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 $87 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 june: one-way - $87, two-way – $149.
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Below is a detailed 2025 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
10:20 am — 11:57 am
10:20 am — 11:57 am UA1310 United Airlines
New York — Chicago
2h 37m
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from$87
11:20 am — 12:57 pm
11:20 am — 12:57 pm UA705 United Airlines
New York — Chicago
2h 37m
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from$87
11:20 am — 12:57 pm
11:20 am — 12:57 pm UA2602 United Airlines
New York — Chicago
2h 37m
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from$88
1:18 pm — 2:55 pm
1:18 pm — 2:55 pm UA2199 United Airlines
New York — Chicago
2h 37m
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from$87
2:20 pm — 3:57 pm
2:20 pm — 3:57 pm UA2360 United Airlines
New York — Chicago
2h 37m
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from$87
3:25 pm — 5:02 pm
3:25 pm — 5:02 pm UA1504 United Airlines
New York — Chicago
2h 37m
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from$87
4:25 pm — 6:02 pm
4:25 pm — 6:02 pm UA1273 United Airlines
New York — Chicago
2h 37m
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from$88
4:28 pm — 6:05 pm
4:28 pm — 6:05 pm UA1842 United Airlines
New York — Chicago
2h 37m
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from$87
5:19 pm — 6:55 pm
5:19 pm — 6:55 pm UA2299 United Airlines
New York — Chicago
2h 36m
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from$87
5:25 pm — 7:05 pm
5:25 pm — 7:05 pm UA2005 United Airlines
New York — Chicago
2h 40m
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from$96
5:25 pm — 7:05 pm
5:25 pm — 7:05 pm UA777 United Airlines
New York — Chicago
2h 40m
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from$104
6:25 am — 8:02 am
6:25 am — 8:02 am UA1139 United Airlines
New York — Chicago
2h 37m
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from$87
6:30 pm — 8:07 pm
6:30 pm — 8:07 pm UA1952 United Airlines
New York — Chicago
2h 37m
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from$87
6:30 pm — 8:10 pm
6:30 pm — 8:10 pm UA1289 United Airlines
New York — Chicago
2h 40m
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from$104
7:20 am — 8:57 am
7:20 am — 8:57 am UA561 United Airlines
New York — Chicago
2h 37m
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from$87
7:28 am — 9:05 am
7:28 am — 9:05 am UA2440 United Airlines
New York — Chicago
2h 37m
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from$88
7:30 pm — 9:07 pm
7:30 pm — 9:07 pm UA1582 United Airlines
New York — Chicago
2h 37m
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from$87
7:30 pm — 9:09 pm
7:30 pm — 9:09 pm UA400 United Airlines
New York — Chicago
2h 39m
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from$96
7:30 pm — 9:09 pm
7:30 pm — 9:09 pm UA1936 United Airlines
New York — Chicago
2h 39m
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from$104
8:25 am — 10:02 am
8:25 am — 10:02 am UA1554 United Airlines
New York — Chicago
2h 37m
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from$87
8:25 am — 10:02 am
8:25 am — 10:02 am UA2479 United Airlines
New York — Chicago
2h 37m
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from$87
8:30 pm — 10:07 pm
8:30 pm — 10:07 pm UA2848 United Airlines
New York — Chicago
2h 37m
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from$87
8:30 pm — 10:07 pm
8:30 pm — 10:07 pm UA1785 United Airlines
New York — Chicago
2h 37m
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from$88
8:30 pm — 10:09 pm
8:30 pm — 10:09 pm UA2181 United Airlines
New York — Chicago
2h 39m
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from$96
9:18 am — 10:55 am
9:18 am — 10:55 am UA623 United Airlines
New York — Chicago
2h 37m
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from$87
9:30 pm — 11:07 pm
9:30 pm — 11:07 pm UA541 United Airlines
New York — Chicago
2h 37m
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from$87
9:30 pm — 11:09 pm
9:30 pm — 11:09 pm UA393 United Airlines
New York — Chicago
2h 39m
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from$96
9:30 pm — 11:09 pm
9:30 pm — 11:09 pm UA2603 United Airlines
New York — Chicago
2h 39m
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from$104
10:25 am — 2:33 pm
10:25 am — 11:51 am UA6108 United Airlines
New York — Washington D.C.
1h 29m stop
1:20 pm — 2:33 pm UA2331 United Airlines
Washington D.C. — Chicago
5h 8m
including layover
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from$99
2:59 pm — 7:48 pm
2:59 pm — 4:29 pm UA3688 United Airlines
New York — Washington D.C.
2h 11m stop
6:40 pm — 7:48 pm UA2304 United Airlines
Washington D.C. — Chicago
5h 49m
including layover
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from$105
*Departure and arrival times are local. Last updated on 06/20/2025

Flight Information

There are 32 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 10:20 am to 9:30 pm. Nonstop flight is 2h 36m. The time difference between New York and Chicago is 1h.

  • The fastest flight 2h 36m
  • Average flight time 2h 37m
  • The earliest flight 10:20 am
  • The latest flight 9:30 pm
  • Distance 711 ml

The cheapest months for traveling to Chicago are october (from 116 $), may (from 117 $), september (from 117 $).

The most expensive and popular months are april (from 306 $), february (from 146 $), june (from 129 $).

The cheapest flight by United Airlines that our users were able to find is $87. This airfare is economy class on one-way UA1582 flight for October 7, 2025 leaving La Guardia in New York at 7:30 pm, it includes all taxes and additional fees.

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Other Popular Airlines on the Route

Besides United Airlines there are other 8 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 35 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):

  • from $67
    Find
  • AS - Alaska Airlines
    from $252
    Find
  • F9 - Frontier Airlines
    from $65
    Find
  • FI - Icelandair
    from $684
    Find
  • SY - Sun Country Airlines
    from $156
    Find
  • TK - Turkish Airlines
    from $1378
    Find
  • AY - Finnair
    from $2133
    Find
  • LX - SWISS International Air Lines
    from $4622
    Find
See more connecting flights

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.
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  • 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.

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