Cheap Flights from Cleveland to Chicago in 2019

Flight information Cleveland to Chicago

Cheapest roundtrip price last month


Non-stop airlines


Flights per week


Average flight time, total distance 333 miles

1h 10min

Most popular airline last month


Chicago O'Hare International, Chicago Midway, Chicago Pal-Waukee, Chicago Dupage County and others

5 airports

Cleveland actually earned the famous nickname “Sixth City” in the post-WWII era, due to it being the sixth most populated in the United States at the time. Interestingly enough, the city has acquired many more names throughout its history. Most Clevelanders refer to it as the North Coast due to how close it is to the Great Lake. It may seem odd, but Ohio’s treasured favorite is also where one can find the most golf courses per capita!

The destination city is not known for a major golfing scene per se, but Chi-Town has more than enough activities “on par” for tourists. It is located 308 miles to the West of Cleveland. Flight times obviously vary depending on O’Hare Airport’s daily congestion, but expect an hour from gate-to-gate. Air Canada, AirTran Airways, and Delta Air Lines are the main carriers for direct Cleveland to Chicago flights.

En Route to Cleveland Hopkins

Nine miles southwest of Cleveland’s main business district lay its chief operating airport, Cleveland Hopkins International. Geographically speaking, it is just inside the city limits. The airfield is the largest in the state of Ohio and operates as a focal flight zone for the domestic carrier Frontier Airlines.

It is the United States’ first ever municipally owned airport, not to mention the first to feature an air traffic control tower, airfield lighting system, and ground to air radio control. Numerous facility updates have been made since Cleveland Hopkins implemented its famous massive marketing campaign in 2006, which was intended to dramatically improve the passenger experience.

Nearly 10 million foreign and domestic passengers fly through the airport’s central terminal each year. CLE has a designated pet relief area at the southern end of the baggage claim area, and offers three shoe-shining stations.

Onward to Chicago

Who can ever get enough of good old Chi-Town?! This global tourist hot spot is renowned for an excellent shopping and nightlife scene. Chicago has everything you would want in a big city, so be prepared to bring enough spending cash!

For those wanting to delve away from the traditional attractions and become fully immersed in The Windy City; the National Vietnam Veterans Art Museum and Peggy Notebaert Nature Museum, offer the perfect blend of history and entertainment. The local greeter program is a great way to partake in free, guided tours of Chicago’s many diverse neighborhoods!

The Second City can certainly be expensive to visit, so save big on airfare by bookingcheap flights from Cleveland to Chicago through Skyscanner. Instant savings are on their way into your pocket. Enjoy!

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Prices shown on this page are estimated lowest prices only. Found in the last 45 days.