Southwest Airlines
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United States
Midway International Airport
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Scan through all non-stop flights from Omaha to Chicago. The full flight schedule below gives an overview of all non-stop flights from OMA 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 Omaha OMA 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 OMA MDW flight schedule.
Flights from OMA to MDW are operated 19 times a week, with an average of 3 flights per day. Departure times vary between 05:05 - 18:20. The earliest flight departs at 05:05, the last flight departs at 18:20. 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 Omaha to Chicago takes 1 hour and 20 minutes. The flight distance between Omaha and Chicago is 421 miles (or 678 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 19 flights per week flying from Omaha to Chicago (as of April 2026).
1 hour and 20 minutes is the average flight time from Omaha to Chicago.
The distance from Omaha to Chicago is 421 miles (678 kilometers).
Southwest Airlines is the only airline flying nonstop from Omaha to Chicago.
There are no alliances flying direct from Omaha to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Omaha to Chicago:
The earliest flight departs at 05:05 from Omaha and arrives at 06:30 at Chicago.
The latest flight departs at 18:20 from Omaha and arrives at 19:45 at Chicago.
421 miles (678 km) · 1h 20m
05:15
06:40
Southwest Airlines
WN 2488
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:20
06:45
Southwest Airlines
WN 2488
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
05:30
06:55
Southwest Airlines
WN 2488
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:25
11:50
Southwest Airlines
WN 505
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:30
11:55
Southwest Airlines
WN 505
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:30
11:55
Southwest Airlines
WN 505
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:45
12:10
Southwest Airlines
WN 1700
Southwest Airlines
Boeing 757
Y
W
J
F
13:00
14:25
Southwest Airlines
WN 3844
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:20
14:45
Southwest Airlines
WN 3844
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:55
15:20
Southwest Airlines
WN 2581
Southwest Airlines
Boeing 757
Y
W
J
F
15:35
17:00
Southwest Airlines
WN 2157
Southwest Airlines
Boeing 757
Y
W
J
F
16:35
18:00
Southwest Airlines
WN 2157
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:35
18:00
Southwest Airlines
WN 2157
Southwest Airlines
Boeing 757
Y
W
J
F
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