All airlines flying from New Orleans (MSY) to Chicago Midway (MDW).

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Sat 09:55 New Orleans (MSY) 13:55 Chicago Midway (MDW)
Southwest Airlines WN 103 1-stop Boeing 737-700 (Scimitar Winglets) 4:00 Effective 2026-06-06 through 2026-08-01
Thu 16:55 New Orleans (MSY) 21:20 Chicago Midway (MDW)
Southwest Airlines WN 147 1-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2026-02-12
Mon 16:55 New Orleans (MSY) 21:20 Chicago Midway (MDW)
Southwest Airlines WN 147 1-stop Boeing 737-800 (73H) 4:25 Operates only on 2026-02-16
Thu,Fri,Sun 16:55 New Orleans (MSY) 21:20 Chicago Midway (MDW)
Southwest Airlines WN 147 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2026-02-20 through 2026-03-01
Mon,Thu,Fri 11:15 New Orleans (MSY) 15:10 Chicago Midway (MDW)
Southwest Airlines WN 366 1-stop Boeing 737-700 (Scimitar Winglets) 3:55 Effective 2026-03-05 through 2026-04-06
Fri 14:05 New Orleans (MSY) 19:00 Chicago Midway (MDW)
Southwest Airlines WN 2278 1-stop Boeing 737-700 (Scimitar Winglets) 4:55 Operates only on 2026-01-02
Sun 14:15 New Orleans (MSY) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2278 1-stop Boeing 737 MAX 8 (7M8) 5:05 Operates only on 2026-01-04
Fri 16:55 New Orleans (MSY) 21:20 Chicago Midway (MDW)
Southwest Airlines WN 4110 1-stop Boeing 737 MAX 8 (7M8) 4:25 Operates only on 2026-02-13
Tue,Wed 12:15 New Orleans (MSY) 19:35 Chicago Midway (MDW)
Southwest Airlines WN 3849 2-stop Boeing 737-700 (Scimitar Winglets) 7:20 Effective 2026-03-10 through 2026-04-01
prev   1 2 3


All airlines flying from New Orleans (MSY) to Chicago Midway (MDW).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 4:00, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-02-12
Mon
-
Tue
-
Wed
-
Thu
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Operates only on 2026-02-16
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737-800 (73H)

Non-Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 3:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:55, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:05, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Operates only on 2026-02-13
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
-
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 7:20, 2-stop
Boeing 737-700 (Scimitar Winglets)
prev        Page 3 / 3
  • A domestic route departing from the New Orleans airport (MSY) and arriving at Chicago Midway airport (MDW).
  • The flight distance is 826 miles, or 1329 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 2:15 and 2:25.