Southwest Airlines
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Midway International Airport
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Scan through all non-stop flights from Oklahoma City to Chicago. The full flight schedule below gives an overview of all non-stop flights from OKC 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.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from Oklahoma City OKC to Chicago MDW, which is Southwest Airlines. 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 OKC MDW flight schedule.
Flights from OKC to MDW are operated 14 times a week, with an average of 2 flights per day. Departure times vary between 05:00 - 16:15. The earliest flight departs at 05:00, the last flight departs at 16:15. 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 Oklahoma City to Chicago takes 1 hour and 55 minutes. The flight distance between Oklahoma City and Chicago is 690 miles (or 1,110 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 14 flights per week flying from Oklahoma City to Chicago (as of April 2026).
1 hour and 55 minutes is the average flight time from Oklahoma City to Chicago.
The distance from Oklahoma City to Chicago is 690 miles (1,110 kilometers).
Southwest Airlines is the only airline flying nonstop from Oklahoma City to Chicago.
There are no alliances flying direct from Oklahoma City to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Oklahoma City to Chicago:
The earliest flight departs at 05:00 from Oklahoma City and arrives at 06:50 at Chicago.
The latest flight departs at 16:15 from Oklahoma City and arrives at 18:05 at Chicago.
690 miles (1,110 km) · 1h 55m
05:00
06:50
Southwest Airlines
WN 2662
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:00
06:50
Southwest Airlines
WN 2561
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:00
06:50
Southwest Airlines
WN 3622
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
05:00
06:50
Southwest Airlines
WN 3622
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:05
06:55
Southwest Airlines
WN 2662
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:05
06:55
Southwest Airlines
WN 3622
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
12:45
14:35
Southwest Airlines
WN 1222
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:50
16:40
Southwest Airlines
WN 2883
Southwest Airlines
Boeing 757
Y
W
J
F
15:05
16:55
Southwest Airlines
WN 1222
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:05
16:55
Southwest Airlines
WN 1222
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:40
17:30
Southwest Airlines
WN 1222
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:45
17:35
Southwest Airlines
WN 2697
Southwest Airlines
Boeing 757
Y
W
J
F
15:55
17:45
Southwest Airlines
WN 2015
Southwest Airlines
Boeing 757
Y
W
J
F
16:00
17:50
Southwest Airlines
WN 1222
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
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