Airlines with flights from Omaha to Chicago
There are two airlines with scheduled flights between OMA and MDW. Southwest is the only airline with non-stop flights from Eppley Afld to Midway International Airport and the flight time is 1 hour and 25 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 1 hour and 25 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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33 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
OMA
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4504
05:25
05:20
05:20
05:25
05:25
05:30
05:20
WN4316
08:20
10:35
10:35
08:20
08:20
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WN2714
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10:30
WN2673
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10:40
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WN1655
10:55
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10:55
10:55
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WN4470
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13:10
13:10
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13:10
WN280
----
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----
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15:35
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WN4094
16:25
15:50
15:50
16:25
16:25
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16:30
WN5114
----
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17:10
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
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Total flight time: 2h 55m - 5h 15m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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62 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2
OMA
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2518
WN1373
WN1373
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08:15
08:15
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WN681
WN556
WN556
----
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13:15
WN426
WN3957
WN3957
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16:45
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The timetable & schedule information was updated at 2026-04-21
Via Minneapolis with Delta Air Lines
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Total flight time: 3h 48m - 5h 55m.
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Sky Team Alliance
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25 flights per week
OMA
Via MSP
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL3512
DL4820
DL4820
08:00
08:00
08:00
08:00
08:00
08:00
08:00
DL3838
DL4714
DL4714
13:15
13:15
13:15
13:15
13:15
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13:15
The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between OMA and MDW. Southwest is the only airline with non-stop flights from Eppley Afld to Midway International Airport and the flight time is 1 hour and 25 minutes.