United Airlines New York to Chicago Flights
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
Cheap Flights from New York to Chicago by United Airlines
Price | Departure | Arrival | Flight Time | Airline | Flight |
---|---|---|---|---|---|
from $87 | 7:30 pm New York La Guardia | 9:07 pm Chicago O'Hare International | 2h 37m | United Airlines | UA1582 |
from $87 | 9:18 am New York La Guardia | 10:55 am Chicago O'Hare International | 2h 37m | United Airlines | UA623 |
from $87 | 1:18 pm New York La Guardia | 2:55 pm Chicago O'Hare International | 2h 37m | United Airlines | UA2199 |
from $87 | 11:20 am New York La Guardia | 12:57 pm Chicago O'Hare International | 2h 37m | United Airlines | UA705 |
from $87 | 8:25 am New York La Guardia | 10:02 am Chicago O'Hare International | 2h 37m | United Airlines | UA1554 |
from $87 | 10:20 am New York La Guardia | 11:57 am Chicago O'Hare International | 2h 37m | United Airlines | UA1310 |
from $87 | 3:25 pm New York La Guardia | 5:02 pm Chicago O'Hare International | 2h 37m | United Airlines | UA1504 |
from $87 | 5:19 pm New York La Guardia | 6:55 pm Chicago O'Hare International | 2h 36m | United Airlines | UA2299 |
from $87 | 8:30 pm New York La Guardia | 10:07 pm Chicago O'Hare International | 2h 37m | United Airlines | UA2848 |
from $87 | 6:25 am New York La Guardia | 8:02 am Chicago O'Hare International | 2h 37m | United Airlines | UA1139 |
from $104 | 9:30 pm New York La Guardia | 11:09 pm Chicago O'Hare International | 2h 39m | United Airlines | UA2603 |
from $120 | 11:25 am New York La Guardia | 1:03 pm Chicago O'Hare International | 2h 38m | United Airlines | UA1941 |
from $165 | 7:30 pm New York La Guardia | 9:09 pm Chicago O'Hare International | 2h 39m | United Airlines | UA1568 |
from $99 | 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 $119 | 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 $150 | 6:00 am New York La Guardia | 9:43 am Chicago O'Hare International | 4h 43m layover 1h 3m - Washington D.C. | United Airlines | UA6293 UA1909 |
United Airlines Flight Schedule New York to Chicago
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 |
Find flight
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 |
Find flight
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 |
Find flight
from$105 |
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.
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 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:
- from $42Find
Connecting Flights
List of flights with layovers (1 and more stops):
- from $67Find
- AS - Alaska Airlinesfrom $252Find
- F9 - Frontier Airlinesfrom $65Find
- FI - Icelandairfrom $684Find
- SY - Sun Country Airlinesfrom $156Find
- TK - Turkish Airlinesfrom $1378Find
- AY - Finnairfrom $2133Find
- LX - SWISS International Air Linesfrom $4622Find
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