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 ($59 One Way, $117 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 $71 per night from Jan 2 to Jan 2
Located in River North, this hotel is within a 10-minute walk of Chinese Consulate, Holy Name Cathedral, and Northwestern Memorial Hospital. Water Tower Place ...
4.2/5 Very Good! (16 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
The price is $79 per night from Jan 2 to Jan 2
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 ...
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
The price is $40 per night from Dec 23 to Dec 23
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. Rivers Casino and Donald E. Stephens Convention ...
3.9/5 Very Good! (13 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.

Flights Review

Fly From Cleveland to Chicago

Origin Cleveland
Destination Chicago
Number of Daily Flights 33
Earliest Flight Departure Date Dec 11
Latest Flight Departure Date Dec 12
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.