United Airlines New York to Chicago Flights

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Cheapflightsplus.com will find cheap United Airlines flights from New York to Chicago. Compare airline ticket prices and book air tickets starting from $114 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 september: one-way - $114, two-way – $195.

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Cheap Flights from New York to Chicago by United Airlines

Look at the list of plane tickets for the most popular direct and connecting flights by United Airlines, their prices start from $114. The fastest nonstop flight takes 2h 37m. The fastest connecting flight — 4h 40m.

Price	Departure	Arrival	Flight Time	Airline	Flight
from $114 Find flight	7:20 am New York La Guardia	8:57 am Chicago O'Hare International	2h 37m	United Airlines	UA561
from $125 Find flight	8:30 pm New York La Guardia	10:09 pm Chicago O'Hare International	2h 39m	United Airlines	UA2181
from $135 Find flight	6:30 pm New York La Guardia	8:10 pm Chicago O'Hare International	2h 40m	United Airlines	UA1289
from $246 Find flight	6:00 am New York La Guardia	9:43 am Chicago O'Hare International	4h 43m layover 1h 3m - Washington D.C.	United Airlines	UA3656 UA2440
from $258 Find flight	7:29 pm New York La Guardia	11:30 pm Chicago O'Hare International	5h 1m layover 1h 17m - Washington D.C.	United Airlines	UA6186 UA1738
from $258 Find flight	10:25 am New York La Guardia	4:52 pm Chicago O'Hare International	7h 27m layover 3h 48m - Washington D.C.	United Airlines	UA6108 UA1057
from $317 Find flight	7:29 pm New York La Guardia	11:30 pm Chicago O'Hare International	5h 1m layover 1h 17m - Washington D.C.	United Airlines	UA3633 UA1738
from $431 Find flight	3:00 pm New York La Guardia	6:40 pm Chicago O'Hare International	4h 40m layover 0h 46m - Washington D.C.	United Airlines	UA3688 UA2497
from $439 Find flight	10:25 am New York La Guardia	2:33 pm Chicago O'Hare International	5h 8m layover 1h 29m - Washington D.C.	United Airlines	UA6108 UA2331
from $426 Find flight	7:29 pm New York La Guardia	6:30 am+1 день Chicago O'Hare International	12h 1m layover 1h 18m - Washington D.C. 6h 1m - Detroit	United Airlines	UA6186 UA3582 UA3442
from $432 Find flight	7:29 pm New York La Guardia	6:30 am+1 день Chicago O'Hare International	12h 1m layover 1h 18m - Washington D.C. 6h 1m - Detroit	United Airlines	UA3633 UA3582 UA3442
from $432 Find flight	7:29 pm New York La Guardia	7:42 am+1 день Chicago O'Hare International	13h 13m layover 1h 18m - Washington D.C. 7h 15m - Detroit	United Airlines	UA3633 UA3582 UA426
from $432 Find flight	7:29 pm New York La Guardia	9:21 am+1 день Chicago O'Hare International	14h 52m layover 1h 18m - Washington D.C. 8h 51m - Detroit	United Airlines	UA6186 UA3582 UA4736
from $432 Find flight	7:29 pm New York La Guardia	7:42 am+1 день Chicago O'Hare International	13h 13m layover 1h 18m - Washington D.C. 7h 15m - Detroit	United Airlines	UA6186 UA3582 UA426
from $457 Find flight	6:00 am New York La Guardia	11:41 am Chicago O'Hare International	6h 41m layover 1h 8m - Washington D.C. 0h 57m - Detroit	United Airlines	UA3656 UA3480 UA4389
from $510 Find flight	7:29 pm New York La Guardia	6:20 am+1 день Chicago O'Hare International	11h 51m layover 1h 13m - Washington D.C. 6h 2m - Indianapolis	United Airlines	UA6186 UA6021 UA3479

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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 09/04/2025

