Airlines with flights from New York to Chicago

There are two airlines with scheduled flights between LGA and MDW. Southwest is the only airline with non-stop flights from La Guardia to Midway International Airport and the flight time is 2 hours and 35 minutes.

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Schedules

Southwest Airlines

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 35 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 48 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
LGA
Direct
MDW
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
WN1267
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----
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06:00
WN2464
06:00
----
----
06:00
06:00
06:00
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WN3016
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06:00
06:00
----
----
----
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WN2465
07:25
07:25
07:25
07:25
07:25
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WN2588
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----
----
----
----
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07:25
WN4189
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----
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08:40
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WN4573
10:55
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10:55
10:55
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11:00
WN3976
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10:55
10:55
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----
----
----
WN2882
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----
----
----
----
11:10
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WN4996
13:25
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13:25
13:25
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13:25
WN291
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13:35
13:35
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----
----
----
WN1095
15:25
15:55
15:55
15:25
15:25
15:30
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WN2467
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----
----
----
----
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15:25
WN4746
17:30
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----
17:30
17:30
17:35
17:40
WN3665
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17:40
17:40
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----
----
----
WN2469
21:30
21:30
21:30
21:30
21:30
21:10
21:30
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

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

Delta Air Lines

Via Detroit with Delta Air Lines

  • Total flight time: 3h 42m - 6h 11m.
  • Sky Team Alliance
  • New York is a Delta Air Lines hub.
  • 63 flights per week
LGA
 
Via DTW
 
MDW
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
DL1231
DL4684
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL1078
DL4688
09:25
09:25
09:25
09:25
09:25
09:25
09:25
DL1122
DL4677
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----
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12:55
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DL308
DL4677
14:29
14:29
14:29
14:29
14:29
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14:29
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

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

Southwest Airlines

Via Saint Louis with Southwest Airlines

  • Total flight time: 5h 00m - 7h 00m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 72 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
LGA
 
Via STL
 
MDW
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
WN523
WN2665
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06:30
06:30
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WN523
WN3344
08:55
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08:55
08:55
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WN652
WN2832
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----
----
----
----
----
09:00
WN339
WN2832
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----
----
----
----
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10:30
WN2473
WN556
12:00
12:00
12:00
12:00
12:00
----
12:00
WN2740
WN2289
15:00
----
----
15:00
15:00
----
----
WN4895
WN3957
18:30
17:45
17:45
18:30
18:30
17:20
18:35
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

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

Southwest Airlines

Via Nashville with Southwest Airlines

  • Total flight time: 5h 00m - 8h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 70 flights per week
  • Boeing 737MAX 8 Passenger
    Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737-700 Passenger (Scimitar Winglets)
LGA
 
Via BNA
 
MDW
 
Flight
Mon
Jul 27
Tue
Jul 28
Wed
Jul 29
Thu
Jul 30
Fri
Jul 31
Sat
Aug 1
Sun
Aug 2
WN2447
WN507
07:25
07:15
07:15
07:25
07:25
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WN2447
WN2741
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----
----
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07:30
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WN2407
WN1009
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----
----
----
----
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09:40
WN2407
WN5075
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11:05
11:05
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----
WN2008
WN1430
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----
----
----
----
11:55
----
WN2448
WN4286
17:30
15:25
15:25
17:30
17:30
----
----
WN2448
WN578
----
----
----
----
----
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17:55
WN2449
WN578
19:45
----
----
19:45
19:45
----
19:45
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

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

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Flight data on this page was last updated on 2026-07-13
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