
Frontier Airlines
Airbus A320neo
Y
W
J
F
10:10
12:00
Southwest Airlines
WN 4855
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
11:15
13:00
Southwest Airlines
WN 6125
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:40
14:25
Southwest Airlines
WN 3157
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:50
14:35
Southwest Airlines
WN 3157
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:05
14:50
Southwest Airlines
WN 3157
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:25
15:15
Southwest Airlines
WN 3157
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
14:45
16:30
Southwest Airlines
WN 3313
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
15:09
17:05
Frontier Airlines
F9 3853
Frontier Airlines
Airbus A320neo
Y
W
J
F
15:35
17:25
Southwest Airlines
WN 3313
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:50
17:40
Southwest Airlines
WN 3313
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:00
18:55
Southwest Airlines
WN 998
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:30
19:27
Frontier Airlines
F9 3853
Frontier Airlines
Airbus A320neo
Y
W
J
F
18:00
19:50
Southwest Airlines
WN 3158
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
18:15
20:10
Southwest Airlines
WN 3158
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:30
20:20
Southwest Airlines
WN 3158
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
18:55
20:50
Southwest Airlines
WN 3159
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
19:10
21:00
Southwest Airlines
WN 3159
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
20:35
22:31
Frontier Airlines
F9 4719
Frontier Airlines
Airbus A320neo
Y
W
J
F
20:40
22:25
Southwest Airlines
WN 1328
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
20:40
22:36
Frontier Airlines
F9 4719
Frontier Airlines
Airbus A320neo
Y
W
J
F
21:20
23:10
Southwest Airlines
WN 1328
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
21:30
23:20
Southwest Airlines
WN 1328
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
21:45
23:30
Southwest Airlines
WN 1328
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
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