S$ 26 Cheap Flights from Chicago to New York (CHI-NYC)

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Cheap Flights from Chicago to New York starting at S$ 26

Book one-way or return flights from Chicago to New York from as little as S$ 26. 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 lowest average weekly prices of the corresponding route on Trip.com.

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 S$ 36

Frontier Airlines

From S$ 97

United Airlines

From S$ 118

Sun Country Airlines

From S$ 132

Jetblue Airways

From S$ 139

American Airlines

From S$ 139

Southwest Airlines

From S$ 167

Delta Air Lines

From S$ 282

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to New York

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

Cheapest
ORD
17:09
2h 15m
Direct
LGA
20:24
O'Hare International Airport - New York LaGuardia Airport
Tue, May 7Spirit Airlines
S$ 26
ORD
10:58
9h 32m
1 transfer
EWR
21:30
O'Hare International Airport - Newark Liberty International Airport
Wed, May 15Spirit Airlines
S$ 78
MDW
13:21
5h 8m
1 transfer
EWR
19:29
Midway International Airport - Newark Liberty International Airport
Wed, May 22Delta Air Lines
S$ 95
MDW
13:21
5h 8m
1 transfer
EWR
19:29
Midway International Airport - Newark Liberty International Airport
Wed, May 22Delta Air Lines
S$ 95
Find More Flights

Frequently Asked Questions

When to buy 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 is a flight from Chicago (CHI) to New York (NYC) cost?
According to Trip.com's data, the lowest price is around S$ 284.
How long is a 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 time does the earliest flight from Chicago to New York depart?
The earliest flight departs from Chicago (ORD) at 06:00 and arrives in New York (LGA) at 09:21.
What time does the latest flight from Chicago to New York depart?
The latest flight departs from Chicago (ORD) at 21:35 and arrives in New York (EWR) at 00:55.
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 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?
There are 5 airports near New York: John F. Kennedy International Airport, New York LaGuardia Airport, Newark Liberty International 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 from Chicago to New York

Cheapest direct flight price	S$ 26
Cheapest return ticket price	S$ 71
Cheapest month	April
Peak season for travel	October
Flight distance	1,145.24km
Average flight time	2 hours 59 minutes
Popular airline	Spirit Airlines