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.

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Schedules

Southwest Airlines

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).
  • 21 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MSY
Direct
MDW
 
Flight
Mon
Aug 3
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Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
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Aug 8
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Aug 9
WN1949
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05:00
05:00
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WN498
05:40
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WN2150
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06:15
WN2945
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07:15
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WN1585
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07:20
07:20
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11:00
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WN2357
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07:50
07:50
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WN562
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09:10
WN4664
11:45
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WN4486
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13:15
13:15
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WN4974
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15:50
15:50
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WN2361
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17:00
WN2875
17:15
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WN2999
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20:10
SHOW RETURN SCHEDULE
CHECK PRICES FOR MSY - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

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 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MSY
 
Via STL
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2949
WN3861
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07:15
07:15
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WN865
WN2742
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09:15
WN866
WN2032
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14:30
WN2950
WN3865
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17:35
17:35
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WN1485
WN3865
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18:10
18:10
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WN3021
WN3957
19:10
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MSY - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

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 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MSY
 
Via BNA
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2915
WN573
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07:40
07:40
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WN2407
WN1827
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07:45
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WN2981
WN507
07:45
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WN2915
WN930
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08:05
WN2407
WN577
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10:15
10:15
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WN2408
WN311
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10:15
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WN2408
WN575
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11:35
11:35
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WN4145
WN860
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13:55
WN2916
WN576
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15:00
15:00
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WN4643
WN4549
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15:20
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WN947
WN576
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16:25
16:25
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WN4344
WN4286
18:15
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WN2919
WN4549
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18:25
18:25
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MSY - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

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 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MSY
 
Via ATL
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN2749
WN321
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13:00
WN3817
WN2070
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14:30
14:30
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WN4949
WN233
15:20
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MSY - MDW

The timetable & schedule information was updated at 2026-04-21

Southwest Airlines

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 Passenger
    Boeing 737-700 Passenger (Scimitar Winglets)
    Boeing 737-800 (winglets) Passenger/BBJ2
MSY
 
Via MCI
 
MDW
 
Flight
Mon
Aug 3
Tue
Aug 4
Wed
Aug 5
Thu
Aug 6
Fri
Aug 7
Sat
Aug 8
Sun
Aug 9
WN1848
WN2525
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10:35
10:35
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WN3009
WN2029
12:55
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SHOW RETURN SCHEDULE
CHECK PRICES FOR MSY - MDW

The timetable & schedule information was updated at 2026-04-21

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Flight data on this page was last updated on 2026-07-21
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