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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN1267
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06:00
WN2464
06:00
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----
06:00
06:00
06:00
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WN3016
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06:00
06:00
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----
----
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WN2465
07:25
07:25
07:25
07:25
07:25
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WN2588
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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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----
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WN2882
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----
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----
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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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----
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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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
DL1231
DL4684
06:05
06:05
06:05
06:05
06:05
06:05
06:05
DL1078
DL4688
09:30
09:30
09:30
09:30
09:30
09:25
09:30
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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
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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----
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----
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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
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12:00
WN2740
WN2289
15:00
----
----
15:00
15:00
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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
Jun 15
Tue
Jun 16
Wed
Jun 17
Thu
Jun 18
Fri
Jun 19
Sat
Jun 20
Sun
Jun 21
WN2447
WN507
07:25
07:15
07:15
07:25
07:25
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WN2447
WN2741
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07:30
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WN2407
WN1009
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----
----
----
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09:40
WN2407
WN2241
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11:05
11:05
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WN2008
WN1430
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----
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----
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11:55
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WN2448
WN4286
17:30
15:25
15:25
17:30
17:30
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WN2448
WN578
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----
----
----
----
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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 2026-05-25
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