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NYC - CHI

$118 Find cheap flights from New York to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New York to Chicago departing on 28/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Fri 7/6
Fri 14/6

Search hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New York to Chicago, as well as popular online travel agencies
In the last 7 days, travellers have searched 43,968,530 times on KAYAK, and here's why:

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Cheap flight deals from New York to Chicago (NYC-CHI)

Here are some of the best deals found on KAYAK recently from the most popular 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 and deals for you by selecting your travel dates.
Choose your dates
15:25 - 21:56EWR-ORD
7h 31m1 stop
12:50 - 16:02ORD-EWR
2h 12mdirect
$203Spirit Airlines
Find Deal
Tue, 17 Sep - Wed, 18 Sep
15:25 - 21:56EWR-ORD
7h 31m1 stop
12:50 - 16:02ORD-EWR
2h 12mdirect
$204Spirit Airlines
Find Deal
Tue, 17 Sep - Wed, 18 Sep
14:48 - 16:18EWR-ORD
2h 30mdirect
12:50 - 16:02ORD-EWR
2h 12mdirect
$206Spirit Airlines
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Tue, 17 Sep - Wed, 18 Sep
13:00 - 18:34EWR-ORD
6h 34m1 stop
17:30 - 23:00ORD-EWR
4h 30m1 stop
$285Delta
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Tue, 30 Jul - Sat, 17 Aug
13:00 - 16:31EWR-ORD
4h 31m1 stop
13:35 - 19:24ORD-EWR
4h 49m1 stop
$286Delta
Find Deal
Tue, 17 Sep - Wed, 18 Sep
06:30 - 19:10EWR-ORD
13h 40m1 stop
17:00 - 10:38ORD-EWR
16h 38m1 stop
$321Sun Country Air
Find Deal
Mon, 8 Jul - Fri, 12 Jul
21:25 - 23:00EWR-ORD
2h 35mdirect
14:25 - 17:55ORD-EWR
2h 30mdirect
$322United Airlines
Find Deal
Sat, 25 May - Wed, 29 May
21:40 - 23:15EWR-ORD
2h 35mdirect
07:10 - 10:33ORD-EWR
2h 23mdirect
$325United Airlines
Find Deal
Wed, 29 May - Thu, 30 May
06:30 - 19:10EWR-ORD
13h 40m1 stop
20:45 - 10:42ORD-EWR
12h 57m1 stop
$347Sun Country Air
Find Deal
Mon, 8 Jul - Thu, 22 Aug
20:30 - 22:16EWR-ORD
2h 46mdirect
13:48 - 17:00ORD-EWR
2h 12mdirect
$565American Airlines
Find Deal
Sat, 1 Jun - Sun, 2 Jun

Flights from New York to Chicago - Travel Insights & Trends

Get data-powered insights and trends into flights from New York to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest New York to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from New York to Chicago.
Our data shows that the cheapest route for a one-way flight from New York to Chicago cost $95 and was between New York LaGuardia Airport and Chicago O'Hare Intl Airport. On average, the best prices are found if you fly from New York John F Kennedy Intl Airport to Chicago O'Hare Intl Airport. The average price for a return flight for this route is $222.

What is the cheapest month to fly from New York to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from New York to Chicago is February, where tickets cost $295 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $542 and $475 respectively.

How far in advance should I book a flight from New York to Chicago?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from New York to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from New York to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 77 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The cheapest return flight ticket from New York to Chicago found by KAYAK users in the last 72 hours was for $203 on Spirit Airlines, followed by Delta ($285). One-way flight deals have also been found from as low as $118 on Delta and from $157 on United Airlines.

How many flights are there between New York and Chicago per day?

Each day, there are between 78 and 105 nonstop flights that take off from New York and land in Chicago, with an average flight time of 2h 39m. The most common departure time is 08:00 and most flights take off in the morning, while the most flights land at Chicago O'Hare Intl Airport. Each week, there are 664 flights. The most frequent day of departure is Friday, when 16% of all weekly flights depart. The fewest flights depart on a Saturday.

Which cabin class options are there for flights between New York and Chicago?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
There are 4 cabin class options for the route. These are First, Business, Economy and Prem Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

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

Direct flights cover the 1,841 km separating New York and Chicago in about 2h 29m.

What’s the earliest departure time from New York to Chicago?

Early birds can take the earliest flight from New York at 05:51 and will be landing in Chicago at 07:20.

What’s the latest departure time from New York to Chicago?

If you prefer to fly at night, the latest flight from New York to Chicago jets off at 21:55 and lands at 23:15.

Good to know

Low season

January

High season

May

Cheapest flight

$118
Best time to beat the crowds (26% less expensive on average)
Most popular time to fly (2% more expensive on average)
Flight from Newark Liberty Airport to Chicago

When to book flights from New York to Chicago

Are your dates flexible? Find out the best times to travel from New York to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from New York to Chicago

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

    Chicago Midway is closer to downtown Chicago, and since it is a smaller airport it can be less busy and easier to navigate; however, because of the airport size difference, Chicago O'Hare International tends to have more flights and is served by more carriers.

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

    Rides start at $38 but can, of course, be higher depending on the time of day and traffic conditions.

