£40 Cheap Flights from Cleveland (CLE) to Chicago (CHI)

Popular airlines from Cleveland Hopkins International Airport (CLE) to Chicago

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

Prices were available within the past 7 days and start at £40 for one-way flights and £205 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
JetBlue Airways
JetBlue Airways
Alaska Airlines
JetBlue Airways
JetBlue Airways
Alaska Airlines
American Airlines
Delta
United

Find the cheapest month to fly from Cleveland (CLE) to Chicago (CHI)

September is typically the cheapest month to fly

From £66 - £223 per traveller.

Graph displaying average flight prices per month

Flight from Cleveland to Chicago route information
Origin airport
Hopkins Intl.
Destination airport
O'Hare Intl.
Return price
£204
Distance
504 km

Compare flights from Cleveland to Chicago easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Cleveland to Chicago. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to CHI-All Airports in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from Hopkins Intl. to CHI-All Airports.  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from Hopkins Intl. (CLE) to CHI-All Airports (CHI)

The easiest way to view the best deals on flights from Cleveland to Chicago today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from Hopkins Intl. to CHI-All Airports start at just £205 and range up to £344.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Cleveland and Chicago
  • booking your flight during November, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Cleveland to Chicago flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from Hopkins Intl. to CHI-All Airports for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Frequently asked questions

How much is a flight from Hopkins Intl. Airport (CLE) to Chicago, IL (CHI-All Airports)?
The lowest price advertised for a round-trip journey between CLE and Chicago, IL (CHI-All Airports) is £205. 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.
Do I need to pay a cancellation fee if I cancel my flight from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
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.
How do I find cheap flights from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
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.
How far is the flight from CLE to Chicago, IL (CHI-All Airports)?
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.
Which airlines fly direct from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
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.
Are CLE to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
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.

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