S$95 Cheap Flights from Chicago to New York

View S$95 flight on Wed, 17 Dec, 2025Opens in a new window

Popular airlines from Chicago to New York, NY (JFK-John F. Kennedy Intl.)

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Cheap Flights from Chicago to New York (CHI-JFK)

Prices were available within the past 7 days and start at S$95 for one-way flights and S$201 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, 11 Oct - Wed, 5 Nov
ORD
Chicago
JFK
New York
S$201 Return, found 2 days ago
S$201
Return
found 2 days ago
Select Delta flight, departing Sat, 11 Oct from Chicago to New York, returning Wed, 5 Nov, priced at S$201 found 2 days ago
Delta
Thu, 2 Oct - Tue, 7 Oct
ORD
Chicago
JFK
New York
S$214 Return, found 13 hours ago
S$214
Return
found 13 hours ago
Select Delta flight, departing Thu, 2 Oct from Chicago to New York, returning Tue, 7 Oct, priced at S$214 found 13 hours ago
Delta
Sat, 13 Sep - Mon, 15 Sep
ORD
Chicago
JFK
New York
S$215 Return, found 5 days ago
S$215
Return
found 5 days ago
Select Delta flight, departing Sat, 13 Sep from Chicago to New York, returning Mon, 15 Sep, priced at S$215 found 5 days ago
Delta
Sat, 4 Oct - Mon, 6 Oct
ORD
Chicago
JFK
New York
S$216 Return, found 2 days ago
S$216
Return
found 2 days ago
Select Delta flight, departing Sat, 4 Oct from Chicago to New York, returning Mon, 6 Oct, priced at S$216 found 2 days ago
Delta
Mon, 8 Sep - Mon, 15 Sep
ORD
Chicago
JFK
New York
S$224 Return, found 6 days ago
S$224
Return
found 6 days ago
Select Delta flight, departing Mon, 8 Sep from Chicago to New York, returning Mon, 15 Sep, priced at S$224 found 6 days ago
Delta
Thu, 2 Oct - Tue, 7 Oct
ORD
Chicago
JFK
New York
S$228 Return, found 13 hours ago
S$228
Return
found 13 hours ago
Select Delta flight, departing Thu, 2 Oct from Chicago to New York, returning Tue, 7 Oct, priced at S$228 found 13 hours ago
Delta
Sat, 27 Sep - Mon, 6 Oct
ORD
Chicago
JFK
New York
S$229 Return, found 2 days ago
S$229
Return
found 2 days ago
Select Delta flight, departing Sat, 27 Sep from Chicago to New York, returning Mon, 6 Oct, priced at S$229 found 2 days ago
Delta
Thu, 8 Jan - Wed, 14 Jan
ORD
Chicago
JFK
New York
S$242 Return, found 6 days ago
S$242
Return
found 6 days ago
Select Delta flight, departing Thu, 8 Jan from Chicago to New York, returning Wed, 14 Jan, priced at S$242 found 6 days ago
American Airlines
Sat, 11 Oct - Wed, 5 Nov
ORD
Chicago
JFK
New York
S$247 Return, found 2 days ago
S$247
Return
found 2 days ago
Select American Airlines flight, departing Sat, 11 Oct from Chicago to New York, returning Wed, 5 Nov, priced at S$247 found 2 days ago
Delta
Sat, 11 Oct - Wed, 5 Nov
ORD
Chicago
JFK
New York
S$248 Return, found 2 days ago
S$248
Return
found 2 days ago
Select Delta flight, departing Sat, 11 Oct from Chicago to New York, returning Wed, 5 Nov, priced at S$248 found 2 days ago
Chicago to New York route information
Origin airport
O'Hare Intl.
Destination airport
John F. Kennedy Intl.
Return price
S$201
Distance
1180 km

Flights from Illinois to New York

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Combine your New York flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Illinois to New York with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from Chicago, IL (CHI-All Airports) to JFK?
If you're planning on travelling between Chicago, IL (CHI-All Airports) and JFK Airport, round-trip journeys start from S$201. This price is based on fares quoted within the last 7 days on Expedia for flights departing within the next year, so don't wait around. Book today and save yourself both money and time. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Chicago, IL (CHI-All Airports) to JFK Airport?
Most flights can be conveniently cancelled online, but whether you are charged a fee differs between airlines. If you do need to cancel your holiday, follow the instructions in the Customer Service Portal.
How do I find cheap flights from Chicago, IL (CHI-All Airports) to JFK that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Chicago, IL (CHI-All Airports) to JFK flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Chicago, IL (CHI-All Airports) to John F. Kennedy Intl. Airport (JFK)?
With a flight distance of 1,250 kilometres, it's only a hop from Chicago, IL (CHI-All Airports) to JFK Airport. It might be a quick one, but it's still worth bringing along a book to read.
Which airlines fly direct from Chicago, IL (CHI-All Airports) to JFK?
There are a few airlines that travel directly from Chicago, IL (CHI-All Airports) to John F. Kennedy Intl. Airport (JFK). Delta Air Lines (DL) is an excellent choice, offering 121 flights on this route each month. After more options? Check out the fares with JetBlue Airways (B6). This carrier offers 91 fights monthly between these airports.
Are Chicago, IL (CHI-All Airports) to JFK flight tickets cheaper when they're purchased at the last minute?
Booking your trip from Chicago, IL (CHI-All Airports) to JFK at the last minute could save you some cash. However, you might miss out on a flight altogether! If you'd prefer not to take any chances, book well ahead of your departure date. In fact, Expedia has some of the best bargains up to 12 months in advance. If your preferred air carrier hasn't released tickets yet, check back regularly as deals are updated all the time on Expedia.

Explore a world of travel with Expedia

New York Airports

New York

Chicago to LaGuardia
S$188.90

Newark Liberty Intl. Airport

Chicago Airports

Chicago

O'Hare Intl. to New York
S$200.70

Milwaukee

General Mitchell Intl. to New York
S$398.10
*Available to Expedia members.