S$114 Cheap Flights from Chicago to New York

View S$114 flight on Wed, 3 Dec, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to New York

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Cheap Flights from Chicago to New York (MDW-NYC)

Prices were available within the past 7 days and start at S$114 for one-way flights and S$372 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, 12 Nov - Wed, 19 Nov
MDW
Chicago
JFK
New York
S$372 Return, found 22 hours ago
S$372
Return
found 22 hours ago
Select Delta flight, departing Wed, 12 Nov from Chicago to New York, returning Wed, 19 Nov, priced at S$372 found 22 hours ago
Delta
Tue, 4 Nov - Wed, 12 Nov
MDW
Chicago
JFK
New York
S$381 Return, found 22 hours ago
S$381
Return
found 22 hours ago
Select Delta flight, departing Tue, 4 Nov from Chicago to New York, returning Wed, 12 Nov, priced at S$381 found 22 hours ago
Delta
Wed, 12 Nov - Wed, 19 Nov
MDW
Chicago
JFK
New York
S$402 Return, found 22 hours ago
S$402
Return
found 22 hours ago
Select Delta flight, departing Wed, 12 Nov from Chicago to New York, returning Wed, 19 Nov, priced at S$402 found 22 hours ago
Delta
Wed, 12 Nov - Wed, 19 Nov
MDW
Chicago
JFK
New York
S$411 Return, found 22 hours ago
S$411
Return
found 22 hours ago
Select Delta flight, departing Wed, 12 Nov from Chicago to New York, returning Wed, 19 Nov, priced at S$411 found 22 hours ago
Delta
Wed, 12 Nov - Wed, 19 Nov
MDW
Chicago
JFK
New York
S$412 Return, found 22 hours ago
S$412
Return
found 22 hours ago
Select Delta flight, departing Wed, 12 Nov from Chicago to New York, returning Wed, 19 Nov, priced at S$412 found 22 hours ago
Delta
Tue, 4 Nov - Wed, 12 Nov
MDW
Chicago
JFK
New York
S$421 Return, found 22 hours ago
S$421
Return
found 22 hours ago
Select Delta flight, departing Tue, 4 Nov from Chicago to New York, returning Wed, 12 Nov, priced at S$421 found 22 hours ago
Delta
Thu, 30 Oct - Thu, 6 Nov
MDW
Chicago
EWR
New York
S$434 Return, found 2 days ago
S$434
Return
found 2 days ago
Select Delta flight, departing Thu, 30 Oct from Chicago to New York, returning Thu, 6 Nov, priced at S$434 found 2 days ago
Delta
Wed, 12 Nov - Wed, 19 Nov
MDW
Chicago
JFK
New York
S$451 Return, found 22 hours ago
S$451
Return
found 22 hours ago
Select Delta flight, departing Wed, 12 Nov from Chicago to New York, returning Wed, 19 Nov, priced at S$451 found 22 hours ago
Delta
Tue, 4 Nov - Wed, 12 Nov
MDW
Chicago
JFK
New York
S$460 Return, found 22 hours ago
S$460
Return
found 22 hours ago
Select Delta flight, departing Tue, 4 Nov from Chicago to New York, returning Wed, 12 Nov, priced at S$460 found 22 hours ago
Delta
Thu, 30 Oct - Thu, 6 Nov
MDW
Chicago
EWR
New York
S$576 Return, found 2 days ago
S$576
Return
found 2 days ago
Select Delta flight, departing Thu, 30 Oct from Chicago to New York, returning Thu, 6 Nov, priced at S$576 found 2 days ago

Find the cheapest month to fly from Chicago (MDW) to New York (NYC)

March is typically the cheapest month to fly

From S$141 - S$564 per traveller.

Travel information

Travel information

Origin airport
Midway Intl.
Destination airport
John F. Kennedy Intl.
Return price
S$372
Distance
1166 km

Book with confidence

Book with confidence

Perfect flights from Chicago to New York

Your Journey from Chicago to New York

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Experience the joy of finding cheap flights from Midway Intl. to NYC-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$114 and roundtrip prices from S$372*.
 

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Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to New York.
 

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Book Your Flight from Chicago to New York with Confidence

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*Note: Prices may vary based on availability and are subject to change.
Perfect flights from Chicago to New York

Explore a world of travel with Expedia

Explore a world of travel with Expedia

New York Airports

Newark Liberty Intl. Airport

New York

Chicago Airports

Chicago

O'Hare Intl. to New York
S$201.80
*Available to Expedia members.