United Airlines Flight Schedule New York to Chicago

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	Flight Details	Flight Time	Price
10:25 am — 4:52 pm	10:25 am — 11:51 am UA6108 United Airlines New York — Washington D.C. 3h 48m stop 3:39 pm — 4:52 pm UA1057 United Airlines Washington D.C. — Chicago	7h 27m including layover	Find flight from$258
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	Find flight from$439
10:29 am — 2:33 pm	10:29 am — 11:55 am UA3631 United Airlines New York — Washington D.C. 1h 25m stop 1:20 pm — 2:33 pm UA2331 United Airlines Washington D.C. — Chicago	5h 4m including layover	Find flight from$835
3:00 pm — 6:40 pm	3:00 pm — 4:27 pm UA3688 United Airlines New York — Washington D.C. 46m stop 5:13 pm — 6:40 pm UA2497 United Airlines Washington D.C. — Chicago	4h 40m including layover	Find flight from$431
6:00 am — 9:43 am	6:00 am — 7:27 am UA3656 United Airlines New York — Washington D.C. 1h 3m stop 8:30 am — 9:43 am UA2440 United Airlines Washington D.C. — Chicago	4h 43m including layover	Find flight from$246
6:00 am — 11:41 am	6:00 am — 7:27 am UA3656 United Airlines New York — Washington D.C. 1h 8m stop 8:35 am — 10:13 am UA3480 United Airlines Washington D.C. — Detroit 57m stop 11:10 am — 11:41 am UA4389 United Airlines Detroit — Chicago	6h 41m including layover	Find flight from$457
6:00 am — 2:16 pm	6:00 am — 7:27 am UA3656 United Airlines New York — Washington D.C. 5h 33m stop 1:00 pm — 2:16 pm UA1347 United Airlines Washington D.C. — Chicago	9h 16m including layover	Find flight from$589
6:00 am — 3:27 pm	6:00 am — 7:27 am UA3656 United Airlines New York — Washington D.C. 58m stop 8:25 am — 10:18 am UA222 United Airlines Washington D.C. — Atlanta 4h 17m stop 2:35 pm — 3:27 pm DL1739 Delta Air Lines Inc. Atlanta — Chicago	10h 27m including layover	Find flight from$1075
6:30 pm — 8:10 pm	6:30 pm — 8:10 pm UA1289 United Airlines New York — Chicago	2h 40m	Find flight from$135
7:20 am — 8:57 am	7:20 am — 8:57 am UA561 United Airlines New York — Chicago	2h 37m	Find flight from$114
7:29 pm — 11:30 pm	7:29 pm — 9:02 pm UA6186 United Airlines New York — Washington D.C. 1h 17m stop 10:19 pm — 11:30 pm UA1738 United Airlines Washington D.C. — Chicago	5h 1m including layover	Find flight from$258
7:29 pm — 11:30 pm	7:29 pm — 9:02 pm UA3633 United Airlines New York — Washington D.C. 1h 17m stop 10:19 pm — 11:30 pm UA1738 United Airlines Washington D.C. — Chicago	5h 1m including layover	Find flight from$317
7:29 pm — 6:30 am +1 day	7:29 pm — 9:02 pm UA6186 United Airlines New York — Washington D.C. 1h 18m stop 10:20 pm — 11:59 pm UA3582 United Airlines Washington D.C. — Detroit 6h 1m stop 6:00 am — 6:30 am UA3442 United Airlines Detroit — Chicago	12h 1m including layover	Find flight from$426
7:29 pm — 6:30 am +1 day	7:29 pm — 9:02 pm UA3633 United Airlines New York — Washington D.C. 1h 18m stop 10:20 pm — 11:59 pm UA3582 United Airlines Washington D.C. — Detroit 6h 1m stop 6:00 am — 6:30 am UA3442 United Airlines Detroit — Chicago	12h 1m including layover	Find flight from$432
7:29 pm — 7:42 am +1 day	7:29 pm — 9:02 pm UA3633 United Airlines New York — Washington D.C. 1h 18m stop 10:20 pm — 11:59 pm UA3582 United Airlines Washington D.C. — Detroit 7h 15m stop 7:14 am — 7:42 am UA426 United Airlines Detroit — Chicago	13h 13m including layover	Find flight from$432
7:29 pm — 9:21 am +1 day	7:29 pm — 9:02 pm UA6186 United Airlines New York — Washington D.C. 1h 18m stop 10:20 pm — 11:59 pm UA3582 United Airlines Washington D.C. — Detroit 8h 51m stop 8:50 am — 9:21 am UA4736 United Airlines Detroit — Chicago	14h 52m including layover	Find flight from$432
7:29 pm — 7:42 am +1 day	7:29 pm — 9:02 pm UA6186 United Airlines New York — Washington D.C. 1h 18m stop 10:20 pm — 11:59 pm UA3582 United Airlines Washington D.C. — Detroit 7h 15m stop 7:14 am — 7:42 am UA426 United Airlines Detroit — Chicago	13h 13m including layover	Find flight from$432
7:29 pm — 6:20 am +1 day	7:29 pm — 9:02 pm UA6186 United Airlines New York — Washington D.C. 1h 13m stop 10:15 pm — 11:58 pm UA6021 United Airlines Washington D.C. — Indianapolis 6h 2m stop 6:00 am — 6:20 am UA3479 United Airlines Indianapolis — Chicago	11h 51m including layover	Find flight from$510
7:29 pm — 6:20 am +1 day	7:29 pm — 9:02 pm UA3633 United Airlines New York — Washington D.C. 1h 13m stop 10:15 pm — 11:58 pm UA6021 United Airlines Washington D.C. — Indianapolis 6h 2m stop 6:00 am — 6:20 am UA3479 United Airlines Indianapolis — Chicago	11h 51m including layover	Find flight from$521
7:29 pm — 7:49 am +1 day	7:29 pm — 9:02 pm UA3633 United Airlines New York — Washington D.C. 9h 33m stop 6:35 am — 7:49 am UA708 United Airlines Washington D.C. — Chicago	13h 20m including layover	Find flight from$543
8:30 pm — 10:09 pm	8:30 pm — 10:09 pm UA2181 United Airlines New York — Chicago	2h 39m	Find flight from$125

