All airlines flying from Omaha (OMA) to Chicago Midway (MDW).

FLIGHT SCHEDULE
Direct Flights:
Sat 05:30 Omaha (OMA) 06:55 Chicago Midway (MDW) Southwest Airlines WN 4504 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-06-06 through 2026-08-01
Sun 15:45 Omaha (OMA) 17:10 Chicago Midway (MDW) Southwest Airlines WN 4537 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri 18:20 Omaha (OMA) 19:45 Chicago Midway (MDW) Southwest Airlines WN 4717 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-06 through 2026-09-28
Sun 18:20 Omaha (OMA) 19:45 Chicago Midway (MDW) Southwest Airlines WN 4717 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-09 through 2026-09-27
Tue,Wed 15:05 Omaha (OMA) 16:30 Chicago Midway (MDW) Southwest Airlines WN 4837 Non-stop Boeing 737 MAX 8 (7M8) 1:25 Effective 2026-08-04 through 2026-09-30
Sun 11:05 Omaha (OMA) 12:30 Chicago Midway (MDW) Southwest Airlines WN 4890 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-08-09 through 2026-09-27
Sun 06:05 Omaha (OMA) 07:35 Chicago Midway (MDW) Southwest Airlines WN 4987 Non-stop Boeing 737-800 (73H) 1:30 Operates only on 2026-05-24
Sat 14:50 Omaha (OMA) 16:15 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Operates only on 2026-02-07
Sat 15:00 Omaha (OMA) 16:30 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:30 Effective 2026-01-10 through 2026-01-31
Mon-Fri 15:10 Omaha (OMA) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 15:10 Omaha (OMA) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-18 through 2026-01-23
Mon-Fri 15:10 Omaha (OMA) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 15:10 Omaha (OMA) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-08 through 2026-02-11
Tue,Wed 15:10 Omaha (OMA) 16:35 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 15:25 Omaha (OMA) 16:50 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 15:25 Omaha (OMA) 16:50 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-20 through 2026-03-01
Sat 15:35 Omaha (OMA) 17:00 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-800 (73H) 1:25 Effective 2026-02-14 through 2026-02-28
Thu,Fri,Sun 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-01-11 through 2026-01-16
Mon,Sun 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-01 through 2026-02-06
Mon,Sun 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-09 through 2026-02-15
Mon,Tue,Thu 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Effective 2026-02-17 through 2026-02-23
Mon 15:40 Omaha (OMA) 17:05 Chicago Midway (MDW) Southwest Airlines WN 4990 Non-stop Boeing 737-700 (Scimitar Winglets) 1:25 Operates only on 2026-03-02
Non-Direct Flights:
Sun 08:15 Omaha (OMA) 15:15 Chicago Midway (MDW) Southwest Airlines WN 899 2-stop Boeing 737-700 (Scimitar Winglets) 7:00 Operates only on 2026-05-24

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A domestic route departing from the Omaha airport (OMA) and arriving at Chicago Midway airport (MDW).
The flight distance is 422 miles, or 679 km.
The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
For direct flights, the flight time varies between 1:20 and 1:45.

Return (MDW-OMA) flights

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All airlines flying from Omaha (OMA) to Chicago Midway (MDW).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN4504

05:30

Omaha (OMA)

06:55

Chicago Midway (MDW)

Effective 2026-06-06 through 2026-08-01

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4537

15:45

Omaha (OMA)

17:10

Chicago Midway (MDW)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4717

18:20

Omaha (OMA)

19:45

Chicago Midway (MDW)

Effective 2026-08-06 through 2026-09-28

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4717

18:20

Omaha (OMA)

19:45

Chicago Midway (MDW)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4837

15:05

Omaha (OMA)

16:30

Chicago Midway (MDW)

Effective 2026-08-04 through 2026-09-30

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4890

11:05

Omaha (OMA)

12:30

Chicago Midway (MDW)

Effective 2026-08-09 through 2026-09-27

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4987

06:05

Omaha (OMA)

07:35

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

14:50

Omaha (OMA)

16:15

Chicago Midway (MDW)

Operates only on 2026-02-07

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:00

Omaha (OMA)

16:30

Chicago Midway (MDW)

Effective 2026-01-10 through 2026-01-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:10

Omaha (OMA)

16:35

Chicago Midway (MDW)

Effective 2026-01-06 through 2026-01-14

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:10

Omaha (OMA)

16:35

Chicago Midway (MDW)

Effective 2026-01-18 through 2026-01-23

Mon
-

Tue

Wed

Thu

Fri

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:10

Omaha (OMA)

16:35

Chicago Midway (MDW)

Effective 2026-01-26 through 2026-02-04

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:10

Omaha (OMA)

16:35

Chicago Midway (MDW)

Effective 2026-02-08 through 2026-02-11

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:10

Omaha (OMA)

16:35

Chicago Midway (MDW)

Effective 2026-02-18 through 2026-03-04

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:25

Omaha (OMA)

16:50

Chicago Midway (MDW)

Effective 2026-02-12 through 2026-02-16

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:25

Omaha (OMA)

16:50

Chicago Midway (MDW)

Effective 2026-02-20 through 2026-03-01

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:35

Omaha (OMA)

17:00

Chicago Midway (MDW)

Effective 2026-02-14 through 2026-02-28

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 1:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Effective 2026-01-11 through 2026-01-16

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Effective 2026-01-19 through 2026-01-25

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Effective 2026-02-01 through 2026-02-06

Mon
-

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Effective 2026-02-09 through 2026-02-15

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Effective 2026-02-17 through 2026-02-23

Mon

Tue

Wed
-

Thu

Fri
-

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4990

15:40

Omaha (OMA)

17:05

Chicago Midway (MDW)

Operates only on 2026-03-02

Mon

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 1:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Southwest Airlines WN899

08:15

Omaha (OMA)

15:15

Chicago Midway (MDW)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 7:00, 2-stop
Boeing 737-700 (Scimitar Winglets)

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A domestic route departing from the Omaha airport (OMA) and arriving at Chicago Midway airport (MDW).
The flight distance is 422 miles, or 679 km.
The timezone of both the departure and the arrival airports is UTC-6 . Current time at both airports is (loading...).
For direct flights, the flight time varies between 1:20 and 1:45.

Return (MDW-OMA) flights

Feedback - Disclaimer - Privacy