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

Select flight date:
FLIGHT SCHEDULE
Direct Flights:
Mon 10:25 New Orleans (MSY) 12:45 Chicago Midway (MDW)
Southwest Airlines WN 209 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-01-05
Tue,Wed 05:00 New Orleans (MSY) 07:20 Chicago Midway (MDW)
Southwest Airlines WN 347 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-06-09 through 2026-07-29
Tue 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-01-06
Mon-Fri 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-07 through 2026-01-14
Tue-Fri,Sun 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-18 through 2026-01-23
Mon-Fri 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-01-26 through 2026-02-04
Tue,Wed,Sun 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-02-08 through 2026-02-11
Tue,Wed 06:45 New Orleans (MSY) 09:05 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-02-18 through 2026-03-04
Mon,Thu,Fri 13:20 New Orleans (MSY) 15:40 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-12 through 2026-02-16
Thu,Fri,Sun 13:20 New Orleans (MSY) 15:40 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-20 through 2026-03-01
Sat 13:50 New Orleans (MSY) 16:10 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-01-10 through 2026-02-07
Thu,Fri,Sun 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-01-11 through 2026-01-16
Mon,Sun 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-01-19 through 2026-01-25
Thu,Fri,Sun 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-01 through 2026-02-06
Mon,Sun 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-09 through 2026-02-15
Sat 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-02-14
Mon,Tue,Thu,Sat 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-17 through 2026-02-23
Mon,Sat 14:55 New Orleans (MSY) 17:15 Chicago Midway (MDW)
Southwest Airlines WN 508 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-02-28 through 2026-03-02
Sun 11:40 New Orleans (MSY) 14:00 Chicago Midway (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-04-12 through 2026-05-17
Sun 11:40 New Orleans (MSY) 14:00 Chicago Midway (MDW)
Southwest Airlines WN 537 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-05-31
Sun 09:10 New Orleans (MSY) 11:25 Chicago Midway (MDW)
Southwest Airlines WN 562 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-09 through 2026-09-27
Tue,Wed 17:35 New Orleans (MSY) 20:00 Chicago Midway (MDW)
Southwest Airlines WN 676 Non-stop Boeing 737 MAX 8 (7M8) 2:25 Effective 2026-04-07 through 2026-06-03
Mon,Thu,Fri 18:05 New Orleans (MSY) 20:25 Chicago Midway (MDW)
Southwest Airlines WN 676 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Effective 2026-04-09 through 2026-06-01
Sun 18:35 New Orleans (MSY) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 676 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-04-12 through 2026-05-17
Sun 18:35 New Orleans (MSY) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 676 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-05-31
Sun 20:45 New Orleans (MSY) 23:00 Chicago Midway (MDW)
Southwest Airlines WN 676 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Operates only on 2026-05-24
Mon,Thu,Fri 11:55 New Orleans (MSY) 14:10 Chicago Midway (MDW)
Southwest Airlines WN 864 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-03-05 through 2026-04-06
Tue,Wed 12:35 New Orleans (MSY) 14:50 Chicago Midway (MDW)
Southwest Airlines WN 864 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-10 through 2026-04-01
Sun 14:45 New Orleans (MSY) 17:05 Chicago Midway (MDW)
Southwest Airlines WN 864 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-08 through 2026-04-05
Mon,Thu,Fri 05:00 New Orleans (MSY) 07:15 Chicago Midway (MDW)
Southwest Airlines WN 1157 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-06 through 2026-09-28
Sat 15:45 New Orleans (MSY) 18:00 Chicago Midway (MDW)
Southwest Airlines WN 1436 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-03-07 through 2026-04-04
Tue,Wed 16:35 New Orleans (MSY) 18:50 Chicago Midway (MDW)
Southwest Airlines WN 1436 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-03-10 through 2026-04-01
Mon,Thu,Fri 18:30 New Orleans (MSY) 20:50 Chicago Midway (MDW)
Southwest Airlines WN 1436 Non-stop Boeing 737-800 (73H) 2:20 Effective 2026-03-05 through 2026-04-06
Sun 18:35 New Orleans (MSY) 20:55 Chicago Midway (MDW)
Southwest Airlines WN 1436 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-03-08 through 2026-04-05
Sun 06:50 New Orleans (MSY) 09:10 Chicago Midway (MDW)
Southwest Airlines WN 1475 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-05-24
Sun 14:30 New Orleans (MSY) 16:50 Chicago Midway (MDW)
Southwest Airlines WN 1546 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-05-24
Tue,Wed 07:25 New Orleans (MSY) 09:40 Chicago Midway (MDW)
Southwest Airlines WN 1585 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-04 through 2026-09-30
Sat 11:05 New Orleans (MSY) 13:25 Chicago Midway (MDW)
Southwest Airlines WN 1585 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-08-08 through 2026-09-26
Sat 17:30 New Orleans (MSY) 19:50 Chicago Midway (MDW)
Southwest Airlines WN 1672 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Operates only on 2026-01-03
Mon,Tue,Fri,Sun 18:30 New Orleans (MSY) 20:50 Chicago Midway (MDW)
Southwest Airlines WN 1672 Non-stop Boeing 737-800 (73H) 2:20 Valid until 2026-01-04
Sun 05:30 New Orleans (MSY) 07:50 Chicago Midway (MDW)
Southwest Airlines WN 1775 Non-stop Boeing 737-700 (Scimitar Winglets) 2:20 Effective 2026-06-07 through 2026-08-02
Mon,Tue,Fri,Sun 06:10 New Orleans (MSY) 08:30 Chicago Midway (MDW)
Southwest Airlines WN 2156 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-04
Wed,Thu 06:20 New Orleans (MSY) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 2156 Non-stop Boeing 737-700 (73W) 2:20 Valid until 2026-01-01
Mon 06:20 New Orleans (MSY) 08:40 Chicago Midway (MDW)
Southwest Airlines WN 2156 Non-stop Boeing 737-800 (73H) 2:20 Operates only on 2026-01-05
Mon,Thu,Fri 08:05 New Orleans (MSY) 10:20 Chicago Midway (MDW)
Southwest Airlines WN 2357 Non-stop Boeing 737 MAX 8 (7M8) 2:15 Effective 2026-08-06 through 2026-09-28
Sun 17:05 New Orleans (MSY) 19:20 Chicago Midway (MDW)
Southwest Airlines WN 2361 Non-stop Boeing 737-800 (73H) 2:15 Effective 2026-08-09 through 2026-09-27
Mon,Tue,Fri-Sun 12:15 New Orleans (MSY) 14:30 Chicago Midway (MDW)
Southwest Airlines WN 2556 Non-stop Boeing 737-800 (73H) 2:15 Valid until 2026-01-04
Mon 19:25 New Orleans (MSY) 21:45 Chicago Midway (MDW)
Southwest Airlines WN 2589 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Operates only on 2026-02-02
Wed,Thu 16:45 New Orleans (MSY) 19:05 Chicago Midway (MDW)
Southwest Airlines WN 2607 Non-stop Boeing 737 MAX 8 (7M8) 2:20 Valid until 2026-01-01
Mon 18:25 New Orleans (MSY) 20:40 Chicago Midway (MDW)
Southwest Airlines WN 2607 Non-stop Boeing 737-800 (73H) 2:15 Operates only on 2026-01-05
1 2 3   next


