Southwest Airlines Chicago to New York Flights
Cheapflightsplus.com will find cheap Southwest Airlines flights from Chicago to New York. Compare airline ticket prices and book air tickets starting from $87 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Southwest Airlines, arrivals and departure details below.
Find Cheap Airfare Chicago (IL) — New York (NY) by Southwest Airlines
Cheap Flights from Chicago to New York by Southwest Airlines
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $87 | 6:00 am Chicago Midway | 9:05 am New York La Guardia | 2h 5m | Southwest Airlines | WN447 |
from $87 | 7:55 pm Chicago Midway | 11:00 pm New York La Guardia | 2h 5m | Southwest Airlines | WN533 |
from $110 | 8:35 am Chicago Midway | 11:40 am New York La Guardia | 2h 5m | Southwest Airlines | WN2109 |
from $110 | 2:25 pm Chicago Midway | 5:25 pm New York La Guardia | 2h 0m | Southwest Airlines | WN2860 |
from $110 | 5:50 pm Chicago Midway | 9:00 pm New York La Guardia | 2h 10m | Southwest Airlines | WN1737 |
from $110 | 1:10 pm Chicago Midway | 4:10 pm New York La Guardia | 2h 0m | Southwest Airlines | WN2165 |
from $110 | 11:45 am Chicago Midway | 2:45 pm New York La Guardia | 2h 0m | Southwest Airlines | WN4031 |
from $124 | 5:00 pm Chicago Midway | 11:05 pm New York La Guardia | 5h 5m layover 1h 30m - Lake Saint Louis | Southwest Airlines | WN2962 WN4161 |
from $124 | 11:15 am Chicago Midway | 8:00 pm New York La Guardia | 7h 45m layover 3h 35m - North Kansas City | Southwest Airlines | WN2814 WN1451 |
from $124 | 3:25 pm Chicago Midway | 10:55 pm New York La Guardia | 6h 30m layover 2h 25m - Atlanta | Southwest Airlines | WN3272 WN4463 |
from $124 | 6:20 am Chicago Midway | 2:55 pm New York La Guardia | 7h 35m layover 3h 40m - Nashville | Southwest Airlines | WN2665 WN1932 |
from $124 | 1:00 pm Chicago Midway | 9:10 pm New York La Guardia | 7h 10m layover 3h 40m - Lake Saint Louis | Southwest Airlines | WN2602 WN3736 |
from $124 | 7:15 am Chicago Midway | 1:25 pm New York La Guardia | 5h 10m layover 1h 30m - Lake Saint Louis | Southwest Airlines | WN794 WN1591 |
from $124 | 9:00 am Chicago Midway | 2:55 pm New York La Guardia | 4h 55m layover 1h 5m - Nashville | Southwest Airlines | WN3219 WN1932 |
from $124 | 1:30 pm Chicago Midway | 8:00 pm New York La Guardia | 5h 30m layover 1h 45m - Nashville | Southwest Airlines | WN2993 WN3484 |
from $131 | 1:00 pm Chicago Midway | 11:05 pm New York La Guardia | 9h 5m layover 5h 35m - Lake Saint Louis | Southwest Airlines | WN2602 WN4161 |
Southwest Airlines Flight Schedule Chicago to New York
Departure | Arrival | Flight Details | Flight Time | Price |
---|---|---|---|---|
11:15 am — 8:00 pm
|
11:15 am — 12:45 pm
WN2814
Southwest Airlines
Chicago — North Kansas City
3h 35m stop
4:20 pm — 8:00 pm
WN1451
Southwest Airlines
North Kansas City — New York
|
7h 45m including layover |
Find flight
from$124 |
|
11:45 am — 2:45 pm
|
11:45 am — 2:45 pm
WN4031
Southwest Airlines
Chicago — New York
|
2h |
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from$110 |
|
1:00 pm — 9:10 pm
|
1:00 pm — 2:10 pm
WN2602
Southwest Airlines
Chicago — Lake Saint Louis
3h 40m stop
5:50 pm — 9:10 pm
WN3736
Southwest Airlines
Lake Saint Louis — New York
|
7h 10m including layover |
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from$124 |
|
1:00 pm — 11:05 pm
|
1:00 pm — 2:10 pm
WN2602
Southwest Airlines
Chicago — Lake Saint Louis
5h 35m stop
7:45 pm — 11:05 pm
WN4161
Southwest Airlines
Lake Saint Louis — New York
|
9h 5m including layover |
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from$131 |
|
1:10 pm — 4:10 pm
|
1:10 pm — 4:10 pm
WN2165
Southwest Airlines
Chicago — New York
|
2h |
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from$110 |
|
1:30 pm — 8:00 pm
|
1:30 pm — 2:55 pm
WN2993
Southwest Airlines
Chicago — Nashville
1h 45m stop
4:40 pm — 8:00 pm
WN3484
Southwest Airlines
Nashville — New York
|
5h 30m including layover |
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from$124 |
|
1:30 pm — 10:40 pm
|
1:30 pm — 2:55 pm
WN2993
Southwest Airlines
Chicago — Nashville
4h 30m stop
7:25 pm — 10:40 pm
WN4114
Southwest Airlines
Nashville — New York
|
8h 10m including layover |
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from$131 |
|
2:25 pm — 5:25 pm
|
