NYC - CHI

$70 Find Cheap United Airlines Flights from New York to Chicago

1 adult
1 adult, Economy, 0 bags

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Flight Deals

Cheap United Airlines Flight Deals from New York to Chicago

 
Here are some of the best deals found on KAYAK recently from United Airlines for round-trip flights from New York to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip United Airlines flight deals from New York to Chicago

Sat, Jan 17 - Tue, Jan 20
United Airlines Logo
4:29 pm - 6:15 pm
EWR
-
ORD
2h 46mnonstop
United Airlines Logo
7:10 am - 10:26 am
ORD
-
EWR
2h 16mnonstop
$139United Airlines
Sun, Feb 22 - Sun, Mar 1
United Airlines Logo
6:10 am - 7:55 am
LGA
-
ORD
2h 45mnonstop
United Airlines Logo
8:55 am - 12:12 pm
ORD
-
LGA
2h 17mnonstop
$139United Airlines
Wed, Feb 18 - Sat, Feb 21
United Airlines Logo
5:15 pm - 7:00 pm
LGA
-
ORD
2h 45mnonstop
United Airlines Logo
6:00 am - 9:12 am
ORD
-
LGA
2h 12mnonstop
$147United Airlines
Wed, Feb 11 - Sat, Feb 14
United Airlines Logo
6:27 pm - 8:13 pm
EWR
-
ORD
2h 46mnonstop
United Airlines Logo
6:00 am - 9:07 am
ORD
-
EWR
2h 07mnonstop
$148United Airlines
Thu, Jan 15 - Sun, Jan 18
United Airlines Logo
10:10 am - 11:57 am
LGA
-
ORD
2h 47mnonstop
United Airlines Logo
1:00 pm - 4:13 pm
ORD
-
LGA
2h 13mnonstop
$148United Airlines
Sat, Jan 31 - Sat, Jan 31
United Airlines Logo
6:00 am - 7:54 am
EWR
-
ORD
2h 54mnonstop
United Airlines Logo
10:52 am - 2:08 pm
ORD
-
EWR
2h 16mnonstop
$154United Airlines
Wed, Jan 21 - Sat, Jan 24
United Airlines Logo
11:30 am - 1:15 pm
EWR
-
ORD
2h 45mnonstop
United Airlines Logo
7:10 am - 10:24 am
ORD
-
EWR
2h 14mnonstop
$157United Airlines
Wed, Jan 21 - Thu, Jan 22
United Airlines Logo
5:15 pm - 6:55 pm
LGA
-
ORD
2h 40mnonstop
United Airlines Logo
8:00 pm - 11:21 pm
ORD
-
LGA
2h 21mnonstop
$157United Airlines
Tue, Jan 27 - Tue, Feb 24
United Airlines Logo
12:42 pm - 2:28 pm
EWR
-
ORD
2h 46mnonstop
United Airlines Logo
9:15 am - 12:28 pm
ORD
-
EWR
2h 13mnonstop
$158United Airlines
Thu, Jan 29 - Sun, Feb 1
United Airlines Logo
10:28 am - 2:25 pm
LGA
-
ORD
4h 57m1 stop
United Airlines Logo
6:00 am - 9:08 am
ORD
-
LGA
2h 08mnonstop
$158United Airlines
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$70
Average price round-trip$1,077
Good deal round-trip$916
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Newark Liberty Airport to Chicago O'Hare Airport
(avg. price over the last 2 weeks)
or less

When to Book Flights with United Airlines from New York to Chicago

Average price per month
Flight prices as travel date approaches

FAQs for flying to Chicago with United Airlines

  • How far in advance should I book tickets for a flight with United Airlines from New York to Chicago?

    Generally, when trying to get a below average price for your ticket, try to book around 14 days before departure. For the cheapest possible price, our data suggests booking 54 days before departure.

  • Is United Airlines the cheapest airline to fly with from New York to Chicago?

    With an average price of $301 return, United Airlines is not the cheapest airline to fly from New York to Chicago with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $161 on average.

  • What is the cheapest United Airlines flight from New York to Chicago?

    In the last 3 days, the lowest price for a flight with United Airlines from New York to Chicago was $59 for a return flight and $32 for a one-way flight.

  • Does United Airlines fly direct to Chicago from New York?

    Yes, United Airlines does offer direct flights for the route, with around 126 flights per week.

  • What’s the cheapest day of the week to fly from New York to Chicago with United Airlines?

    On average, the cheapest day of the week to fly from New York to Chicago with United Airlines is Tuesday, when prices are around $72. The most expensive day is generally Sunday, where the average price is around $84.

  • What’s the cheapest month to fly from New York to Chicago with United Airlines?

    The cheapest month for United Airlines flights to Chicago from New York is generally January, where plane tickets cost $121 on average. If possible, try to avoid the most expensive months of May and July, where tickets cost $267 and $267 respectively.

United Airlines Customer Reviews

7.4
Good9,115 verified ratings
7.1Entertainment
7.7Boarding
7.3Comfort
6.6Food
8.1Crew
Pros +
  • Flight was quick and easy. (in 2447 reviews)
  • "Clean plane, organized crew." (in 2084 reviews)
Show reviews that mention
Traveler rating:
Sort by:
J
2.0 Poor
ORD
-
YYZ
Not United Airlines' fault. It's ORL airport's fault.
D
10.0 Wonderful
ORD
-
EWR
Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.
H
10.0 Wonderful
FLL
-
DEN
Was an easy flight
V
6.0 Okay
IAH
-
SFO
Houston airport is awful. Inefficient and rude.
V
8.0 Very good
EZE
-
IAH
everything was pretty good. Houston airport is awful. Unnecessarily inefficient; people working there are rude. Badly run
V
10.0 Wonderful
SFO
-
BOS
United airlines has the best customer experience from booking to arrival. I always fly United airlines. The mileage program is excellent
R
10.0 Wonderful
RIC
-
ORD
They did the one thing that really matters - got to Chicago early.
V
8.0 Very good
ORD
-
PHX
I liked the snacks and the flight attendants were friendly.
B
10.0 Wonderful
IAH
-
SFO
Good
B
10.0 Wonderful
UIO
-
IAH
Very Good!! Offered drinks and very polite

Everything you need to know for your flight from New York to Chicago

Other airlines flying from New York to Chicago

Flights from the other most popular airlines that fly from New York to Chicago according to KAYAK users. Prices are the lowest found on KAYAK over the last 7 days. Price and availability are not guaranteed.