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Latest Flight Deals from New York to Chicago
Book one-way or return flights from New York to Chicago from as little as US$28. Choose from the popular airlines below and book your flight today!
- One way
- Round-trip
- LGA08:352h 38mDirectORD10:13Wed, Jul 10|New York - Chicago|Spirit AirlinesUS$28US$4942% OFF42% OFFUS$49US$28
- LGA08:352h 39mDirectORD10:14Tue, Sep 10|New York - Chicago|Spirit AirlinesUS$36US$4927% OFF27% OFFUS$49US$36
- LGA08:352h 38mDirectORD10:13Wed, Jul 24|New York - Chicago|Spirit AirlinesUS$38US$4922% OFF22% OFFUS$49US$38
- LGA08:352h 38mDirectORD10:13Mon, Aug 12|New York - Chicago|Spirit AirlinesUS$38US$38
- EWR21:212h 37mDirectORD22:58Sun, Aug 18|New York - Chicago|Spirit AirlinesUS$38US$38
- LGA08:352h 38mDirectORD10:13Tue, Aug 13|New York - Chicago|Spirit AirlinesUS$41US$41
- EWR06:202h 34mDirectORD07:54Thu, Jul 11|New York - Chicago|Spirit AirlinesUS$42US$42
- LGA08:362h 38mDirectORD10:14Fri, Jul 5|New York - Chicago|Spirit AirlinesUS$42US$42
- EWR16:392h 40mDirectORD18:19Wed, Aug 7|New York - Chicago|Spirit AirlinesUS$43US$43
- EWR16:052h 40mDirectORD17:45Mon, Jul 15|New York - Chicago|Spirit AirlinesUS$43US$43
- NYC13:003h 5mDirectCHI14:00Mon, Jul 8|New York - Chicago|Spirit AirlinesFind More FlightsFind More Flights
Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
Searching for the best last minute flight from New York to Chicago? Find one-way or return flights that are affordable and fit your itinerary.
Trip.com monitors the ticket fares of flights from New York to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
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Airlines Flying from New York to Chicago
View airlines operating 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.
![Spirit Airlines](https://pic.tripcdn.com/airline_logo/3x/nk.png?proc=resize/m_w,w_600,h_600,B0B3)
Spirit Airlines
From US$43
![Delta Air Lines](https://pic.tripcdn.com/airline_logo/3x/dl.png?proc=resize/m_w,w_600,h_600,B0B3)
Delta Air Lines
From US$43
![Frontier Airlines](https://pic.tripcdn.com/airline_logo/3x/f9.png?proc=resize/m_w,w_600,h_600,B0B3)
Frontier Airlines
From US$44
![Jetblue Airways](https://pic.tripcdn.com/airline_logo/3x/b6.png?proc=resize/m_w,w_600,h_600,B0B3)
Jetblue Airways
From US$53
![United Airlines](https://pic.tripcdn.com/airline_logo/3x/ua.png?proc=resize/m_w,w_600,h_600,B0B3)
United Airlines
From US$72
![Sun Country Airlines](https://pic.tripcdn.com/airline_logo/3x/sy.png?proc=resize/m_w,w_600,h_600,B0B3)
Sun Country Airlines
From US$86
![American Airlines](https://pic.tripcdn.com/airline_logo/3x/aa.png?proc=resize/m_w,w_600,h_600,B0B3)
American Airlines
From US$86
![Southwest Airlines](https://pic.tripcdn.com/airline_logo/3x/wn.png?proc=resize/m_w,w_600,h_600,B0B3)
Southwest Airlines
From US$105
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ANA airlines
Find more flights and airlines
Alternative Routes from New York to Chicago
Discover different routes, airlines, and transfers and find the best alternative flights for your journey from New York to Chicago.
- CheapestEWR22:502h 36mDirectORD00:26Newark Liberty International Airport - O'Hare International AirportTue, Jul 16Spirit AirlinesUS$36
- LGA08:352h 38mDirectORD10:13New York LaGuardia Airport - O'Hare International AirportTue, Aug 6Spirit AirlinesUS$43
- JFK11:302h 46mDirectORD13:16John F. Kennedy International Airport - O'Hare International AirportWed, Aug 28Delta Air LinesUS$44
- JFK11:302h 46mDirectORD13:16John F. Kennedy International Airport - O'Hare International AirportWed, Aug 28Delta Air LinesUS$44Find More Flights
How do I find the cheapest flights?
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.
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
Compare Flight Prices
Compare prices on travel agency and airline websites.
Look Out for Deals
Check airline and travel agency websites for latest flight deals
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from New York to Chicago
Cheapest nonstop flight price | $28 |
---|---|
Cheapest round-trip ticket price | $58 |
Off-season for travel | May |
Peak season for travel | December |
Flight distance | 1,145.24km |
Average flight time | 2 hours 37 minutes |
Popular airline | Delta Air Lines |
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