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times are local. Last updated on 09/04/2025

Flight Information

There are 3 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 10:25 am to 8:30 pm. Nonstop flight is 2h 37m. The time difference between New York and Chicago is 1h.

The fastest flight 2h 37m
Average flight time 2h 39m
The earliest flight 10:25 am
The latest flight 8:30 pm
Distance 711 ml

The cheapest months for traveling to Chicago are may (from 114 $), september (from 114 $), august (from 115 $).

The most expensive and popular months are june (from 125 $), july (from 118 $), august (from 115 $).

The cheapest flight by United Airlines that our users were able to find is $114. This airfare is economy class on one-way UA561 flight for September 11, 2025 leaving La Guardia in New York at 7:20 am, it includes all taxes and additional fees.

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United Airlines Airplanes on the Route

List of the most popular United Airlines airplanes flying from New York to Chicago:

Other Popular Airlines on the Route

Besides United Airlines there are other 11 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 27 direct flights every day from New York. Airlines and fares are below:

B6 - JetBlue

from $219

Find
WN - Southwest Airlines

from $299

Find
DL - Delta Air Lines Inc.

from $254

Find
NK - Spirit Airlines

from $55

Find
AA - American Airlines

from $291

Find

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Connecting Flights

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

B6 - JetBlue

from $519

Find
WN - Southwest Airlines

from $237

Find
DL - Delta Air Lines Inc.

from $258

Find
NK - Spirit Airlines

from $165

Find
AA - American Airlines

from $262

Find
AS - Alaska Airlines

from $781

Find
F9 - Frontier Airlines

from $166

Find
FI - Icelandair

from $1231

Find
LA - LAN Airlines

from $1869

Find
SY - Sun Country Airlines

from $681

Find
AM - Aeromexico

from $1308

Find

See more connecting flights

How to book an air ticket yourself?

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