Find cheap flights from New York to Chicago

Find cheap flights from New York to Chicago

Round-trip
Economy
Boston (BOS)
Chicago All airports
Tue 8/4
Tue 8/11
Any month
Compare vs. KAYAK |
Search hundreds of travel sites at once for deals on flights to Chicago

Good to know

Low season

February Best time to beat the crowds with an average 3% drop in price.

High season

December Most popular time to fly with an average 13% increase in price.

Average price of a round-trip

$206 (avg. price over the last 2 weeks)

Good deal for a round-trip

$81 or less

FAQs for booking New York to Chicago flights

How does KAYAK find such low prices on flights from New York to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York to Chicago?

What is the Hacker Fare option on flights from New York to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York to Chicago?

Top airlines flying from New York to Chicago

Scores according to KAYAK customer reviews

8.2
JetBlue
Overall score based on 19,204 reviews
8.3
Boarding
8.3
Comfort
8.6
Crew
7.9
Entertainment
7.8
Food
Airline reviews
Read more about JetBlue

Book cheap flights from New York to Chicago (round-trip)

Airports
Origin
New York
$53
only
$53
$163
only
$163
Rochester
$138
only
$138
Newark
$42
only
$42
Buffalo
$105
only
$105
Destination
Chicago
$42
only
$42
Sat, Aug 1
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 40m
Sat, Aug 8
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 53m
Trip: 8 days
Based on null reviews
Sat, Aug 1
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Mon, Aug 10
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 53m
Trip: 10 days
Based on null reviews
Fri, Aug 7
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 31m
Sun, Aug 9
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 11m
Trip: 3 days
Based on null reviews
Fri, Sep 18
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
4h 48m
Sun, Sep 20
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
4h 28m
Trip: 3 days
Based on null reviews
Mon, Jul 27
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 40m
Sun, Aug 2
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 39m
Trip: 7 days
Based on null reviews
Fri, Jul 31
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Mon, Aug 3
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 39m
Trip: 4 days
Based on null reviews
Thu, Jul 23
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 49m
Fri, Jul 24
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 11m
Trip: 2 days
Based on null reviews
Tue, Sep 22
BUF
Buffalo Airport
ORD
Chicago O'Hare Airport
9h 05m
Sat, Sep 26
ORD
Chicago O'Hare Airport
BUF
Buffalo Airport
6h 57m
Trip: 5 days
Based on null reviews
Fri, Jul 31
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Mon, Aug 3
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 39m
Trip: 4 days
Based on null reviews
Wed, Sep 23
BUF
Buffalo Airport
ORD
Chicago O'Hare Airport
3h 30m
Wed, Sep 23
ORD
Chicago O'Hare Airport
BUF
Buffalo Airport
4h 52m
Trip: 1 days
Based on null reviews
Fri, Aug 14
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
7h 04m
Sun, Aug 16
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 53m
Trip: 3 days
Based on null reviews
Sat, Jul 25
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 40m
Thu, Jul 30
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 09m
Trip: 6 days
Based on null reviews
Mon, Nov 16
ROC
Greater Rochester Airport
ORD
Chicago O'Hare Airport
1h 50m
Tue, Nov 17
ORD
Chicago O'Hare Airport
ROC
Greater Rochester Airport
1h 37m
Trip: 2 days
Based on null reviews
Thu, Jul 23
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 49m
Fri, Jul 24
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 39m
Trip: 2 days
Based on null reviews
Sun, Jul 26
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Sun, Aug 2
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 13m
Trip: 8 days
Based on null reviews
Mon, Jul 27
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
8h 40m
Mon, Aug 3
ORD
Chicago O'Hare Airport
LGA
New York LaGuardia Airport
11h 46m
Trip: 8 days
Based on null reviews
Fri, Jul 24
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 35m
Mon, Jul 27
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 40m
Trip: 4 days
Based on null reviews
Thu, Jul 30
JFK
New York John F Kennedy Airport
ORD
Chicago O'Hare Airport
7h 12m
Sat, Aug 1
ORD
Chicago O'Hare Airport
JFK
New York John F Kennedy Airport
7h 27m
Trip: 3 days
Based on null reviews
Mon, Jul 27
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 35m
Sun, Aug 2
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
2h 13m
Trip: 7 days
Based on null reviews
Thu, Sep 3
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
7h 04m
Mon, Sep 7
ORD
Chicago O'Hare Airport
EWR
Newark Liberty Airport
6h 53m
Trip: 5 days
Based on null reviews

Book cheap flights from New York to Chicago (one-way)

Airports
Origin
New York
$27
only
$27
Newark
$24
only
$24
Buffalo
$59
only
$59
Destination
Chicago
$24
only
$24
$74
only
$74
Sat, Aug 1
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Based on null reviews
Tue, Aug 25
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 36m
Based on null reviews
Thu, Aug 13
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
11h 04m
Based on null reviews
Sun, Aug 2
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 27m
Based on null reviews
Sat, Aug 1
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 35m
Based on null reviews
Sun, Aug 16
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
8h 00m
Based on null reviews
Sat, Jul 25
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 59m
Based on null reviews
Tue, Jul 28
BUF
Buffalo Airport
ORD
Chicago O'Hare Airport
4h 55m
Based on null reviews
Sat, Aug 1
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
8h 40m
Based on null reviews
Sun, Jul 26
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
2h 27m
Based on null reviews
Thu, Jul 23
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
6h 49m
Based on null reviews
Fri, Jul 31
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
11h 29m
Based on null reviews
Thu, Oct 1
EWR
Newark Liberty Airport
MDW
Chicago Midway Airport
5h 22m
Based on null reviews
Fri, Jul 31
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
13h 58m
Based on null reviews
Thu, Aug 13
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
8h 32m
Based on null reviews
Fri, Sep 4
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
7h 04m
Based on null reviews
Wed, Aug 5
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
4h 00m
Based on null reviews
Fri, Aug 14
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
12h 22m
Based on null reviews
Fri, Aug 14
LGA
New York LaGuardia Airport
ORD
Chicago O'Hare Airport
8h 46m
Based on null reviews
Sun, Aug 16
EWR
Newark Liberty Airport
ORD
Chicago O'Hare Airport
10h 21m
Based on null reviews
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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