S$103 Cheap Flights from New York to Chicago

View S$103 flight on Wed, 5 Nov, 2025Opens in a new window

Popular airlines from John F. Kennedy Intl. Airport (JFK) to Chicago O'Hare Intl. Airport (ORD)

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

Prices were available within the past 7 days and start at S$103 for one-way flights and S$218 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 28 Oct - Tue, 4 Nov
JFK
New York
ORD
Chicago
S$218 Return, found 2 days ago
S$218
Return
found 2 days ago
Select Delta flight, departing Tue, 28 Oct from New York to Chicago, returning Tue, 4 Nov, priced at S$218 found 2 days ago
Delta
Thu, 20 Nov - Tue, 25 Nov
JFK
New York
ORD
Chicago
S$222 Return, found 5 days ago
S$222
Return
found 5 days ago
Select Delta flight, departing Thu, 20 Nov from New York to Chicago, returning Tue, 25 Nov, priced at S$222 found 5 days ago
Delta
Thu, 6 Nov - Mon, 10 Nov
JFK
New York
ORD
Chicago
S$225 Return, found 5 days ago
S$225
Return
found 5 days ago
Select Delta flight, departing Thu, 6 Nov from New York to Chicago, returning Mon, 10 Nov, priced at S$225 found 5 days ago
Delta
Thu, 30 Oct - Mon, 3 Nov
JFK
New York
ORD
Chicago
S$231 Return, found 14 hours ago
S$231
Return
found 14 hours ago
Select Delta flight, departing Thu, 30 Oct from New York to Chicago, returning Mon, 3 Nov, priced at S$231 found 14 hours ago
American Airlines
Thu, 30 Oct - Mon, 3 Nov
JFK
New York
ORD
Chicago
S$252 Return, found 14 hours ago
S$252
Return
found 14 hours ago
Select American Airlines flight, departing Thu, 30 Oct from New York to Chicago, returning Mon, 3 Nov, priced at S$252 found 14 hours ago
Delta
Thu, 30 Oct - Mon, 3 Nov
JFK
New York
ORD
Chicago
S$257 Return, found 14 hours ago
S$257
Return
found 14 hours ago
Select Delta flight, departing Thu, 30 Oct from New York to Chicago, returning Mon, 3 Nov, priced at S$257 found 14 hours ago
American Airlines
Thu, 20 Nov - Tue, 25 Nov
JFK
New York
ORD
Chicago
S$267 Return, found 5 days ago
S$267
Return
found 5 days ago
Select American Airlines flight, departing Thu, 20 Nov from New York to Chicago, returning Tue, 25 Nov, priced at S$267 found 5 days ago
American Airlines
Sun, 26 Oct - Tue, 4 Nov
JFK
New York
ORD
Chicago
S$271 Return, found 2 days ago
S$271
Return
found 2 days ago
Select American Airlines flight, departing Sun, 26 Oct from New York to Chicago, returning Tue, 4 Nov, priced at S$271 found 2 days ago
American Airlines
Thu, 30 Oct - Mon, 3 Nov
JFK
New York
ORD
Chicago
S$277 Return, found 14 hours ago
S$277
Return
found 14 hours ago
Select American Airlines flight, departing Thu, 30 Oct from New York to Chicago, returning Mon, 3 Nov, priced at S$277 found 14 hours ago
Delta
Thu, 20 Nov - Tue, 25 Nov
JFK
New York
ORD
Chicago
S$293 Return, found 5 days ago
S$293
Return
found 5 days ago
Select Delta flight, departing Thu, 20 Nov from New York to Chicago, returning Tue, 25 Nov, priced at S$293 found 5 days ago

Find the cheapest month to fly from New York (JFK) to Chicago (ORD)

October is typically the cheapest month to fly

From S$113 - S$356 per traveller.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from S$218
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from S$218

Frequently asked questions

How much is a flight from JFK Airport to ORD?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from John F. Kennedy Intl. Airport (JFK) to O'Hare Intl. Airport (ORD) was S$218. Fares this cheap don't hang around, so make sure you book yours today. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from John F. Kennedy Intl. Airport (JFK) to O'Hare Airport?
Every air carrier has different terms and conditions. If you decide to cancel your trip, visit our Customer Service Portal.
How do I find cheap flights from JFK to O'Hare Airport 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 John F. Kennedy Intl. Airport (JFK) to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from John F. Kennedy Intl. Airport (JFK) to O'Hare Airport?
The distance from JFK (JFK) to ORD (ORD) is just 1,200 kilometres. You'll be walking down the air bridge and picking up your baggage from the carousel before long.
Which airlines fly direct from JFK Airport to ORD?
With 121 flights every month operating from JFK to O'Hare Intl. Airport (ORD), Delta Air Lines (DL) is an excellent choice. You could also have a look at ticket prices with JetBlue Airways (B6). This airline operates 91 monthly flights between Jamaica and Chicago.
Are John F. Kennedy Intl. Airport (JFK) to O'Hare Airport flight tickets cheaper when they're purchased at the last minute?
It is possible to nab a fantastic last-minute deal from JFK Airport to ORD, but it's also possible to miss out altogether! As many airlines publish prices up to a year in advance, it's worthwhile keeping an eye on fares early and being ready to book when you see a bargain. Expedia compares air carrier prices and updates flight deals all the time, so you can rest easy knowing you're always seeing the latest offers.

Travel information

Origin airport
John F. Kennedy Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta
Return price
S$217
Distance
1180 km
Average flight time
1 hour 50 mins

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Perfect flights from New York to Chicago

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With Expedia, you have access to a wide range of airlines, including Delta, American Airlines. Our selection of flights from John F. Kennedy Intl. to O'Hare Intl. caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

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Experience the joy of finding cheap flights from John F. Kennedy Intl. to O'Hare Intl. that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$103 and roundtrip prices from S$218*.
 

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*Note: Prices may vary based on availability and are subject to change.
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