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

Operates only on 2026-01-05
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: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Operates only on 2026-01-06
Mon
-
Tue
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-07 through 2026-01-14
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-18 through 2026-01-23
Mon
-
Tue
Wed
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-01-26 through 2026-02-04
Mon
Tue
Wed
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-08 through 2026-02-11
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-18 through 2026-03-04
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-12 through 2026-02-16
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-20 through 2026-03-01
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-10 through 2026-02-07
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Effective 2026-01-11 through 2026-01-16
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-01-19 through 2026-01-25
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-01 through 2026-02-06
Mon
-
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-09 through 2026-02-15
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-02-14
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-02-17 through 2026-02-23
Mon
Tue
Wed
-
Thu
Fri
-
Sat
Sun
-
Duration: 2:20, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-02-28 through 2026-03-02
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: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-05-31
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, 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: 2:15, 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: 2:25, 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 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:

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 2026-03-05 through 2026-04-06
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

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 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737 MAX 8 (7M8)

Direct Flights:

Effective 2026-03-07 through 2026-04-04
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Effective 2026-03-10 through 2026-04-01
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, 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: 2:20, 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:

Operates only on 2026-05-24
Mon
-
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
Duration: 2:20, non-stop
Boeing 737-800 (73H)

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:

Effective 2026-08-04 through 2026-09-30
Mon
-
Tue
Wed
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, 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: 2:20, non-stop
Boeing 737-700 (Scimitar Winglets)

Direct Flights:

Operates only on 2026-01-03
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:

Effective 2026-06-07 through 2026-08-02
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 MAX 8 (7M8)

Direct Flights:

Valid until 2026-01-01
Mon
-
Tue
-
Wed
Thu
Fri
-
Sat
-
Sun
-
Duration: 2:20, non-stop
Boeing 737-700 (73W)

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:

Effective 2026-08-06 through 2026-09-28
Mon
Tue
-
Wed
-
Thu
Fri
Sat
-
Sun
-
Duration: 2:15, 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: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Valid until 2026-01-04
Mon
Tue
Wed
-
Thu
-
Fri
Sat
Sun
Duration: 2:15, non-stop
Boeing 737-800 (73H)

Direct Flights:

Operates only on 2026-02-02
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:20, 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:

Operates only on 2026-01-05
Mon
Tue
-
Wed
-
Thu
-
Fri
-
Sat
-
Sun
-
Duration: 2:15, non-stop
Boeing 737-800 (73H)
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  • 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.