Cheap Flights from New York to Chicago from £21️ (NYC-CHI)

Flights from New York to Chicago

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Flights from New York to Chicago Starting at CNY 21

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

One way
Round-trip

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

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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.

Frontier Airlines

From £37

Southwest Airlines

From £49

Spirit Airlines

From £58

Sun Country Airlines

From £75

Delta Air Lines

From £78

American Airlines

From £81

Jetblue Airways

From £84

Breeze Airways

From £100

United Airlines

From £106

Alaska Airlines

From £382

ANA airlines

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Alternative Routes from New York to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from New York to Chicago.

Cheapest
LGA
16:00
6h 43m
1 transfer
MDW
21:43
New York LaGuardia Airport - Midway International Airport
Wed, May 1Frontier Airlines
£43
EWR
11:31
7h 9m
1 transfer
ORD
17:40
Newark Liberty International Airport - O'Hare International Airport
Tue, May 21Spirit Airlines
£50
EWR
13:00
4h 24m
1 transfer
MDW
16:24
Newark Liberty International Airport - Midway International Airport
Wed, May 1Delta Air Lines
£56
EWR
13:00
4h 24m
1 transfer
MDW
16:24
Newark Liberty International Airport - Midway International Airport
Wed, May 1Delta Air Lines
£56
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How do I find the cheapest flights?

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 date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest 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 £163.
How long is the flight from New York (NYC) to Chicago (CHI)?
It takes about 2 hours 40 minutes to fly from New York (NYC) to Chicago (CHI).
What is the transportation method from the main airport to downtown in Chicago?
- The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
- The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
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): KLM, Air New Zealand, Southwest Airlines, Royal Jordanian, American Airlines, WestJet, United Airlines, Air Canada, Spirit Airlines and Jetblue Airways.
What's the most popular airline for direct flights from New York (NYC) to Chicago (CHI)?
Jetblue Airways operates 27 direct flights from New York (NYC) to Chicago (CHI).
How many airports in Chicago (CHI)?
There are 5 airport(s) in Chicago (CHI): Chicago Du Page County Airport, Midway International Airport, O'Hare International Airport, Chicago Palwaukee 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

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Look Out for Deals

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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 direct flight price	£21
Cheapest return ticket price	£42
Cheapest month	March
Peak season for travel	October
Flight distance	1,145.24km
Average flight time	2 hours 40 minutes
Popular airline	American Airlines