Cheap Flight Deals from New York to Chicago

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

Return
One way

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

Best Time to Book Flights from New York to Chicago

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

Cheapest flights

From price

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
6 13

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

FAQ

When are flight from New York (NYC) to Chicago (CHI) the cheapest?

Airlines adjust prices for flights from New York to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
How much are flights from New York (NYC) to Chicago (CHI) cost?

According to Trip.com's data, the lowest price is around AU$ 301.
How long is the flights from New York (NYC) to Chicago (CHI)?

It takes about 4 hours 25 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, WestJet and ITA Airways.
How many airports in Chicago (CHI)?

There are 3 airport(s) in Chicago (CHI): Midway International Airport, O'Hare International Airport and Chicago Rockford International Airport.

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

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Flight Information from New York to Chicago

Cheapest one-way flight price	AU$ 75
Cheapest return ticket price	AU$ 114
Off-season for travel	March
Peak season for travel	June
Flight distance	1,145.24km
Average flight time	4 hours 25 minutes
Popular airline	American Airlines