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

    Chicago O'Hare International utilizes a cell phone lot for those wishing to pick up arriving passengers. The lot has a flight information display to let those waiting know when you have arrived. The airport does not allow stopping in front of the terminal except for immediate pickup of passengers, so the cell phone lot is an excellent option for those waiting for arriving passengers.

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

    One very convenient and unique way to get to New York LaGuardia is via the New York City Ferry. You can take the ferry from New York to the last stop at Astoria and then get a taxi or Uber to the airport. The ferry offers alcoholic and non-alcoholic drinks as well as a variety of snacks on board, making it a comfortable journey overall.

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

    In the last 3 days, the lowest price for a flight from New York to Chicago was $78 for a one-way ticket and $134 for a return.

  • Which airlines offer Wi-Fi service onboard planes from New York to Chicago?

    American Airlines, Delta, and JetBlue offer inflight Wi-Fi service on the New York to Chicago flight route.

  • Which aircraft models fly most regularly from New York to Chicago?

    The Boeing 737-800 is the aircraft model that flies most regularly on the New York to Chicago flight route.

  • Which airline alliances offer flights from New York to Chicago?

    oneworld, SkyTeam, and Star Alliance are the airline alliances operating flights between New York and Chicago, with SkyTeam being the most commonly used for this route.

  • On which days can I fly direct from New York to Chicago?

    There are direct flights from New York to Chicago on a daily basis.

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

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from New York is likely to change within 7 days, so travelers know whether to wait or book now.

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

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to New York with another airline.

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

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from New York up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from New York to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $302 or less one-way.
  • 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.
See more tips

Prefer to fly direct from New York to Chicago?

Find which airlines fly direct from New York to Chicago, which days they fly and book direct flights.

Direct departures

New York to Chicago

Monday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

Wednesday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Thursday

ANA, Air Europa, Air France, +31 more

ANA, Air Europa, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +33 more

ANA, Aerolineas Argentinas, +34 more

See more direct flights

Direct returns

Chicago to New York

Monday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Tuesday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Wednesday

ANA, Aerolineas Argentinas, Air Europa, +32 more

ANA, Aerolineas Argentinas, +33 more

Thursday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Friday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Saturday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

Sunday

ANA, Aerolineas Argentinas, Air Europa, +31 more

ANA, Aerolineas Argentinas, +32 more

See more direct flights
See more direct flights

Book cheap flights from New York to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from New York to Chicago found on KAYAK in the last 72 hours.
28/5Tue
1 stopDelta
4h 20mEWR-ORD
$118
6/6Thu
1 stopDelta
4h 20mEWR-ORD
$142
27/5Mon
directUnited Airlines
2h 35mEWR-ORD
$157
25/5Sat
directUnited Airlines
2h 35mEWR-ORD
$166
29/7Mon
1 stopSun Country Air
9h 30mEWR-ORD
$219
26/7Fri
1 stopSun Country Air
6h 37mEWR-ORD
$292
21/5Tue
directAmerican Airlines
2h 40mEWR-ORD
$295
29/10Tue
2 stopsAlaska Airlines
15h 03mEWR-ORD
$350
31/5Fri
2 stopsAlaska Airlines
22h 21mEWR-ORD
$368
16/5Thu
1 stopAmerican Airlines
4h 53mEWR-ORD
$384

Search by stops

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Search by price

Last minute flights from New York to Chicago

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from New York to Chicago that are departing in the next 10 days.
10/5Fri
multi-stopUnited Airlines
13h 55mEWR-ORD
11/5Sat
directUnited Airlines
2h 18mORD-EWR
$496
12/5Sun
multi-stopDelta
7h 13mEWR-ORD
15/5Wed
multi-stopDelta
4h 46mORD-EWR
$533
10/5Fri
multi-stopDelta
6h 17mEWR-ORD
18/5Sat
multi-stopDelta
5h 01mORD-EWR
$562
13/5Mon
directUnited Airlines
2h 38mEWR-ORD
18/5Sat
directUnited Airlines
2h 28mORD-EWR
$586
13/5Mon
multi-stopUnited Airlines
4h 27mEWR-ORD
15/5Wed
multi-stopUnited Airlines
4h 12mORD-EWR
$589
13/5Mon
multi-stopUnited Airlines
5h 10mEWR-ORD
15/5Wed
directUnited Airlines
2h 16mORD-EWR
$599
13/5Mon
multi-stopDelta
4h 00mEWR-ORD
15/5Wed
multi-stopDelta
4h 46mORD-EWR
$645
12/5Sun
multi-stopAlaska Airlines
34h 16mEWR-ORD
15/5Wed
multi-stopAlaska Airlines
22h 51mORD-EWR
$1,282
13/5Mon
multi-stopAlaska Airlines
34h 16mEWR-ORD
15/5Wed
multi-stopAlaska Airlines
29h 44mORD-EWR
$1,312
13/5Mon
multi-stopAlaska Airlines
34h 16mEWR-ORD
15/5Wed
multi-stopAlaska Airlines
22h 51mORD-EWR
$1,320

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - New York

Cabin classes:

$1,464
$222

Browse origins:

  • Flights » 
  • New York

Browse destinations:

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  • Worldwide » 
  • Chicago