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Lowest round trip fares by airline from New York and Chicago

Cheapest prices ($40 One Way, $74 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
3.5 out of 5.0
4.4 out of 5 (17 reviews)

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 ...

I didn’t like that there wasn’t a little fridge in every room or there wasn’t a coffee pot or a glass for water.
  
Travelodge by Wyndham Downtown Chicago
2.0 out of 5.0
3.0 out of 5 (39 reviews)

Located in The Loop, this hotel is steps from Lakefront Trail, Grant Park, and Columbia College Chicago. Art Institute of Chicago and State Street are also within ...

It was an excellent location close to everything. Staff kind and very helpful. Great experience
  
Motel 6 Elk Grove Village - O'Hare
2.0 out of 5.0
3.6 out of 5 (19 reviews)

Situated in Elk Grove Village, this hotel is 2.1 mi (3.3 km) from Lake Park and within 6 mi (10 km) of Rivers Casino and Rainbow Falls Waterpark. Ned Brown Forest ...

Room was very clean and neat and when asked to change the sheets they do so fast. Very friendly staff very helpfully would forsure go back again when im in town
  

Flights Review

Dec 26, 2019

No WiFi / no free water ?

Dec 23, 2019

Flight was very good. Not happy to pay for carry on luggage only to find it difficult to find overhead space near my assigned seat.

Dec 16, 2019

sorrt staff excellent with wheelchair and assistance/

Nov 26, 2019

Great

Nov 22, 2019

The flight was delay for 2:30 hrs but the staff keep u updated about what was going on and they were super friendly

Aug 13, 2019

I didn’t like the concept that is doesn’t allow a carryon and the measurements are only in inches. Showing images of the acceptable bags would be a bigger help. Instead of having the examples at the airport.

Aug 11, 2019

Was not happy I couldn’t check in on line, because I didn’t have luggage to check. Had to check in at the airport!

Jun 6, 2019

The flight attendant by the name of Maureen was very kind and sweet to me.

Dec 28, 2018

thank you for making it an easy day after the holiday

Dec 26, 2018

I was not happy with other travellers. On my early moring flight the entire plane was dark so people could rest EXCEPT my seat mate...who had the light on and I could not rest. On the second flight the crying children were unbearable

Fly From New York to Chicago

OriginNew York
DestinationChicago
Number of Daily Flights
Earliest Flight Departure Date
Latest Flight Departure Date
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Cheap flights from New York to Chicago

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.