2:25 pm — 5:25 pm
WN2860
Southwest Airlines
Chicago — New York
|
2h |
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from$110 |
|
3:25 pm — 10:55 pm
|
3:25 pm — 6:20 pm
WN3272
Southwest Airlines
Chicago — Atlanta
2h 25m stop
8:45 pm — 10:55 pm
WN4463
Southwest Airlines
Atlanta — New York
|
6h 30m including layover |
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from$124 |
|
5:00 pm — 11:05 pm
|
5:00 pm — 6:15 pm
WN2962
Southwest Airlines
Chicago — Lake Saint Louis
1h 30m stop
7:45 pm — 11:05 pm
WN4161
Southwest Airlines
Lake Saint Louis — New York
|
5h 5m including layover |
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from$124 |
|
5:50 pm — 9:00 pm
|
5:50 pm — 9:00 pm
WN1737
Southwest Airlines
Chicago — New York
|
2h 10m |
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from$110 |
|
6:00 am — 9:05 am
|
6:00 am — 9:05 am
WN447
Southwest Airlines
Chicago — New York
|
2h 5m |
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from$87 |
|
6:20 am — 2:55 pm
|
6:20 am — 7:55 am
WN2665
Southwest Airlines
Chicago — Nashville
3h 40m stop
11:35 am — 2:55 pm
WN1932
Southwest Airlines
Nashville — New York
|
7h 35m including layover |
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from$124 |
|
7:15 am — 1:25 pm
|
7:15 am — 8:35 am
WN794
Southwest Airlines
Chicago — Lake Saint Louis
1h 30m stop
10:05 am — 1:25 pm
WN1591
Southwest Airlines
Lake Saint Louis — New York
|
5h 10m including layover |
Find flight
from$124 |
|
7:25 am — 6:10 pm
|
7:25 am — 10:20 am
WN452
Southwest Airlines
Chicago — Atlanta
5h 40m stop
4:00 pm — 6:10 pm
WN3318
Southwest Airlines
Atlanta — New York
|
9h 45m including layover |
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from$131 |
|
7:55 pm — 11:00 pm
|
7:55 pm — 11:00 pm
WN533
Southwest Airlines
Chicago — New York
|
2h 5m |
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from$87 |
|
8:35 am — 11:40 am
|
8:35 am — 11:40 am
WN2109
Southwest Airlines
Chicago — New York
|
2h 5m |
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from$110 |
|
9:00 am — 2:55 pm
|
9:00 am — 10:30 am
WN3219
Southwest Airlines
Chicago — Nashville
1h 5m stop
11:35 am — 2:55 pm
WN1932
Southwest Airlines
Nashville — New York
|
4h 55m including layover |
Find flight
from$124 |
|
9:55 am — 8:00 pm
|
9:55 am — 11:30 am
WN1739
Southwest Airlines
Chicago — North Kansas City
4h 50m stop
4:20 pm — 8:00 pm
WN1451
Southwest Airlines
North Kansas City — New York
|
9h 5m including layover |
Find flight
from$131 |
Flight Information
There are 7 flights by Southwest Airlines from Chicago to New York every week with departures from Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee. All flights arrive at John F Kennedy Intl, La Guardia, Westchester County, 39th Street Ferry, Battery Pk City/N. Cov, East 34th St Landing, Pier 11/Wall St. SPB, Newyork Airport, Newyork Airport, Flushing, West 30th St Heliport, Downtown Manhattan H/p, East 60th Street H/P, Marine Air Terminal, East 34th St Heliport, World Trade Center.
Departures start from 11:15 am to 9:55 am. Nonstop flight is 2h. The time difference between Chicago and New York is 1h.
- The fastest flight 2h
- Average flight time 2h 5m
- The earliest flight 11:15 am
- The latest flight 9:55 am
- Distance 711 ml
The cheapest months for traveling to New York are november (from 87 $).
The cheapest flight by Southwest Airlines that our users were able to find is $87. This airfare is economy class on one-way WN447 flight for November 12, 2024 leaving Midway in Chicago at 6:00 am, it includes all taxes and additional fees.
Southwest Airlines Airplanes on the Route
List of the most popular Southwest Airlines airplanes flying from Chicago to New York:
- Airbus A320from $87Find
- Boeing 737 MAX 8from $124Find
- Boeing 737-700from $124Find
- Boeing 737-800from $124Find
Other Popular Airlines on the Route
Besides Southwest Airlines there are other 1 airline carriers between Chicago and New York. Please review schedules and prices from the most popular airlines to find the best airfare deals from Chicago to New York.
Nonstop flights
There are 8 direct flights every day from Chicago. Airlines and fares are below:
- from $92Find
Connecting Flights
List of flights with layovers (1 and more stops):
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