S$166 Cheap Flights from Cleveland to Chicago

The lowest price advertised for a round-trip journey between CLE and Chicago, IL (CHI-All Airports) is S$337. But you better get a move on. This figure is taken from fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Most flights can be cancelled online, but each airline has its own set of terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.

Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for CLE to Chicago, IL (CHI-All Airports) flights, you’ll see a “no change fees” filter for you to select.

The flight distance from CLE (CLE) to Chicago, IL (CHI-All Airports) (CHI) is just 570 kilometres. You’ll be disembarking the plane and picking up your bags from the carousel in no time.

United Airlines (UA) is a top option. It offers 152 flights between Hopkins Intl. Airport (CLE) and Chicago, IL (CHI-All Airports) each month. If you’re eager for more options, check out the ticket prices from Southwest Airlines (WN). This carrier operates 134 flights monthly between these airports.

Late planners can occasionally nab a bargain, with some of the cheapest airfares from CLE to Chicago, IL (CHI-All Airports) popping up a few weeks before the departure date. If you’d rather plan ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines release prices so far in advance.