Airlines with flights from New York to Chicago

There are three 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 30 minutes.

Choose airline

Schedules

Non-stop with Southwest Airlines

  • Total flight time: 2 hours and 30 minutes
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 48 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
LGA
Direct
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN761
06:30
06:30
06:30
07:15
07:15
06:30
07:15
WN1634
09:15
09:15
09:15
09:20
09:20
----
09:20
WN2234
11:10
11:10
11:10
----
----
10:40
----
WN2181
----
----
----
11:15
11:15
----
11:15
WN2970
14:30
14:30
14:30
14:30
14:30
14:50
14:30
WN2468
16:45
16:45
16:45
16:30
16:30
16:45
16:30
WN4246
18:55
18:55
18:55
18:45
18:45
----
18:45
WN1192
21:55
21:50
21:55
21:50
21:50
----
21:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

The timetable & schedule information was updated at 2024-10-16

Via Detroit with Delta Air Lines

  • Total flight time: 3h 40m - 5h 15m.
  • Sky Team Alliance
  • New York is a Delta Air Lines hub.
  • 20 flights per week
LGA
 
Via DTW
 
MDW

The timetable & schedule information was updated at 2024-10-16

Via Nashville with Southwest Airlines

  • Total flight time: 5h 00m - 9h 05m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 17 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
LGA
 
Via BNA
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN4189
WN4877
06:00
06:00
06:00
----
----
----
----
WN245
WN2364
07:20
07:20
07:20
06:00
06:00
----
06:00
WN526
WN4877
----
----
----
06:30
06:30
----
06:30
WN1800
WN1622
09:50
09:50
09:50
----
----
----
----
WN1800
WN2191
----
----
----
09:50
09:50
----
09:50
WN1962
WN2906
10:25
10:25
10:25
10:15
10:15
----
10:15
WN679
WN3079
----
----
----
----
----
12:45
----
WN2649
WN1253
----
----
----
----
----
13:20
----
WN3498
WN1253
15:55
15:55
15:55
----
----
----
----
WN4037
WN652
----
----
----
18:50
18:50
----
18:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

The timetable & schedule information was updated at 2024-10-16

Via Saint Louis with Southwest Airlines

  • Total flight time: 4h 50m - 6h 45m.
  • Low-cost airline
  • Chicago is a Southwest Airlines focus city (Operating base).
  • 10 flights per week
  • Boeing 737-800 (winglets) Passenger/BBJ2
    Boeing 737MAX 8 Passenger
LGA
 
Via STL
 
MDW
 
Flight
Mon
Nov 4
Tue
Nov 5
Wed
Nov 6
Thu
Nov 7
Fri
Nov 8
Sat
Nov 9
Sun
Nov 10
WN4189
WN4877
06:00
06:00
06:00
----
----
----
----
WN245
WN2364
07:20
07:20
07:20
06:00
06:00
----
06:00
WN526
WN4877
----
----
----
06:30
06:30
----
06:30
WN1800
WN1622
09:50
09:50
09:50
----
----
----
----
WN1800
WN2191
----
----
----
09:50
09:50
----
09:50
WN1962
WN2906
10:25
10:25
10:25
10:15
10:15
----
10:15
WN679
WN3079
----
----
----
----
----
12:45
----
WN2649
WN1253
----
----
----
----
----
13:20
----
WN3498
WN1253
15:55
15:55
15:55
----
----
----
----
WN4037
WN652
----
----
----
18:50
18:50
----
18:50
SHOW RETURN SCHEDULE
CHECK PRICES FOR LGA - MDW

The timetable & schedule information was updated at 2024-10-16

Via Raleigh/Durham with Frontier Airlines

  • Total flight time: 6h 38m - 6h 43m.
  • Low-cost airline
  • Chicago is a Frontier Airlines focus city.
  • 3 flights per week
LGA
 
Via RDU
 
MDW

The timetable & schedule information was updated at 2024-10-16

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