Cheap Flights from Chicago to New York starting at S$ 38

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.

Cheapest time to fly from Chicago to New York

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Cheapest flights

From price

9 16
16 23
23 30
Apr

30 6
6 13
13 20
20 27
May

27 4
4 11
11 18
18 25
Jun

25 1

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

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$ 258.
How long is a flight from Chicago (CHI) to New York (NYC)?

It takes about 6 hours 32 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 (EWR) at 09:14.
What time does the latest flight from Chicago to New York depart?

The latest flight departs from Chicago (ORD) at 21:45 and arrives in New York (EWR) at 00:58.
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): United Airlines, Southwest Airlines, Air Canada, Scandinavian Airlines 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

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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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Find cheapest flight ticket from Chicago to New York

Cheapest direct flight price	S$ 38
Cheapest return ticket price	S$ 73
Off-season for travel	April
Peak season for travel	June
Flight distance	1,145.24km
Average flight time	6 hours 32 minutes
Popular airline	American Airlines