Cheap Flights from New York to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Flights from New York to Chicago
Cheapest airlines flights from New York to Chicago
Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.
Find cheap flights from New York to Chicago
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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Cheapest nonstop
LGA 18:302h 35mNonstopORD 20:05New York - Chicago | Fri, Jun 13 | Spirit Airlines
ORD 21:282h 18mNonstopEWR 00:46Chicago - New York | Fri, Jun 20 | Spirit AirlinesUS$78 US$66488% OFF88% OFFUS$664 US$78 -
EWR 12:572h 44mNonstopORD 14:41New York - Chicago | Thu, Jul 10 | Spirit Airlines
ORD 08:502h 12mNonstopEWR 12:02Chicago - New York | Thu, Jul 17 | Spirit AirlinesUS$84 US$66487% OFF87% OFFUS$664 US$84
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EWR 12:572h 44mNonstopORD 14:41New York - Chicago | Wed, Jul 9 | Spirit Airlines
ORD 08:502h 12mNonstopEWR 12:02Chicago - New York | Wed, Jul 16 | Spirit AirlinesUS$85 US$66487% OFF87% OFFUS$664 US$85
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jul 1 | Spirit Airlines
ORD 06:152h 11mNonstopEWR 09:26Chicago - New York | Wed, Jul 2 | Jetblue AirwaysUS$10085% OFFUS$664 US$100
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jul 8 | Spirit Airlines
ORD 05:512h 9mNonstopLGA 09:00Chicago - New York | Wed, Jul 9 | Spirit AirlinesUS$10784% OFFUS$664 US$107
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LGA 18:302h 35mNonstopORD 20:05New York - Chicago | Tue, Jun 24 | Spirit Airlines
ORD 21:282h 18mNonstopEWR 00:46Chicago - New York | Tue, Jul 1 | Spirit AirlinesUS$15377% OFFUS$664 US$153
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Wed, Jun 25 | Spirit Airlines
ORD 21:282h 18mNonstopEWR 00:46Chicago - New York | Wed, Jul 2 | Spirit AirlinesUS$21368% OFFUS$664 US$213
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Wed, Jun 18 | Spirit Airlines
ORD 05:512h 9mNonstopLGA 09:00Chicago - New York | Wed, Jun 25 | Spirit AirlinesUS$27957% OFFUS$664 US$279
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jun 17 | Spirit Airlines
ORD 21:282h 18mNonstopEWR 00:46Chicago - New York | Tue, Jun 17 | Spirit AirlinesUS$35646% OFFUS$664 US$356
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Sat, Jun 14 | Spirit Airlines
ORD 21:282h 18mNonstopEWR 00:46Chicago - New York | Mon, Jun 16 | Spirit AirlinesUS$51822% OFFUS$664 US$518
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NYC 13:0017h 25m1 stopsCHI Invalid DateNew York - Chicago | Sun, Jun 15 | Normal Airline
CHI 15:006hNonstopNYC 16:00Chicago - New York | Tue, Jun 17 | Normal AirlineFind More FlightsFind More Flights
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Cheapest nonstop
EWR 12:572h 44mNonstopORD 14:41New York - Chicago | Thu, Jul 10 | Spirit AirlinesUS$35 US$33390% OFF90% OFFUS$333 US$35
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EWR 12:572h 44mNonstopORD 14:41New York - Chicago | Wed, Aug 6 | Spirit AirlinesUS$36 US$33389% OFF89% OFFUS$333 US$36
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EWR 20:502h 49mNonstopORD 22:39New York - Chicago | Sat, Jul 12 | Spirit AirlinesUS$41 US$33388% OFF88% OFFUS$333 US$41
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jul 1 | Spirit AirlinesUS$4287% OFFUS$333 US$42
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Thu, Jul 3 | Spirit AirlinesUS$6381% OFFUS$333 US$63
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jun 24 | Spirit AirlinesUS$12363% OFFUS$333 US$123
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Wed, Jun 18 | Spirit AirlinesUS$18246% OFFUS$333 US$182
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Tue, Jun 17 | Spirit AirlinesUS$25723% OFFUS$333 US$257
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Sat, Jun 14 | Spirit AirlinesUS$26022% OFFUS$333 US$260
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EWR 05:002h 37mNonstopORD 06:37New York - Chicago | Sun, Jun 15 | Spirit AirlinesUS$26022% OFFUS$333 US$260
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NYC 13:0017h 25m1 stopsCHI Invalid DateNew York - Chicago | Sun, Jun 15 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
New York to Chicago Flight Information
| Cheapest one-way flight price | $34 |
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| Cheapest round-trip ticket price | $77 |
| Off-season for travel | April |
| Peak season for travel | June |
| Flight distance | 1,145.24 km |
| Average flight time | 2 hours 44 minutes |
| Popular airline | American Airlines |
When is the cheapest time to book flights from New York to Chicago?
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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Frequently Asked Questions
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When are flight tickets from New York (NYC) to Chicago (CHI) the cheapest?
Airlines adjust prices for flights from New York to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from New York (NYC) to Chicago (CHI) cost?
According to Trip.com's data, the lowest price is around $195. -
How long does it take to fly from New York (NYC) to Chicago (CHI) and what is the distance?
It takes around 2 hours 44 minutes to fly from New York (NYC) to Chicago (CHI). -
What are the most popular airlines that fly from New York (NYC) to Chicago (CHI)?
Airlines with flights from New York (NYC) to Chicago (CHI): Air New Zealand, American Airlines, Spirit Airlines, Alaska Airlines, Air Canada, LATAM Airlines, United Airlines, Scandinavian Airlines, WestJet and ITA Airways.
How to find a cheap flight from New York to Chicago
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from New York to Chicago. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest New York to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for New York to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Thu, Jul 10 at US$35 for one-way flights.
Compare cheap New York to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from New York to Chicago. The cheapest airline operating is Spirit Airlines.
Set up a Price Alert
By setting up a Price Alert for your New York to Chicago route, you can easily track the price of your airline tickets from New York to Chicago without manually checking every day.
Don't miss cheap New York to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights for cheap flights. If registering a free membership, you can receive more deals for your flights.
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com free app and search for cheap flight tickets from New York to Chicago to get exclusive deals for you.
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