Cheap Flights from Chicago to New York from CAD 39️ 2024

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Find Chicago to New York flights starting at CAD 39.

Book one-way or return flights from Chicago to New York from as little as CAD 39. Choose from the popular airlines below and book your flight today!

One way
Round-trip

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 Chicago to New York? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Chicago to New York. 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.

Find Cheapest Airlines Flying from Chicago to New York

View airlines operating flights from Chicago to New York. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Spirit Airlines

From CAD 45

Frontier Airlines

From CAD 57

Sun Country Airlines

From CAD 106

Southwest Airlines

From CAD 113

United Airlines

From CAD 122

Jetblue Airways

From CAD 140

American Airlines

From CAD 140

Delta Air Lines

From CAD 222

ANA airlines

Find more flights and airlines

Alternative Routes for Chicago to New York Flights

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to New York.

Cheapest
ORD
11:11
2h 15m
Direct
LGA
14:26
O'Hare International Airport - New York LaGuardia Airport
Tue, May 7Spirit Airlines
CAD 45
ORD
10:38
8h 21m
1 transfer
EWR
19:59
O'Hare International Airport - Newark Liberty International Airport
Tue, May 7Spirit Airlines
CAD 47
MDW
07:00
8h 33m
1 transfer
EWR
16:33
Midway International Airport - Newark Liberty International Airport
Wed, May 15Frontier Airlines
CAD 62
MDW
07:00
8h 33m
1 transfer
EWR
16:33
Midway International Airport - Newark Liberty International Airport
Wed, May 15Frontier Airlines
CAD 62
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How do I find the cheapest flights?

When are flight tickets from Chicago (CHI) to New York (NYC) the cheapest?
Airlines adjust prices for flights from Chicago to New York 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 Chicago (CHI) to New York (NYC) cost?
According to Trip.com's data, the lowest price is around CAD 285.
How long is the flight from Chicago (CHI) to New York (NYC)?
It takes about 2 hours 59 minutes to fly from Chicago (CHI) to New York (NYC).
What is the transportation method from the main airport to downtown in New York?
- The distance from John F. Kennedy International Airport to downtown is about 20km, by taxi about 40 minutes.
- The distance from Newark Liberty International Airport to downtown is about 14km, by taxi about 30 minutes.
- The distance from New York LaGuardia Airport to downtown is about 13km, by taxi about 30 minutes.
What are the most popular airlines that fly from Chicago (CHI) to New York (NYC)?
Airlines with flights from Chicago (CHI) to New York (NYC): KLM, United Airlines, American Airlines, Spirit Airlines, Qatar Airways, Royal Jordanian, Air Canada and Delta Air Lines.
What's the most popular airline for direct flights from Chicago (CHI) to New York (NYC)?
Jetblue Airways operates 26 direct flights from Chicago (CHI) to New York (NYC).
How many airports in New York (NYC)?
There are 5 airport(s) in New York (NYC): Newark Liberty International Airport, John F. Kennedy International Airport, New York LaGuardia Airport, Skyport Seaplane Base and Stewart Airport.

How to find a cheap flight from Chicago to New York

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 Chicago to New York. 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 for Chicago to New York Flights

Cheapest direct flight price	CAD 38
Cheapest return ticket price	CAD 53
Cheapest month	June
Peak season for travel	October
Flight distance	1,145.24km
Average flight time	2 hours 59 minutes
Popular airline	Spirit Airlines