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Flights from New York to Chicago

Flight deals from New York to Chicago

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • Round-trip
  • One way

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from New York to Chicago

We monitor flight fares to help you find the best deals effortlessly

Cheapest flights
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  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
  • 8 15
  • 15 22
  • 22 29

  • Jul

    29 6
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying 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.
Delta Air Lines logo Delta Air Lines United Airlines logo United Airlines American Airlines logo American Airlines Jetblue Airways logo Jetblue Airways Spirit Airlines logo Spirit Airlines Frontier Airlines logo Frontier Airlines Southwest Airlines logo Southwest Airlines

FAQ

  • 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 NZD 330.

  • How long does it take to fly from New York (NYC) to Chicago (CHI) and what is the distance?

    It takes around 3 hours 33 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): United Airlines, Air New Zealand, American Airlines, Air Canada, Scandinavian Airlines, Delta Air Lines, Alaska Airlines and WestJet.

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.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
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 one-way flight price NZD 47
Cheapest round-trip ticket price NZD 112
Off-season for travel March
Peak season for travel June
Flight distance 1,145.24 km
Average flight time 3 hours 33 minutes
Popular airline American Airlines

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