Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

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 ($48 One Way, $95 Round Trip) found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Tue, Aug 17
LGA
New York
ORD
Chicago
$48
Spirit Airlines
Tue, May 25
EWR
Newark
ORD
Chicago
$72
Spirit Airlines
Sat, Aug 28
JFK
New York
ORD
Chicago
$76
JetBlue Airways
Sun, Jun 13
EWR
Newark
MDW
Chicago
$85
Delta
Wed, Aug 18
JFK
New York
MDW
Chicago
$85
Delta
Wed, Aug 11 - Wed, Aug 18
LGA
New York
ORD
Chicago
$95
Spirit Airlines
Wed, May 19 - Mon, May 24
EWR
Newark
ORD
Chicago
$99
Spirit Airlines
Wed, Jul 7 - Wed, Jul 14
JFK
New York
ORD
Chicago
$151
Delta
Wed, Sep 15 - Tue, Sep 21
EWR
Newark
MDW
Chicago
$162
Bargain Flight
Tue, Sep 28 - Sat, Oct 2
JFK
New York
MDW
Chicago
$169
Delta

Great Deals On Cheap Hotels in Chicago

Freehand Chicago

Freehand Chicago

3.5 out of 5
19 East Ohio Street, Chicago, IL
The price is $85 per night from May 10 to May 10
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Museum of Contemporary ...
4.3/5Excellent! (15 reviews)
"I like the bunk beds- so interesting. I love the location. It is close to everything. You are in the heart of the city with lots of activities to do! The staff from day one have been so rude, so cold in attitude just unpleasant but I have tried to beasrespectful and polite as I can possibly be - ..."

Reviewed on Sep 21, 2020

Freehand Chicago
Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago

2 out of 5
65 E Harrison St, Chicago, IL
The price is $79 per night from May 9 to May 9
Located in The Loop, this hotel is steps from Columbia College Chicago, Grant Park, and State Street. Art Institute of Chicago and Buckingham Fountain are also ...
3.1/5 (9 reviews)
"I liked the close proximity to downtown, Chicago. The two restaurants on the property as well as close parking in which you would need to pay."

Reviewed on Sep 25, 2020

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
The price is $40 per night from May 9 to May 9
Situated in Elk Grove Village, this motel is 2.1 mi (3.3 km) from Lake Park and 2.8 mi (4.6 km) from Allstate Arena. Apache Park is 2.9 mi (4.7 km) away.
3.8/5Good! (13 reviews)
"Really nice and clean place. The parking lot was clear."

Reviewed on Feb 23, 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.

Flights Review

Fly From New York to Chicago

Origin New York
Destination Chicago
Number of Daily Flights 32
Earliest Flight Departure Date May 15
Latest Flight Departure Date May 16
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.