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Southwest Airlines flights from New York to Chicago

Southwest Airlines flies New York to Chicago nonstop 6 times a week, departures from 06:40 to 06:45, 2h 20m in the air. Tickets from $175 (the route's cheapest fare is $106).

Flights from New York to Chicago

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Prices by day: New York to Chicago

Lowest one-way price in dollars from recent searches, cheap days in green. Press a day to see flights and exact prices.

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Southwest Airlines on New York to Chicago at a glance

flights a week
6
days of operation
Mon, Tue, Wed, Thu, Fri, Sun
first and last departure
06:40 - 06:45
flight time
2h 20m - 2h 30m
aircraft
Boeing 737, Boeing 737-800
departure terminal
B
cheapest fare, 25 December
$175
cheapest fare on the route
$106

Southwest Airlines New York to Chicago schedule

6 flights a week. Departure and arrival times are local.

FlightDepartsArrivesDurationDaysAircraft
WN 982
Southwest Airlines
06:40 LaGuardia, terminal B
08:05 Chicago Midway International
2h 25m
Mon, Tue, Wed, Thu
Boeing 737
WN 982
Southwest Airlines
06:45 LaGuardia, terminal B
08:10 Chicago Midway International
2h 25m
Mon, Thu, Fri, Sun
Boeing 737

Seasonal and one-off flights

Not operating in the next two weeks. The first of them is on 24 November.

FlightDepartsArrivesDurationDaysAircraft
WN 2573
Southwest Airlines
06:30 LaGuardia, terminal B
07:55 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 1172
Southwest Airlines
06:30 LaGuardia, terminal B
07:50 Chicago Midway International
2h 20m
Seasonal
Boeing 737
WN 4847
Southwest Airlines
06:30 LaGuardia, terminal B
07:55 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 4847
Southwest Airlines
06:40 LaGuardia, terminal B
08:05 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 2387
Southwest Airlines
06:30 LaGuardia, terminal B
07:55 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2502
Southwest Airlines
06:30 LaGuardia, terminal B
07:55 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2502
Southwest Airlines
06:15 LaGuardia, terminal B
07:45 Chicago Midway International
2h 30m
Seasonal
Boeing 737
WN 2502
Southwest Airlines
06:40 LaGuardia, terminal B
08:05 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 2496
Southwest Airlines
06:40 LaGuardia, terminal B
08:05 Chicago Midway International
2h 25m
Seasonal
Boeing 737-800
WN 2496
Southwest Airlines
06:50 LaGuardia, terminal B
08:15 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 3861
Southwest Airlines
06:25 LaGuardia, terminal B
07:50 Chicago Midway International
2h 25m
Seasonal
Boeing 737
WN 626
Southwest Airlines
06:30 LaGuardia, terminal B
07:50 Chicago Midway International
2h 20m
Seasonal
Boeing 737
WN 626
Southwest Airlines
06:55 LaGuardia, terminal B
08:15 Chicago Midway International
2h 20m
Seasonal
Boeing 737

Days of the week are taken from the schedule for the next 14 days; schedules change by season. Chicago is 1 hour behind New York.

Other airlines flying New York to Chicago

Nonstop flights by the current schedule

American Airlines United Airlines Delta All flights New York to Chicago

Frequently asked questions

How many Southwest Airlines flights are there from New York to Chicago?
6 nonstop flights a week, 9 flight numbers in the schedule: Mon, Tue, Wed, Thu, Fri, Sun.
How long is the Southwest Airlines flight from New York to Chicago?
From 2 hours 20 minutes to 2 hours 30 minutes nonstop, depending on the flight.
Which aircraft does Southwest Airlines fly from New York to Chicago?
Boeing 737 and Boeing 737-800.
Which terminals does Southwest Airlines use between New York and Chicago?
Southwest Airlines departs from LaGuardia, terminal B and arrives at Chicago Midway International.
How much is a Southwest Airlines ticket from New York to Chicago?
The cheapest Southwest Airlines nonstop fare found recently is $175 for 25 December; the cheapest fare on the route with any airline is $106. The search shows the price for your date.