United Airlines New York to Chicago Flights

Return flight: Chicago – New York

Cheapflightsplus.com will find cheap United Airlines flights from New York to Chicago. Compare airline ticket prices and book air tickets starting from $100 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of United Airlines, arrivals and departure details below.

Find Cheap Airfare New York (NY) — Chicago (IL) by United Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in december: one-way - $100, two-way – $171.
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Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
11:15 am — 1:11 pm
11:15 am — 1:11 pm UA3576 United Airlines
New York — Chicago
2h 56m
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from$220
11:25 am — 1:03 pm
11:25 am — 1:03 pm UA2091 United Airlines
New York — Chicago
2h 38m
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from$121
1:00 pm — 2:46 pm
1:00 pm — 2:46 pm UA5253 United Airlines
New York — Chicago
2h 46m
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from$116
1:10 pm — 2:55 pm
1:10 pm — 2:55 pm UA2199 United Airlines
New York — Chicago
2h 45m
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from$117
1:15 pm — 2:54 pm
1:15 pm — 2:54 pm UA2678 United Airlines
New York — Chicago
2h 39m
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from$100
2:10 pm — 4:02 pm
2:10 pm — 4:02 pm UA3444 United Airlines
New York — Chicago
2h 52m
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from$289
2:15 pm — 4:04 pm
2:15 pm — 4:04 pm UA3616 United Airlines
New York — Chicago
2h 49m
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from$100
3:12 pm — 4:50 pm
3:12 pm — 4:50 pm UA1899 United Airlines
New York — Chicago
2h 38m
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from$100
3:15 pm — 5:03 pm
3:15 pm — 5:03 pm UA1269 United Airlines
New York — Chicago
2h 48m
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from$117
3:20 pm — 5:01 pm
3:20 pm — 5:01 pm UA2370 United Airlines
New York — Chicago
2h 41m
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from$100
4:14 pm — 6:10 pm
4:14 pm — 6:10 pm UA3514 United Airlines
New York — Chicago
2h 56m
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from$117
4:21 pm — 6:10 pm
4:21 pm — 6:10 pm UA3594 United Airlines
New York — Chicago
2h 49m
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from$116
4:29 pm — 6:08 pm
4:29 pm — 6:08 pm UA1731 United Airlines
New York — Chicago
2h 39m
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from$115
5:16 pm — 6:55 pm
5:16 pm — 6:55 pm UA1936 United Airlines
New York — Chicago
2h 39m
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from$100
5:25 pm — 7:03 pm
5:25 pm — 7:03 pm UA602 United Airlines
New York — Chicago
2h 38m
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from$121
6:25 pm — 8:03 pm
6:25 pm — 8:03 pm UA2360 United Airlines
New York — Chicago
2h 38m
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from$100
6:26 pm — 8:07 pm
6:26 pm — 8:07 pm UA1159 United Airlines
New York — Chicago
2h 41m
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from$100
7:15 am — 9:02 am
7:15 am — 9:02 am UA1139 United Airlines
New York — Chicago
2h 47m
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from$117
7:15 pm — 9:11 pm
7:15 pm — 9:11 pm UA3451 United Airlines
New York — Chicago
2h 56m
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from$117
7:20 am — 9:02 am
7:20 am — 9:02 am UA2067 United Airlines
New York — Chicago
2h 42m
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from$100
7:25 am — 9:05 am
7:25 am — 9:05 am UA368 United Airlines
New York — Chicago
2h 40m
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from$100
7:25 pm — 9:14 pm
7:25 pm — 9:14 pm UA3592 United Airlines
New York — Chicago
2h 49m
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from$116
8:15 am — 9:54 am
8:15 am — 9:54 am UA2417 United Airlines
New York — Chicago
2h 39m
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from$100
8:15 am — 10:02 am
8:15 am — 10:02 am UA335 United Airlines
New York — Chicago
2h 47m
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from$117
8:15 pm — 10:03 pm
8:15 pm — 10:03 pm UA1188 United Airlines
New York — Chicago
2h 48m
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from$117
8:25 pm — 10:06 pm
8:25 pm — 10:06 pm UA2181 United Airlines
New York — Chicago
2h 41m
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from$100
8:25 pm — 10:17 pm
8:25 pm — 10:17 pm UA3403 United Airlines
New York — Chicago
2h 52m
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from$121
9:10 pm — 10:59 pm
9:10 pm — 10:59 pm UA5853 United Airlines
New York — Chicago
2h 49m
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from$100
9:15 pm — 11:11 pm
9:15 pm — 11:11 pm UA3622 United Airlines
New York — Chicago
2h 56m
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from$117
9:25 am — 11:03 am
9:25 am — 11:03 am UA1637 United Airlines
New York — Chicago
2h 38m
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from$100
10:27 am — 2:34 pm
10:27 am — 11:54 am UA4502 United Airlines
New York — Washington D.C.
1h 21m stop
1:15 pm — 2:34 pm UA1193 United Airlines
Washington D.C. — Chicago
5h 7m
including layover
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from$126
10:28 am — 2:19 pm
10:28 am — 11:55 am UA3631 United Airlines
New York — Washington D.C.
1h 10m stop
1:05 pm — 2:19 pm UA2331 United Airlines
Washington D.C. — Chicago
4h 51m
including layover
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from$131
2:50 pm — 6:55 pm
2:50 pm — 4:18 pm UA3452 United Airlines
New York — Washington D.C.
1h 18m stop
5:36 pm — 6:55 pm UA1117 United Airlines
Washington D.C. — Chicago
5h 5m
including layover
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from$126
*Departure and arrival times are local. Last updated on 11/21/2024

Flight Information

There are 33 flights by United Airlines from New York to Chicago every week with departures from 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. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 10:27 am to 9:25 am. Nonstop flight is 2h 38m. The time difference between New York and Chicago is 1h.

  • The fastest flight 2h 38m
  • Average flight time 2h 45m
  • The earliest flight 10:27 am
  • The latest flight 9:25 am
  • Distance 711 ml

The cheapest months for traveling to Chicago are november (from 84 $), january (from 100 $), december (from 100 $).

The most expensive and popular months are february (from 116 $), december (from 100 $), january (from 100 $).

The cheapest flight by United Airlines that our users were able to find is $100. This airfare is economy class on one-way UA5853 flight for January 8, 2025 leaving La Guardia in New York at 9:10 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 4 airline carriers between New York and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from New York to Chicago.

Nonstop flights

There are 37 direct flights every day from New York. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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