Airlines with flights from Chicago to New York
There are two airlines with scheduled flights between MDW and LGA. Southwest is the only airline with non-stop flights from Midway International Airport to La Guardia and the flight time is 2 hours and 5 minutes.
Choose airline
Schedules
Non-stop with Southwest Airlines
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Total flight time: 2 hours and 5 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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58 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
MDW
Direct
LGA
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
WN2801
05:15
05:15
05:15
05:15
05:15
05:00
05:20
WN2142
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----
----
07:45
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WN1592
----
08:00
08:00
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----
----
----
WN2038
08:05
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----
08:05
08:05
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----
WN1573
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----
----
----
----
----
08:10
WN1598
----
----
----
----
----
09:15
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WN4044
09:50
09:40
09:40
09:50
09:50
----
09:25
WN2803
12:55
13:10
13:10
12:55
12:55
----
12:55
WN2804
14:50
14:50
14:50
14:50
14:50
13:55
14:50
WN556
17:15
----
----
17:15
17:15
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WN2041
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----
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----
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17:25
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WN2762
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----
----
----
----
----
17:40
WN1335
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17:50
17:50
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----
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----
WN360
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----
----
----
----
18:40
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WN4120
19:45
----
----
19:45
19:45
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19:40
WN2289
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19:45
19:45
----
----
----
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The timetable & schedule information was updated at 2026-04-21
Via Detroit with Delta Air Lines
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Total flight time: 3h 30m - 5h 44m.
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Sky Team Alliance
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New York is a Delta Air Lines hub.
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106 flights per week
MDW
Via DTW
LGA
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
DL4674
DL2602
DL2602
09:17
DL4674
DL1669
DL1669
09:17
09:17
09:17
09:17
09:17
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09:17
DL4688
DL2604
DL2604
13:16
13:16
13:16
13:16
13:16
----
13:16
DL4690
DL2603
DL2603
18:58
18:58
18:58
18:58
18:58
18:35
18:58
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 - 6h 35m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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79 flights per week
-
Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
MDW
Via STL
LGA
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
WN1373
WN1373
07:50
----
----
07:50
07:50
06:30
----
WN2900
WN4501
WN4501
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----
----
----
----
----
08:05
WN2900
WN2315
WN2315
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08:20
08:20
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----
----
----
WN2902
WN4962
WN4962
13:00
11:25
11:25
13:00
13:00
----
13:10
WN2904
WN4684
WN4684
18:00
17:10
17:10
18:00
18:00
----
----
The timetable & schedule information was updated at 2026-04-21
Via Nashville with Southwest Airlines
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Total flight time: 4h 30m - 8h 25m.
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Low-cost airline
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Chicago is a Southwest Airlines focus city (Operating base).
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89 flights per week
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Boeing 737MAX 8 PassengerBoeing 737-800 (winglets) Passenger/BBJ2Boeing 737-700 Passenger (Scimitar Winglets)
MDW
Via BNA
LGA
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
WN3855
WN1966
WN1966
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----
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06:10
WN2959
WN1966
WN1966
07:15
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07:15
07:15
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----
WN1708
WN4731
WN4731
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07:45
07:45
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----
----
----
WN1775
WN4731
WN4731
07:55
----
----
07:55
07:55
----
----
WN1775
WN1966
WN1966
----
----
----
----
----
08:00
----
WN2959
WN4731
WN4731
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08:40
08:40
----
----
----
----
WN1257
WN4731
WN4731
09:00
----
----
09:00
09:00
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WN2732
WN1966
WN1966
----
----
----
----
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09:15
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WN533
WN4566
WN4566
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----
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11:50
WN1257
WN2144
WN2144
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----
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15:30
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WN3614
WN2144
WN2144
----
----
----
----
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16:40
WN3869
WN2144
WN2144
17:05
----
----
17:05
17:05
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WN1073
WN2144
WN2144
----
17:20
17:20
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----
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The timetable & schedule information was updated at 2026-04-21

There are two airlines with scheduled flights between MDW and LGA. Southwest is the only airline with non-stop flights from Midway International Airport to La Guardia and the flight time is 2 hours and 5 minutes.