All airlines flying from Chicago Midway (MDW) to Milwaukee (MKE).

FLIGHT SCHEDULE
Direct Flights:
Sat 18:10 Chicago Midway (MDW) 19:00 Milwaukee (MKE) Southwest Airlines WN 104 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-08-08 through 2026-09-26
Tue,Wed 20:40 Chicago Midway (MDW) 21:25 Milwaukee (MKE) Southwest Airlines WN 104 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 20:40 Chicago Midway (MDW) 21:25 Milwaukee (MKE) Southwest Airlines WN 104 Non-stop Boeing 737-800 (73H) 0:45 Effective 2026-08-06 through 2026-09-28
Sun 18:00 Chicago Midway (MDW) 18:50 Milwaukee (MKE) Southwest Airlines WN 137 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-08-09 through 2026-09-27
Tue,Wed 21:10 Chicago Midway (MDW) 21:55 Milwaukee (MKE) Southwest Airlines WN 450 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-10 through 2026-04-01
Sat 21:25 Chicago Midway (MDW) 22:10 Milwaukee (MKE) Southwest Airlines WN 450 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-07 through 2026-04-04
Sun 21:40 Chicago Midway (MDW) 22:25 Milwaukee (MKE) Southwest Airlines WN 450 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 21:45 Chicago Midway (MDW) 22:30 Milwaukee (MKE) Southwest Airlines WN 450 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-05 through 2026-04-06
Sat 10:15 Chicago Midway (MDW) 11:00 Milwaukee (MKE) Southwest Airlines WN 1011 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-06-06 through 2026-08-01
Sun 20:30 Chicago Midway (MDW) 21:15 Milwaukee (MKE) Southwest Airlines WN 1090 Non-stop Boeing 737 MAX 8 (7M8) 0:45 Operates only on 2026-05-24
Sun 22:25 Chicago Midway (MDW) 23:10 Milwaukee (MKE) Southwest Airlines WN 1223 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-06-07 through 2026-08-02
Sun 09:55 Chicago Midway (MDW) 10:45 Milwaukee (MKE) Southwest Airlines WN 1702 Non-stop Boeing 737-800 (73H) 0:50 Effective 2026-06-07 through 2026-08-02
Tue,Wed 10:10 Chicago Midway (MDW) 10:55 Milwaukee (MKE) Southwest Airlines WN 1702 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 10:25 Chicago Midway (MDW) 11:10 Milwaukee (MKE) Southwest Airlines WN 1702 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-06-04 through 2026-08-03
Sun 10:00 Chicago Midway (MDW) 10:45 Milwaukee (MKE) Southwest Airlines WN 1845 Non-stop Boeing 737-800 (73H) 0:45 Effective 2026-04-12 through 2026-05-17
Sun 10:00 Chicago Midway (MDW) 10:45 Milwaukee (MKE) Southwest Airlines WN 1845 Non-stop Boeing 737-800 (73H) 0:45 Operates only on 2026-05-31
Sun 11:00 Chicago Midway (MDW) 11:45 Milwaukee (MKE) Southwest Airlines WN 1845 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Operates only on 2026-05-24
Sat 20:55 Chicago Midway (MDW) 21:45 Milwaukee (MKE) Southwest Airlines WN 2043 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-06-06 through 2026-08-01
Tue,Wed 21:10 Chicago Midway (MDW) 22:00 Milwaukee (MKE) Southwest Airlines WN 2043 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-06-09 through 2026-07-29
Mon,Thu,Fri 21:55 Chicago Midway (MDW) 22:45 Milwaukee (MKE) Southwest Airlines WN 2043 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-06-04 through 2026-08-03
Sun 10:10 Chicago Midway (MDW) 10:55 Milwaukee (MKE) Southwest Airlines WN 2212 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-08 through 2026-04-05
Mon-Fri 10:10 Chicago Midway (MDW) 10:55 Milwaukee (MKE) Southwest Airlines WN 2278 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-04-07 through 2026-06-03
Sat 10:00 Chicago Midway (MDW) 10:45 Milwaukee (MKE) Southwest Airlines WN 3214 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-07 through 2026-04-04
Sat 18:10 Chicago Midway (MDW) 18:55 Milwaukee (MKE) Southwest Airlines WN 3318 Non-stop Boeing 737 MAX 8 (7M8) 0:45 Effective 2026-04-11 through 2026-05-30
Tue,Wed 21:00 Chicago Midway (MDW) 21:45 Milwaukee (MKE) Southwest Airlines WN 3318 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 21:30 Chicago Midway (MDW) 22:15 Milwaukee (MKE) Southwest Airlines WN 3318 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-04-09 through 2026-06-01
Sun 21:40 Chicago Midway (MDW) 22:25 Milwaukee (MKE) Southwest Airlines WN 3318 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-04-12 through 2026-05-17
Sun 21:40 Chicago Midway (MDW) 22:25 Milwaukee (MKE) Southwest Airlines WN 3318 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Operates only on 2026-05-31
Mon-Fri 11:00 Chicago Midway (MDW) 11:45 Milwaukee (MKE) Southwest Airlines WN 3520 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-03-05 through 2026-04-06
Sat 10:15 Chicago Midway (MDW) 11:05 Milwaukee (MKE) Southwest Airlines WN 3552 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-08-08 through 2026-09-26
Sat 10:30 Chicago Midway (MDW) 11:15 Milwaukee (MKE) Southwest Airlines WN 3810 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-04-11 through 2026-05-30
Tue,Wed 10:10 Chicago Midway (MDW) 11:00 Milwaukee (MKE) Southwest Airlines WN 4934 Non-stop Boeing 737 MAX 8 (7M8) 0:50 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 10:10 Chicago Midway (MDW) 11:00 Milwaukee (MKE) Southwest Airlines WN 4934 Non-stop Boeing 737-700 (Scimitar Winglets) 0:50 Effective 2026-08-06 through 2026-09-28
Sun 10:25 Chicago Midway (MDW) 11:10 Milwaukee (MKE) Southwest Airlines WN 4934 Non-stop Boeing 737-700 (Scimitar Winglets) 0:45 Effective 2026-08-09 through 2026-09-27

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Milwaukee airport (MKE).
The flight distance is 81 miles, or 130 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 0:45 and 0:50.

