Cheap flights from New York (NYC) to Chicago (CHI)

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Lowest round trip fares by airline from New York and Chicago

Cheapest prices ($86 One Way, $172 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL, 60611
The price is $111 per night from Jun 27 to Jun 28
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
3.9/5 Good! (9 reviews)
"I really appreciated the staff there. Thanks"

Reviewed on Oct 16, 2021

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL, 60605
The price is $116 per night from May 30 to May 31
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and onsite parking. Our guests praise the breakfast and the restaurant in our reviews. ...
3.4/5 Good! (9 reviews)
"Friendly staff, conveniently located, great value!"

Reviewed on Oct 5, 2021

Travelodge by Wyndham Downtown Chicago
Motel 6 Elk Grove Village, IL - O'Hare

Motel 6 Elk Grove Village, IL - O'Hare

2 out of 5
2881 Touhy Ave, Elk Grove Village, IL, 60007
The price is $45 per night from Jun 22 to Jun 23
Stay at this business-friendly motel in Elk Grove Village. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the ...
4.1/5 Very Good! (12 reviews)
"This was a very great bang for your buck! Clean and Quiet"

Reviewed on Sep 11, 2021

Motel 6 Elk Grove Village, IL - O'Hare
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fly From New York to Chicago

Origin New York
Destination Chicago
Number of Daily Flights 49
Earliest Flight Departure Date Jun 4
Latest Flight Departure Date Jun 5
Popular Airlines JetBlue Airways

Cheap flights from New York to Chicago

If you are a sports fan traveling from John F. Kennedy International Airport (JFK) to O'Hare International Airport (ORD), you are not going to be disappointed upon arrival. Rooting for the White Sox, Cubs or Bulls is fun in itself, and the Cubs home turf, Wrigley Field, has become a national landmark. If you love architecture, you will be dazzled as you see some of the country’s most iconic buildings, like the Civic Opera Building, or the Tribune Tower.

Key Facts

Chicago Transit Authority trains make traveling to and from the airport and around the city, quick and inexpensive. You can take the train from the Blue Line station, located at the airport, directly into the heart of Chicago.

While traveling around Chicago, either by rental car or on the train, you will not want to miss visiting Navy Pier where you can enjoy a ride on the famous Ferris wheel, while admiring Lake Michigan and the city skyline. To reach Lake Michigan and the museum district from O'Hare, hop on I-90, also known as the Kennedy Expressway.

Hints and Tips

After a three hour flight from New York to Chicago, stretch your legs by walking around the Chicago Cultural Center. The massive building takes up an entire city block, stretching from Washington to Randolph Streets, and from Michigan Avenue to Garland Court.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.