Find cheap flights from New York to Chicago

NYC - CHI

Find cheap flights from New York to Chicago

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Economy
New York (NYC)
Chicago All airports
Fri 8/7
Fri 8/14
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Good to know

Low season

February Best time to beat the crowds with an average 32% drop in price.

High season

December Most popular time to fly with an average 22% increase in price.

Average price of a round-trip

$183 (avg. price over the last 2 weeks)

Good deal for a round-trip

$164 or less

When to book flights from New York to Chicago

Estimated round-trip price
Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for finding a cheap flight

  • Looking for a cheap flight? 25% of our users found flights on this route for $116 or less.
  • The cheapest flight from New York to Chicago was found 77 days before departure, on average.
  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is February.
  • Morning departure is around 32% cheaper than an evening flight, on average*.
  • Passengers find that when hunger strikes before flights from New York to Chicago, a great place to eat is the New York classic Shake Shack located at Terminal 4 at New York John F. Kennedy International. Shake Shack offers burgers, chicken sandwiches, hot dogs, and, of course, amazing shakes.
  • If man's best friend will also be traveling on your flights from New York to Chicago, each terminal at Newark International offers a pet relief station. The areas at Terminal B and C are pre-security while the area at Terminal A is after security.
  • The Centurion Lounge at New York LaGuardia is a great place to spend some time before flights from New York to Chicago. The lounge offers a dining menu created by one of Zagat’s top 30 under 30 chefs and a cocktail selection created by on the nation's top mixologists.
  • If you do not want to bother with the hustle and bustle of downtown Chicago, there are many hotels located near Chicago O'Hare International that will suit any traveler’s taste and budget. The SpringHill Suites Chicago O'Hare has top-rated service, a convenient location near the airport, and a free airport shuttle. If your whole family is making the trip, the Hilton Garden Inn Chicago O'Hare Airport is just for you, as it includes an indoor pool and kids’ menus.
  • If you are looking for a budget-friendly way to get from Chicago O'Hare International to downtown Chicago, look no further than a ride on the EL Train. The trip costs just a few dollars and will take you right into downtown Chicago. It should be noted that this can be a difficult choice if you are traveling with more than just one or two bags.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking New York to Chicago flights

Which airlines have a flexible cancellation policy for flights from New York to Chicago due to COVID-19?

Which airlines apply social distancing measures on flights from New York to Chicago due to COVID-19?

How long does a flight from New York to Chicago take?

How many flights are there between New York and Chicago?

Which airlines provide the cheapest flights from New York to Chicago?

Do I need a passport to fly between New York and Chicago?

Which airlines fly most frequently between New York and Chicago?

What’s the cheapest day of the week to fly from New York to Chicago?

Which airports will I be using when flying from New York to Chicago?

When looking for flights from New York to Chicago which Chicago airport should I choose?

What is the cost of an Uber from Chicago O'Hare International to downtown Chicago?

What is the best way for someone to pick me up at Chicago O'Hare International?

What is the fastest way to get to New York LaGuardia airport?

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 19,205 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

Recent round-trip flight deals

8/1
Sat
nonstop
Multiple Airlines
2h 40m
EWR - ORD
8/8
Sat
1 stop
Multiple Airlines
6h 53m
ORD - EWR
8/1
Sat
1 stop
Spirit Airlines
6h 59m
EWR - ORD
8/10
Mon
1 stop
Spirit Airlines
6h 53m
ORD - EWR
8/7
Fri
nonstop
Cape Air
2h 31m
EWR - ORD
8/9
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nonstop
Cape Air
2h 11m
ORD - EWR
9/18
Fri
1 stop
Allegiant Air
4h 48m
EWR - ORD
9/20
Sun
1 stop
Allegiant Air
4h 28m
ORD - EWR
7/27
Mon
nonstop
Multiple Airlines
2h 40m
EWR - ORD
8/2
Sun
1 stop
Multiple Airlines
6h 39m
ORD - EWR
7/31
Fri
1 stop
Spirit Airlines
6h 59m
EWR - ORD
8/3
Mon
1 stop
Spirit Airlines
6h 39m
ORD - EWR
7/23
Thu
1 stop
Multiple Airlines
6h 49m
EWR - ORD
7/24
Fri
nonstop
Multiple Airlines
2h 11m
ORD - EWR
7/31
Fri
1 stop
Spirit Airlines
6h 59m
EWR - ORD
8/3
Mon
1 stop
Spirit Airlines
6h 39m
ORD - EWR
8/14
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1 stop
Spirit Airlines
7h 04m
EWR - ORD
8/16
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1 stop
Spirit Airlines
6h 53m
ORD - EWR
7/23
Thu
1 stop
Spirit Airlines
6h 49m
EWR - ORD
7/24
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Spirit Airlines
6h 39m
ORD - EWR
7/27
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1 stop
Spirit Airlines
8h 40m
LGA - ORD
8/3
Mon
1 stop
Spirit Airlines
11h 46m
ORD - LGA
7/24
Fri
nonstop
Cape Air
2h 35m
EWR - ORD
7/27
Mon
1 stop
Cape Air
6h 40m
ORD - EWR
9/12
Sat
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Delta
4h 01m
EWR - MDW
9/14
Mon
1 stop
Delta
4h 24m
MDW - EWR
7/30
Thu
1 stop
Sun Country Air
7h 12m
JFK - ORD
8/1
Sat
1 stop
Sun Country Air
7h 27m
ORD - JFK
9/3
Thu
1 stop
Spirit Airlines
7h 04m
EWR - ORD
9/7
Mon
1 stop
Spirit Airlines
6h 53m
ORD - EWR
Show more results

Recent one-way flight deals

8/1
Sat
1 stop
Spirit Airlines
6h 59m
EWR - ORD
8/25
Tue
nonstop
Major Airline
2h 36m
EWR - ORD
8/13
Thu
1 stop
Multiple Airlines
11h 04m
EWR - ORD
8/2
Sun
nonstop
Cape Air
2h 27m
EWR - ORD
8/1
Sat
nonstop
Sun Country Air
2h 35m
EWR - ORD
7/25
Sat
1 stop
Spirit Airlines
6h 59m
EWR - ORD
8/1
Sat
1 stop
Spirit Airlines
8h 40m
LGA - ORD
7/26
Sun
nonstop
Major Airline
2h 27m
EWR - ORD
7/23
Thu
1 stop
Spirit Airlines
6h 49m
EWR - ORD
7/31
Fri
1 stop
Multiple Airlines
11h 29m
EWR - ORD
10/1
Thu
1 stop
Allegiant Air
5h 22m
EWR - MDW
7/31
Fri
1 stop
Spirit Airlines
13h 58m
LGA - ORD
8/1
Sat
nonstop
Delta
2h 27m
LGA - ORD
8/13
Thu
1 stop
Multiple Airlines
8h 32m
LGA - ORD
9/4
Fri
1 stop
Spirit Airlines
7h 04m
EWR - ORD
8/5
Wed
1 stop
Cape Air
4h 00m
EWR - ORD
8/14
Fri
1 stop
Multiple Airlines
12h 22m
LGA - ORD
8/14
Fri
1 stop
Spirit Airlines
8h 46m
LGA - ORD
8/16
Sun
1 stop
Multiple Airlines
10h 21m
EWR - ORD
Show more results
*
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.

^
The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.
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