S$101 Cheap Flights from Chicago to New York

View S$101 flight on Sat, 26 Jul, 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$101 for one-way flights and S$242 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, 1 Jul - Tue, 8 Jul
MDW
Chicago
EWR
New York
S$242 Return, found 4 days ago
S$242
Return
found 4 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Tue, 8 Jul, priced at S$242 found 4 days ago
Delta
Tue, 1 Jul - Tue, 8 Jul
MDW
Chicago
EWR
New York
S$243 Return, found 4 days ago
S$243
Return
found 4 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Tue, 8 Jul, priced at S$243 found 4 days ago
Delta
Tue, 1 Jul - Tue, 8 Jul
MDW
Chicago
EWR
New York
S$287 Return, found 4 days ago
S$287
Return
found 4 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Tue, 8 Jul, priced at S$287 found 4 days ago
Delta
Tue, 1 Jul - Tue, 8 Jul
MDW
Chicago
EWR
New York
S$288 Return, found 4 days ago
S$288
Return
found 4 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Tue, 8 Jul, priced at S$288 found 4 days ago
Delta
Sat, 26 Jul - Sat, 2 Aug
MDW
Chicago
EWR
New York
S$292 Return, found 1 day ago
S$292
Return
found 1 day ago
Select Delta flight, departing Sat, 26 Jul from Chicago to New York, returning Sat, 2 Aug, priced at S$292 found 1 day ago
Delta
Wed, 2 Jul - Fri, 4 Jul
MDW
Chicago
EWR
New York
S$299 Return, found 2 days ago
S$299
Return
found 2 days ago
Select Delta flight, departing Wed, 2 Jul from Chicago to New York, returning Fri, 4 Jul, priced at S$299 found 2 days ago
Delta
Wed, 2 Jul - Fri, 4 Jul
MDW
Chicago
EWR
New York
S$342 Return, found 2 days ago
S$342
Return
found 2 days ago
Select Delta flight, departing Wed, 2 Jul from Chicago to New York, returning Fri, 4 Jul, priced at S$342 found 2 days ago
Delta
Tue, 1 Jul - Wed, 2 Jul
MDW
Chicago
EWR
New York
S$343 Return, found 1 day ago
S$343
Return
found 1 day ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Wed, 2 Jul, priced at S$343 found 1 day ago
Delta
Tue, 1 Jul - Tue, 8 Jul
MDW
Chicago
EWR
New York
S$355 Return, found 4 days ago
S$355
Return
found 4 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Tue, 8 Jul, priced at S$355 found 4 days ago
Delta
Tue, 1 Jul - Wed, 2 Jul
MDW
Chicago
EWR
New York
S$374 Return, found 6 days ago
S$374
Return
found 6 days ago
Select Delta flight, departing Tue, 1 Jul from Chicago to New York, returning Wed, 2 Jul, priced at S$374 found 6 days ago
Chicago to Newark Liberty Intl. Airport route information
Origin airport
Midway Intl.
Destination airport
Newark Liberty Intl. Airport
Return price
S$242
Distance
1132 km

Perfect flights from Chicago to New York

Your Journey from Chicago to New York

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Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta. Our selection of flights from Midway Intl. to NYC-All Airports 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.
 

Maximizing Value with Chicago to New York Flights

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$101 and roundtrip prices from S$242*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to New York with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant New York

Picture yourself stepping off the plane in New York and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to New York Flight

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.
 

Beyond the Flight – Exploring New York

With Expedia, your adventure extends beyond the flight. Explore New York at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

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.

Explore a world of travel with Expedia

New York Airports

Newark Liberty Intl. Airport

New York

White Plains

Chicago Airports

Chicago

O'Hare Intl. to New York
S$177.00
*Available to Expedia members.