All airlines flying from Grand Rapids (GRR) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 17:45 Grand Rapids (GRR) 17:50 Chicago Midway (MDW)
Southwest Airlines WN 2194 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Operates only on 2026-05-31
Mon,Thu,Fri 06:30 Grand Rapids (GRR) 06:35 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-800 (73H) 1:05 Effective 2026-04-09 through 2026-06-01
Sun 06:40 Grand Rapids (GRR) 06:40 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-04-12 through 2026-05-17
Sun 06:40 Grand Rapids (GRR) 06:40 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Operates only on 2026-05-31
Sat 06:45 Grand Rapids (GRR) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-04-11 through 2026-05-30
Sun 08:00 Grand Rapids (GRR) 08:00 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Operates only on 2026-05-24
Tue,Wed 09:10 Grand Rapids (GRR) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 2237 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-04-07 through 2026-06-03
Mon-Fri 06:55 Grand Rapids (GRR) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 2434 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 06:55 Grand Rapids (GRR) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 2434 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-01-18 through 2026-01-23
Mon-Fri 06:55 Grand Rapids (GRR) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 2434 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 06:55 Grand Rapids (GRR) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 2434 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-02-08 through 2026-02-11
Tue,Wed 06:55 Grand Rapids (GRR) 07:05 Chicago Midway (MDW)
Southwest Airlines WN 2434 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-02-18 through 2026-03-04
Mon,Tue,Fri,Sun 18:40 Grand Rapids (GRR) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 2826 Non-stop Boeing 737-800 (73H) 1:10 Valid until 2026-01-04
Mon 06:30 Grand Rapids (GRR) 06:35 Chicago Midway (MDW)
Southwest Airlines WN 2828 Non-stop Boeing 737-800 (73H) 1:05 Operates only on 2026-01-05
Fri-Sun 06:45 Grand Rapids (GRR) 06:50 Chicago Midway (MDW)
Southwest Airlines WN 2828 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-01-02 through 2026-01-04
Wed,Thu 17:00 Grand Rapids (GRR) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 2828 Non-stop Boeing 737-700 (73W) 1:15 Valid until 2026-01-01
Tue,Wed 17:00 Grand Rapids (GRR) 17:00 Chicago Midway (MDW)
Southwest Airlines WN 3017 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-03-10 through 2026-04-01
Sun 17:40 Grand Rapids (GRR) 17:45 Chicago Midway (MDW)
Southwest Airlines WN 3017 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-08 through 2026-04-05
Mon,Thu-Sat 17:50 Grand Rapids (GRR) 17:55 Chicago Midway (MDW)
Southwest Airlines WN 3017 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-05 through 2026-04-06
Mon,Thu-Sat 06:35 Grand Rapids (GRR) 06:40 Chicago Midway (MDW)
Southwest Airlines WN 3238 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-05 through 2026-04-06
Sun 06:40 Grand Rapids (GRR) 06:45 Chicago Midway (MDW)
Southwest Airlines WN 3238 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-08 through 2026-04-05
Tue,Wed 08:50 Grand Rapids (GRR) 08:55 Chicago Midway (MDW)
Southwest Airlines WN 3238 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-10 through 2026-04-01
Tue,Wed 16:45 Grand Rapids (GRR) 16:45 Chicago Midway (MDW)
Southwest Airlines WN 4091 Non-stop Boeing 737-800 (73H) 1:00 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 16:55 Grand Rapids (GRR) 17:05 Chicago Midway (MDW)
Southwest Airlines WN 4091 Non-stop Boeing 737 MAX 8 (7M8) 1:10 Effective 2026-08-06 through 2026-09-28
Sun 16:55 Grand Rapids (GRR) 17:05 Chicago Midway (MDW)
Southwest Airlines WN 4091 Non-stop Boeing 737-700 (Scimitar Winglets) 1:10 Effective 2026-08-09 through 2026-09-27
Mon,Thu,Fri,Sun 12:30 Grand Rapids (GRR) 12:30 Chicago Midway (MDW)
Southwest Airlines WN 4375 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-04-09 through 2026-05-22
Mon,Thu,Fri,Sun 12:30 Grand Rapids (GRR) 12:30 Chicago Midway (MDW)
Southwest Airlines WN 4375 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-05-25 through 2026-06-01
Tue,Wed 13:00 Grand Rapids (GRR) 13:05 Chicago Midway (MDW)
Southwest Airlines WN 4375 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-04-07 through 2026-06-03
Sun 12:30 Grand Rapids (GRR) 12:30 Chicago Midway (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737-800 (73H) 1:00 Effective 2026-03-08 through 2026-04-05
Tue,Wed 12:30 Grand Rapids (GRR) 12:30 Chicago Midway (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737-700 (Scimitar Winglets) 1:00 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 12:40 Grand Rapids (GRR) 12:45 Chicago Midway (MDW)
Southwest Airlines WN 4400 Non-stop Boeing 737-700 (Scimitar Winglets) 1:05 Effective 2026-03-05 through 2026-04-06
Tue 13:45 Grand Rapids (GRR) 13:50 Chicago Midway (MDW)
Southwest Airlines WN 5070 Non-stop Boeing 737-800 (73H) 1:05 Effective 2026-08-04 through 2026-09-29
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All airlines flying from Grand Rapids (GRR) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-11 through 2026-05-30
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 1:15, non-stop
Boeing 737-700 (73W)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:10, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-09 through 2026-05-22
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-05-25 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 1:00, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:00, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-04 through 2026-09-29
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 1:05, non-stop
Boeing 737-800 (73H)
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  • A domestic route departing from the Grand Rapids airport (GRR) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 137 miles, or 220 km.
  • The timezone of the departure airport is UTC-5 , and the timezone of the arrival airport is UTC-6 . Current time at the point of departure is (loading...), and (loading...) at the point of arrival. There is a (loading...) hour time difference between the airports.
  • For direct flights, the flight time varies between 1:00 and 1:20.