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 Cleveland (CLE) to Chicago (CHI)

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Lowest round trip fares by airline from Cleveland and Chicago

Cheapest prices ($78 One Way, $155 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
The price is $106 per night from Aug 3 to Aug 3
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 $119 per night from Aug 2 to Aug 2
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 ...
3/5 (10 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 $45 per night from Aug 16 to Aug 16
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 Cleveland to Chicago

Origin Cleveland
Destination Chicago
Number of Daily Flights 50
Earliest Flight Departure Date Aug 8
Latest Flight Departure Date Aug 9
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.