Return (MKE-MDW) flights

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All airlines flying from Chicago Midway (MDW) to Milwaukee (MKE).

FLIGHT SCHEDULE

Direct Flights:

Southwest Airlines WN104

18:10

Chicago Midway (MDW)

19:00

Milwaukee (MKE)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN104

20:40

Chicago Midway (MDW)

21:25

Milwaukee (MKE)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN104

20:40

Chicago Midway (MDW)

21:25

Milwaukee (MKE)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN137

18:00

Chicago Midway (MDW)

18:50

Milwaukee (MKE)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN450

21:10

Chicago Midway (MDW)

21:55

Milwaukee (MKE)

Effective 2026-03-10 through 2026-04-01

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN450

21:25

Chicago Midway (MDW)

22:10

Milwaukee (MKE)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN450

21:40

Chicago Midway (MDW)

22:25

Milwaukee (MKE)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN450

21:45

Chicago Midway (MDW)

22:30

Milwaukee (MKE)

Effective 2026-03-05 through 2026-04-06

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1011

10:15

Chicago Midway (MDW)

11:00

Milwaukee (MKE)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1090

20:30

Chicago Midway (MDW)

21:15

Milwaukee (MKE)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN1223

22:25

Chicago Midway (MDW)

23:10

Milwaukee (MKE)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1702

09:55

Chicago Midway (MDW)

10:45

Milwaukee (MKE)

Effective 2026-06-07 through 2026-08-02

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:50, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1702

10:10

Chicago Midway (MDW)

10:55

Milwaukee (MKE)

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1702

10:25

Chicago Midway (MDW)

11:10

Milwaukee (MKE)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN1845

10:00

Chicago Midway (MDW)

10:45

Milwaukee (MKE)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1845

10:00

Chicago Midway (MDW)

10:45

Milwaukee (MKE)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-800 (73H)

Direct Flights:

Southwest Airlines WN1845

11:00

Chicago Midway (MDW)

11:45

Milwaukee (MKE)

Operates only on 2026-05-24

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2043

20:55

Chicago Midway (MDW)

21:45

Milwaukee (MKE)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2043

21:10

Chicago Midway (MDW)

22:00

Milwaukee (MKE)

Effective 2026-06-09 through 2026-07-29

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2043

21:55

Chicago Midway (MDW)

22:45

Milwaukee (MKE)

Effective 2026-06-04 through 2026-08-03

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2212

10:10

Chicago Midway (MDW)

10:55

Milwaukee (MKE)

Effective 2026-03-08 through 2026-04-05

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN2278

10:10

Chicago Midway (MDW)

10:55

Milwaukee (MKE)

Effective 2026-04-07 through 2026-06-03

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3214

10:00

Chicago Midway (MDW)

10:45

Milwaukee (MKE)

Effective 2026-03-07 through 2026-04-04

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3318

18:10

Chicago Midway (MDW)

18:55

Milwaukee (MKE)

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:45, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN3318

21:00

Chicago Midway (MDW)

21:45

Milwaukee (MKE)

Effective 2026-04-07 through 2026-06-03

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3318

21:30

Chicago Midway (MDW)

22:15

Milwaukee (MKE)

Effective 2026-04-09 through 2026-06-01

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3318

21:40

Chicago Midway (MDW)

22:25

Milwaukee (MKE)

Effective 2026-04-12 through 2026-05-17

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3318

21:40

Chicago Midway (MDW)

22:25

Milwaukee (MKE)

Operates only on 2026-05-31

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3520

11:00

Chicago Midway (MDW)

11:45

Milwaukee (MKE)

Effective 2026-03-05 through 2026-04-06

Mon

Tue

Wed

Thu

Fri

Sat
-

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3552

10:15

Chicago Midway (MDW)

11:05

Milwaukee (MKE)

Effective 2026-08-08 through 2026-09-26

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN3810

10:30

Chicago Midway (MDW)

11:15

Milwaukee (MKE)

Effective 2026-04-11 through 2026-05-30

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat

Sun
-

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4934

10:10

Chicago Midway (MDW)

11:00

Milwaukee (MKE)

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

Mon
-

Tue

Wed

Thu
-

Fri
-

Sat
-

Sun
-

Duration: 0:50, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Southwest Airlines WN4934

10:10

Chicago Midway (MDW)

11:00

Milwaukee (MKE)

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

Mon

Tue
-

Wed
-

Thu

Fri

Sat
-

Sun
-

Duration: 0:50, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Southwest Airlines WN4934

10:25

Chicago Midway (MDW)

11:10

Milwaukee (MKE)

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

Mon
-

Tue
-

Wed
-

Thu
-

Fri
-

Sat
-

Sun

Duration: 0:45, non-stop
Boeing 737-700 (Scimitar Winglets)

A domestic route departing from the Chicago Midway airport (MDW) and arriving at Milwaukee airport (MKE).
The flight distance is 81 miles, or 130 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 0:45 and 0:50.

Return (MKE-MDW) flights

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