Airlines with flights from Chicago to New Orleans
There are three airlines with scheduled flights between MDW and MSY. Southwest is the only airline with non-stop flights from Midway International Airport to Louis Armstrong New Orleans International and the flight time is 2 hours and 15 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 15 minutes
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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27 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Direct
MSY
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
WN1197
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----
----
----
----
----
07:15
WN2834
08:50
----
----
08:50
08:50
07:50
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WN2558
----
09:00
09:00
----
----
----
----
WN1431
----
----
----
----
----
----
11:00
WN3743
14:25
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----
14:25
14:25
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17:40
WN4171
----
14:50
14:50
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----
----
----
WN2640
----
----
----
----
----
20:35
----
WN2836
21:40
21:05
21:05
21:40
21:40
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21:55
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
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Total flight time: 3h 40m - 7h 45m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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109 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via BNA
MSY
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
WN1775
WN595
WN595
07:55
----
----
07:55
07:55
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----
WN1257
WN595
WN595
09:00
----
----
09:00
09:00
----
----
WN533
WN595
WN595
----
----
----
----
----
----
11:50
WN2733
WN595
WN595
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11:50
11:50
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----
----
----
WN1257
WN597
WN597
----
----
----
----
----
15:30
----
WN3614
WN4475
WN4475
----
----
----
----
----
----
16:40
WN3869
WN4475
WN4475
17:05
----
----
17:05
17:05
----
----
WN1073
WN597
WN597
18:40
17:20
17:20
18:40
18:40
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18:35
The timetable & schedule information was updated at 2026-04-21
Via Kansas City with Southwest Airlines
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Total flight time: 3h 55m - 7h 15m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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43 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via MCI
MSY
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
WN2810
WN609
WN609
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----
----
----
----
----
09:50
WN1702
WN2577
WN2577
10:20
----
----
10:20
10:20
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----
WN4407
WN609
WN609
----
----
----
----
----
----
11:50
WN3572
WN2577
WN2577
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12:05
12:05
----
----
----
----
WN2810
WN2577
WN2577
12:05
----
----
12:05
12:05
----
----
The timetable & schedule information was updated at 2026-04-21
Via Saint Louis with Southwest Airlines
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Total flight time: 4h 05m - 7h 40m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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49 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via STL
MSY
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
WN2900
WN1642
WN1642
----
----
----
----
----
06:30
----
WN2904
WN3964
WN3964
18:00
17:10
17:10
18:00
18:00
----
----
WN1646
WN3964
WN3964
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----
----
----
----
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18:30
The timetable & schedule information was updated at 2026-04-21
Via Atlanta with Southwest Airlines
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Total flight time: 4h 05m - 6h 15m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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28 flights per week
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Boeing 737-700 Passenger (Scimitar Winglets)Boeing 737-800 (winglets) Passenger/BBJ2Boeing 737MAX 8 Passenger
MDW
Via ATL
MSY
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
WN1726
WN364
WN364
----
----
----
----
----
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09:10
WN4606
WN234
WN234
11:00
----
----
11:00
11:00
----
----
The timetable & schedule information was updated at 2026-04-21

There are three airlines with scheduled flights between MDW and MSY. Southwest is the only airline with non-stop flights from Midway International Airport to Louis Armstrong New Orleans International and the flight time is 2 hours and 15 minutes.
Via Atlanta with Delta
Via Atlanta with Frontier