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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Sun 17:20 Chicago Midway (MDW) 19:35 New Orleans (MSY)
Southwest Airlines WN 555 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-09 through 2026-09-27
Sun 07:15 Chicago Midway (MDW) 09:25 New Orleans (MSY)
Southwest Airlines WN 561 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-09 through 2026-09-27
Sat 09:05 Chicago Midway (MDW) 11:20 New Orleans (MSY)
Southwest Airlines WN 561 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-08-08 through 2026-09-26
Tue,Wed 10:35 Chicago Midway (MDW) 12:45 New Orleans (MSY)
Southwest Airlines WN 561 Non-stop Boeing 737-700 (Scimitar Winglets) 2:10 Effective 2026-08-04 through 2026-09-30
Mon,Thu,Fri 15:30 Chicago Midway (MDW) 17:50 New Orleans (MSY)
Southwest Airlines WN 878 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-05 through 2026-04-06
Mon,Thu,Fri 07:15 Chicago Midway (MDW) 09:25 New Orleans (MSY)
Southwest Airlines WN 1004 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-06 through 2026-09-28
Mon,Thu,Fri 15:15 Chicago Midway (MDW) 17:25 New Orleans (MSY)
Southwest Airlines WN 1006 Non-stop Boeing 737 MAX 8 (7M8) 2:10 Effective 2026-08-06 through 2026-09-28
Sun 07:15 Chicago Midway (MDW) 09:30 New Orleans (MSY)
Southwest Airlines WN 1197 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-07 through 2026-08-02
Sun 11:00 Chicago Midway (MDW) 13:15 New Orleans (MSY)
Southwest Airlines WN 1431 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-06-07 through 2026-08-02
Wed,Thu 08:40 Chicago Midway (MDW) 11:05 New Orleans (MSY)
Southwest Airlines WN 1434 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-01
Fri,Sun 16:15 Chicago Midway (MDW) 18:35 New Orleans (MSY)
Southwest Airlines WN 1434 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-01-02 through 2026-01-04
Mon 16:15 Chicago Midway (MDW) 18:35 New Orleans (MSY)
Southwest Airlines WN 1434 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-01-05
Sat 17:25 Chicago Midway (MDW) 19:45 New Orleans (MSY)
Southwest Airlines WN 1434 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2026-01-03
Tue,Wed 14:40 Chicago Midway (MDW) 16:55 New Orleans (MSY)
Southwest Airlines WN 1442 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-07 through 2026-06-03
Sun 15:05 Chicago Midway (MDW) 17:20 New Orleans (MSY)
Southwest Airlines WN 1442 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-05-24
Mon,Thu,Fri 16:00 Chicago Midway (MDW) 18:15 New Orleans (MSY)
Southwest Airlines WN 1442 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-09 through 2026-06-01
Sun 16:50 Chicago Midway (MDW) 19:10 New Orleans (MSY)
Southwest Airlines WN 1442 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-04-12 through 2026-05-17
Sun 16:50 Chicago Midway (MDW) 19:10 New Orleans (MSY)
Southwest Airlines WN 1442 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-05-31
Sun 12:00 Chicago Midway (MDW) 14:20 New Orleans (MSY)
Southwest Airlines WN 1514 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-08 through 2026-04-05
Tue,Wed 14:50 Chicago Midway (MDW) 17:10 New Orleans (MSY)
Southwest Airlines WN 1706 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 21:40 Chicago Midway (MDW) 00:05 New Orleans (MSY)
Southwest Airlines WN 1706 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-05 through 2026-04-06
The flight arrives 1 day after departure.
Sun 21:40 Chicago Midway (MDW) 00:05 New Orleans (MSY)
Southwest Airlines WN 1706 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-03-08 through 2026-04-05
The flight arrives 1 day after departure.
