Airlines with flights from New Orleans to Chicago
There are three airlines with scheduled flights between MSY and MDW. Southwest is the only airline with non-stop flights from Louis Armstrong New Orleans International to Midway International Airport and the flight time is 2 hours and 20 minutes.
There are three airlines with scheduled flights between MSY and MDW. Southwest is the only airline with non-stop flights from Louis Armstrong New Orleans International to Midway International Airport and the flight time is 2 hours and 20 minutes. Choose airline
Direct
Non-stop
2h 20min
Via Saint Louis
3h 35min
Via Nashville
3h 40min
Via Atlanta
3h 55min
Via Kansas City
4h 5min
Via Atlanta
4h 13min
Via Houston
4h 15min
Via Dallas
4h 20min
Via Austin
4h 30min
Via Raleigh/Durham
4h 50min
Via Minneapolis
5h 33min
Via Atlanta
5h 34min
Via Detroit
6h 40min
Via Cleveland
7h 0min
Schedules
Non-stop with Southwest Airlines
-
Total flight time: 2 hours and 20 minutes
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
27 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Direct
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN347
----
05:00
05:00
----
----
----
----
WN1775
----
----
----
----
----
----
05:30
WN498
05:40
----
----
05:40
05:40
----
----
WN3273
----
----
----
----
----
05:45
----
WN2667
----
----
----
----
----
----
08:45
WN4664
11:45
11:55
11:55
11:45
11:45
----
----
WN2844
----
----
----
----
----
14:05
----
WN2908
----
15:55
15:55
----
----
----
----
WN3015
----
----
----
----
----
----
16:45
WN2875
17:15
----
----
17:15
17:15
----
----
WN2970
----
----
----
----
----
----
22:15
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
-
Total flight time: 3h 35m - 7h 25m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
48 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Via STL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3020
WN1373
WN1373
----
07:45
07:45
----
----
----
----
WN1346
WN556
WN556
----
----
----
----
----
----
10:55
WN3009
WN3957
WN3957
----
----
----
----
----
----
15:25
WN3021
WN3957
WN3957
19:10
18:45
18:45
19:10
19:10
----
19:10
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
-
Total flight time: 3h 40m - 7h 45m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
101 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Via BNA
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2981
WN2741
WN2741
----
----
----
----
----
07:20
----
WN2981
WN507
WN507
07:45
07:45
07:45
07:45
07:45
----
----
WN4604
WN1009
WN1009
----
----
----
----
----
----
10:05
WN2880
WN1430
WN1430
----
10:20
10:20
----
----
----
----
WN2983
WN478
WN478
----
----
----
----
----
----
13:55
WN4344
WN4286
WN4286
18:15
16:30
16:30
18:15
18:15
----
----
WN4344
WN578
WN578
----
----
----
----
----
19:15
----
WN2071
WN578
WN578
----
----
----
----
----
----
20:20
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Southwest Airlines
-
Total flight time: 3h 55m - 6h 05m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
30 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Via ATL
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN4949
WN232
WN232
----
----
----
----
----
----
14:00
WN4949
WN233
WN233
15:20
----
----
15:20
15:20
----
----
The timetable & schedule information was updated at 2026-04-21
Via Kansas City with Southwest Airlines
-
Total flight time: 4h 05m - 6h 55m.
-
Low-cost airline
-
Chicago is a Southwest Airlines focus city (Operating base).
-
31 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Via MCI
MDW
W25, Jun 15 - Jun 21
Flight
Mon
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN3009
WN2953
WN2953
----
10:05
10:05
----
----
----
----
WN1346
WN345
WN345
----
12:30
12:30
----
----
----
----
WN3009
WN2029
WN2029
12:55
----
----
12:55
12:55
----
----
WN3009
WN4042
WN4042
----
----
----
----
----
----
15:25
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Delta
Via Atlanta with Frontier