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

Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:
Tue,Wed 06:15 Chicago Midway (MDW) 11:05 New Orleans (MSY)
Southwest Airlines WN 456 1-stop Boeing 737-700 (Scimitar Winglets) 4:50 Effective 2026-03-10 through 2026-04-01
Mon 16:25 Chicago Midway (MDW) 20:55 New Orleans (MSY)
Southwest Airlines WN 2439 1-stop Boeing 737 MAX 8 (7M8) 4:30 Operates only on 2026-01-05
Sun 17:40 Chicago Midway (MDW) 22:10 New Orleans (MSY)
Southwest Airlines WN 2598 1-stop Boeing 737-700 (Scimitar Winglets) 4:30 Effective 2026-03-08 through 2026-04-05
Sun 12:05 Chicago Midway (MDW) 17:15 New Orleans (MSY)
Southwest Airlines WN 3491 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Effective 2026-04-12 through 2026-05-17
Sun 12:05 Chicago Midway (MDW) 17:15 New Orleans (MSY)
Southwest Airlines WN 3491 1-stop Boeing 737-700 (Scimitar Winglets) 5:10 Operates only on 2026-05-31
Sun 09:55 Chicago Midway (MDW) 14:20 New Orleans (MSY)
Southwest Airlines WN 3790 1-stop Boeing 737 MAX 8 (7M8) 4:25 Effective 2026-06-07 through 2026-08-02
Tue,Wed 15:10 Chicago Midway (MDW) 18:50 New Orleans (MSY)
Southwest Airlines WN 3869 1-stop Boeing 737-700 (Scimitar Winglets) 3:40 Effective 2026-06-09 through 2026-07-29
Sun 11:15 Chicago Midway (MDW) 16:40 New Orleans (MSY)
Southwest Airlines WN 294 2-stop Boeing 737-700 (Scimitar Winglets) 5:25 Operates only on 2026-05-24
Sun 07:45 Chicago Midway (MDW) 16:50 New Orleans (MSY)
Southwest Airlines WN 3199 3-stop Boeing 737-700 (Scimitar Winglets) 9:05 Effective 2026-04-12 through 2026-05-17
Sun 07:45 Chicago Midway (MDW) 16:50 New Orleans (MSY)
Southwest Airlines WN 3199 3-stop Boeing 737-700 (Scimitar Winglets) 9:05 Operates only on 2026-05-31
Mon,Thu,Fri 10:00 Chicago Midway (MDW) 23:15 New Orleans (MSY)
Southwest Airlines WN 2104 4-stop Boeing 737-700 (Scimitar Winglets) 13:15 Effective 2026-06-04 through 2026-08-03
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All airlines flying from Chicago Midway (MDW) to New Orleans (MSY).
Select flight date:
FLIGHT SCHEDULE
Non-Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:50, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 4:30, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:30, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:10, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 4:25, 1-stop
Boeing 737 MAX 8 (7M8)

Non-Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 3:40, 1-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 5:25, 2-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 9:05, 3-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 9:05, 3-stop
Boeing 737-700 (Scimitar Winglets)

Non-Direct Flights:

Effective 2026-06-04 through 2026-08-03
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 13:15, 4-stop
Boeing 737-700 (Scimitar Winglets)
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  • A domestic route departing from the Chicago Midway airport (MDW) and arriving at New Orleans airport (MSY).
  • 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 2:10 and 2:30.