Sun 11:50 Chicago Midway (MDW) 14:05 New Orleans (MSY)
Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-04-12 through 2026-05-17
Sun 11:50 Chicago Midway (MDW) 14:05 New Orleans (MSY)
Southwest Airlines WN 1807 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Operates only on 2026-05-31
Tue,Wed 07:45 Chicago Midway (MDW) 10:00 New Orleans (MSY)
Southwest Airlines WN 2015 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 07:50 Chicago Midway (MDW) 10:10 New Orleans (MSY)
Southwest Airlines WN 2015 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-04-09 through 2026-06-01
Sun 08:40 Chicago Midway (MDW) 11:05 New Orleans (MSY)
Southwest Airlines WN 2015 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Effective 2026-04-12 through 2026-05-17
Sun 08:40 Chicago Midway (MDW) 11:05 New Orleans (MSY)
Southwest Airlines WN 2015 Non-stop Boeing 737-700 (Scimitar Winglets) 2:25 Operates only on 2026-05-31
Sun 09:00 Chicago Midway (MDW) 11:20 New Orleans (MSY)
Southwest Airlines WN 2015 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-05-24
Mon,Tue,Fri,Sun 07:45 Chicago Midway (MDW) 10:05 New Orleans (MSY)
Southwest Airlines WN 2232 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2026-01-04
Sat 07:55 Chicago Midway (MDW) 10:20 New Orleans (MSY)
Southwest Airlines WN 2232 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Valid until 2026-01-03
Mon 08:00 Chicago Midway (MDW) 10:25 New Orleans (MSY)
Southwest Airlines WN 2232 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Operates only on 2026-01-05
Wed,Thu 20:20 Chicago Midway (MDW) 22:40 New Orleans (MSY)
Southwest Airlines WN 2232 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-01
Mon-Fri 08:25 Chicago Midway (MDW) 10:55 New Orleans (MSY)
Southwest Airlines WN 2381 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-06 through 2026-01-14
Tue-Fri,Sun 08:25 Chicago Midway (MDW) 10:55 New Orleans (MSY)
Southwest Airlines WN 2381 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-18 through 2026-01-23
Mon-Fri 08:25 Chicago Midway (MDW) 10:55 New Orleans (MSY)
Southwest Airlines WN 2381 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 08:25 Chicago Midway (MDW) 10:55 New Orleans (MSY)
Southwest Airlines WN 2381 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-08 through 2026-02-11
Tue,Wed 08:25 Chicago Midway (MDW) 10:55 New Orleans (MSY)
Southwest Airlines WN 2381 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 08:50 Chicago Midway (MDW) 11:15 New Orleans (MSY)
Southwest Airlines WN 2549 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-05 through 2026-04-06
Tue,Wed 09:10 Chicago Midway (MDW) 11:35 New Orleans (MSY)
Southwest Airlines WN 2549 Non-stop Boeing 737-800 (73H) 2:25 Effective 2026-03-10 through 2026-04-01
Sun 17:35 Chicago Midway (MDW) 19:55 New Orleans (MSY)
Southwest Airlines WN 2549 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-08 through 2026-04-05
Tue,Wed 09:00 Chicago Midway (MDW) 11:15 New Orleans (MSY)
Southwest Airlines WN 2558 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-06-09 through 2026-07-29
Sat 20:35 Chicago Midway (MDW) 22:50 New Orleans (MSY)
Southwest Airlines WN 2640 Non-stop Boeing 737-700 (Scimitar Winglets) 2:15 Effective 2026-06-06 through 2026-08-01
Sat 18:25 Chicago Midway (MDW) 20:45 New Orleans (MSY)
Southwest Airlines WN 2671 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-11 through 2026-05-30
Tue,Wed 20:35 Chicago Midway (MDW) 22:55 New Orleans (MSY)
Southwest Airlines WN 2671 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-07 through 2026-06-03
Sun 20:45 Chicago Midway (MDW) 23:05 New Orleans (MSY)
Southwest Airlines WN 2671 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-05-24
Mon,Thu,Fri,Sun 21:50 Chicago Midway (MDW) 00:10 New Orleans (MSY)
Southwest Airlines WN 2671 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-09 through 2026-05-22
The flight arrives 1 day after departure.
Mon,Thu,Fri,Sun 21:50 Chicago Midway (MDW) 00:10 New Orleans (MSY)
Southwest Airlines WN 2671 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-05-25 through 2026-06-01
The flight arrives 1 day after departure.
Thu,Fri,Sun 07:40 Chicago Midway (MDW) 10:10 New Orleans (MSY)
Southwest Airlines WN 2727 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-01-11 through 2026-01-16
Mon,Thu,Fri 07:40 Chicago Midway (MDW) 10:10 New Orleans (MSY)
Southwest Airlines WN 2727 Non-stop Boeing 737-800 (73H) 2:30 Effective 2026-02-05 through 2026-02-09
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All airlines flying from Chicago Midway (MDW) to New Orleans (MSY).
Select flight date:
FLIGHT SCHEDULE
Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-09 through 2026-09-27
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-08 through 2026-09-26
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, 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: 2:10, 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: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:10, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-07 through 2026-08-02
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-02 through 2026-01-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, 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: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:15, 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: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-04-12 through 2026-05-17
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:25, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-03
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-06 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:25, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-08 through 2026-04-05
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-06-09 through 2026-07-29
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-06-06 through 2026-08-01
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, 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: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-07 through 2026-06-03
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-04-09 through 2026-05-22
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-05-25 through 2026-06-01
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)
The flight arrives 1 day after departure.

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:30, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-05 through 2026-02-09
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:30, non-stop
Boeing 737-800 (73H)
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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.