Cheap flights from Cleveland (CLE) to Chicago (CHI)

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Lowest round trip fares by airline from Cleveland and Chicago

Cheapest prices ($207 One Way, $146 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 $75 per night from Dec 6 to Dec 7
$75
per night
Dec 6 - Dec 7
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 Very Good! (1,004 reviews)
"Staff there are Nice people"

Reviewed on Nov 23, 2022

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 $93 per night from Dec 4 to Dec 5
$93
per night
Dec 4 - Dec 5
Stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast, and a 24-hour front desk. Our guests praise the breakfast and the restaurant in ...
3/5 (1,045 reviews)
"The service"

Reviewed on Nov 20, 2022

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 Dec 19 to Dec 20
$45
per night
Dec 19 - Dec 20
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 ...
4/5 Very Good! (1,008 reviews)
I’d visit again
"This motel was everything I needed. I was trying to find something decent not too far from downtown, not expensive, but also not sketchy. I went with this one and had no issues. Had a bed, hot shower, heating/cooling, all the basics you need. It didn’t have a fridge but that wasn’t a problem for ..."

Reviewed on Nov 21, 2022

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 Cleveland to Chicago

Origin Cleveland
Destination Chicago
Number of Daily Flights 34
Earliest Flight Departure Date Dec 7
Latest Flight Departure Date Dec 8
Popular Airlines United Airlines

Cheap flights from Cleveland to Chicago

Cleveland Hopkins International Airport (CLE) is located 13 miles southwest of downtown Cleveland just off OH-237 in Berea, Ohio. The airport is accessible from I-480, which also provides access to I-71, I-77, I-90 and I-80 (Ohio Turnpike). Departing passengers can use the RTA Rapid or bus lines to reach the airport as well.

Flight times from CLE to Chicago O’Hare International Airport (ORD) are usually 90 minutes nonstop. ORD is situated near I-294 and I-90, which connects to downtown. Arriving passengers can access public transit services to their hotel or Chicago’s city center.

Attractions and Tips

Visitors to Chicago should stop into Millennium Park and see the Bean, a giant, mirrored bean sculpture. Navy Pier offers a boardwalk with rides and shops in the warmer months. Willis Tower, formerly the Sears Tower, is another must-see attraction.

For animal lovers, Shedd Aquarium and the Lincoln Park Zoo are available. The Field Museum of Natural History and the Museum of Science and Industry are educational points of interest. The Chicago Riverwalk is a great outing in any weather, but winters on Lake Michigan can get cold, so bundle up.

Chicago tourists generally stay in one of the many airport hotels located near O’Hare, or in the Loop or Lincoln Park neighborhoods. Chicago is known as the Windy City and is right on Lake Michigan, so travelers should pack a light jacket even in summer months.

*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.