Southwest Airlines
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Midway International Airport
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Scan through all non-stop flights from New York City to Chicago. The full flight schedule below gives an overview of all non-stop flights from LGA to MDW, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Known for its continental climate, Chicago features hot, humid summers with temperatures above 30°C (86°F) and cold, snowy winters that often drop below 0°C (32°F). This striking seasonal contrast offers travelers a variety of activities, from summer hiking to winter sports, ensuring year-round appeal.
The best time to visit Chicago is from March to November, covering spring, summer, and fall. While summer can be hot, it also sees slightly more rainfall than other seasons.
Currently, there is only one airline operating non-stop flights from New York City LGA to Chicago MDW, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their LGA MDW flight schedule.
Flights from LGA to MDW are operated 37 times a week, with an average of 5 flights per day. Departure times vary between 06:00 - 21:45. The earliest flight departs at 06:00, the last flight departs at 21:45. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from New York City to Chicago takes 2 hours and 35 minutes. The flight distance between New York City and Chicago is 722 miles (or 1,162 km).
There are 2 airports in Chicago: Midway International Airport (MDW) and O'Hare International Airport (ORD).
There are 37 flights per week flying from New York City to Chicago (as of April 2026).
2 hours and 35 minutes is the average flight time from New York City to Chicago.
The distance from New York City to Chicago is 722 miles (1,162 kilometers).
Southwest Airlines is the only airline flying nonstop from New York City to Chicago.
There are no alliances flying direct from New York City to Chicago at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from New York City to Chicago:
The earliest flight departs at 06:00 from New York City and arrives at 07:25 at Chicago.
The latest flight departs at 21:45 from New York City and arrives at 23:10 at Chicago.
722 miles (1,162 km) · 2h 35m
06:00
07:25
Southwest Airlines
WN 2931
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
06:00
07:25
Southwest Airlines
WN 2931
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:25
08:50
Southwest Airlines
WN 1950
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
07:25
08:50
Southwest Airlines
WN 1950
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:35
09:00
Southwest Airlines
WN 1950
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:55
11:20
Southwest Airlines
WN 2253
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:55
12:20
Southwest Airlines
WN 2253
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
10:55
12:20
Southwest Airlines
WN 2253
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
10:55
12:20
Southwest Airlines
WN 2253
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
11:05
12:30
Southwest Airlines
WN 2253
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:25
14:50
Southwest Airlines
WN 404
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
13:30
14:50
Southwest Airlines
WN 404
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
14:10
15:35
Southwest Airlines
WN 404
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
14:30
16:10
Southwest Airlines
WN 404
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:35
17:15
Southwest Airlines
WN 2935
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
15:40
17:15
Southwest Airlines
WN 2935
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
15:55
17:40
Southwest Airlines
WN 2935
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:45
19:25
Southwest Airlines
WN 2936
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
17:50
19:25
Southwest Airlines
WN 2936
Southwest Airlines
Boeing 757
Y
W
J
F
18:05
19:30
Southwest Airlines
WN 2936
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
18:30
19:55
Southwest Airlines
WN 2936
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
20:55
22:30
Southwest Airlines
WN 2937
Southwest Airlines
Boeing 757
Y
W
J
F
21:30
23:00
Southwest Airlines
WN 2937
Southwest Airlines
Boeing 757
Y
W
J
F
21:45
23:10
Southwest Airlines
WN 2937
Southwest Airlines
Boeing 757
Y
W
J
F
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