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

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

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Frequently asked questions

Is it cheaper to buy a plane ticket from Cleveland Hopkins Intl. Airport to MDW last minute?
When it's time to book your flights, being prepared pays dividends. While it's possible to pick up a last-minute deal on a Cleveland Hopkins Intl. Airport to Midway Intl. Airport (MDW) flight, prices usually don't get cheaper as the date of departure nears. Based on flight pricing and demand studies in 2022, we have found that the sweet spot to lock in a domestic flight is between 28 – 35 days in advance. For international travel it's three to four months.
What airports do you fly into for Chicago from Cleveland?
From Cleveland, you can connect to Chicago through Midway Intl. Airport (MDW), O'Hare Intl. Airport (ORD) and Lewis University Airport (LOT). It's wise to check which hub is the best option for you before you make a decision. If you settle on Midway Intl. Airport (MDW), it's about 14 kilometers southwest of the city center. Use the cash you save when booking your trip with Expedia to uncover the city's popular attractions, such as Wrigley Field and Millennium Park.
Can I change the date of my flight from CLE to MDW?
You can make changes to your Cleveland Hopkins Intl. Airport to Midway Airport flight by logging in to the Expedia Trips portal. Before making any amendments, read the fare rules in your itinerary to learn what you can do and if any charges apply. Some airlines have a change fee per person, on top of any difference in prices. However, if you booked in the last 24 hours, you may be able to cancel for free and organize new flights. You can also browse our Customer Service portal for more useful advice and to chat with our Virtual Agent.

Travel information

Travel information

0
Origin airport
Hopkins Intl.
Destination airport
Midway Intl.
Distance
489 km

Book with confidence

Book with confidence

Cleveland to Chicago Flights

Whether you’re looking for a grand adventure or just want to get away for a last-minute break, flights from Cleveland to Chicago offer the perfect respite. Not only does exploring Chicago provide the chance to make some magical memories, dip into delectable dishes, and tour the local landmarks, but the cheap airfare means you won’t bust your budget. So no matter whether your ideal itinerary involves flying one way, non-stop, or round trip, you’re bound to find flights that match your schedule on Expedia, and at prices that won’t shock your wallet.

Bagging a cheap flight from Cleveland to Chicago may mean more dollars to spend on for one-of-a-kind souvenirs when you arrive, but it doesn’t mean you have to skimp on your travel experience, as Expedia offers a sizzling selection of cheap airlines that’ll put you in your happy place on their planes, whether that’s getting lost in a hair-raising airport thriller, dreaming on the passing landscape over a glass of bubbly, or jotting down your vacation bucket list at 38,000 feet. There’s also bound to be plenty of opportunities to snap a few photos of the high life that will make your friends green with envy. After all, enjoying the journey is part of the fun.

With so many affordable flights and so many wonderful adventures awaiting you, there’s no reason to put off booking a fantastic flight from CLE to MDW today. So don’t leave it to the last minute to make your dream trip a reality: pack your bags with your go-to travel accessories, put together your list of must-see attractions and can’t-miss activities, and get ready to broaden your horizons – with Expedia, the wonders of Chicago are only a plane trip away. Book your travel arrangements with us today!

If you would like to book flights to Chicago more flexibly many prefer to purchase one-way tickets with options to take different airlines. A one way ticket to Chicago is now!

Cleveland to Chicago Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia