CHI - CLE

$86 Find Cheap Flights from Chicago to Cleveland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Cleveland departing on 6/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult

KAYAK searches hundreds of travel sites at once for deals on flights to Cleveland

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cleveland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Cleveland, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Chicago to Cleveland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Cleveland that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Cleveland

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Cleveland.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
6:55 am - 8:38 pmORD-CLE
12h 43m1 stop
Frontier Logo
8:30 am - 6:50 pmCLE-ORD
11h 20m1 stop
$170Frontier
Find Deal
Mon, May 19 - Wed, May 21
Frontier Logo
4:15 pm - 12:36 amORD-CLE
7h 21m1 stop
Frontier Logo
3:05 pm - 11:32 pmCLE-ORD
9h 27m1 stop
$180Frontier
Find Deal
Thu, May 15 - Sat, May 17
American Airlines Logo
12:14 pm - 2:42 pmORD-CLE
1h 28mnonstop
American Airlines Logo
5:06 pm - 5:45 pmCLE-ORD
1h 39mnonstop
$197American Airlines
Find Deal
Sat, May 24 - Sun, May 25
American Airlines Logo
12:14 pm - 2:42 pmORD-CLE
1h 28mnonstop
American Airlines Logo
5:06 pm - 5:45 pmCLE-ORD
1h 39mnonstop
$198American Airlines
Find Deal
Sat, May 24 - Sat, May 31
Southwest Logo
6:20 pm - 8:35 pmMDW-CLE
1h 15mnonstop
Southwest Logo
7:20 pm - 7:35 pmCLE-MDW
1h 15mnonstop
$207Southwest
Find Deal
Tue, May 27 - Wed, May 28
Southwest Logo
2:40 pm - 9:10 pmMDW-CLE
5h 30m1 stop
Southwest Logo
12:45 pm - 1:00 pmCLE-MDW
1h 15mnonstop
$217Southwest
Find Deal
Tue, May 27 - Wed, May 28
Delta Logo
9:16 am - 1:29 pmMDW-CLE
3h 13m1 stop
Delta Logo
6:00 am - 11:53 amCLE-MDW
6h 53m1 stop
$227Delta
Find Deal
Tue, May 27 - Wed, May 28
Delta Logo
10:35 am - 9:56 pmORD-CLE
10h 21m2 stops
Delta Logo
7:05 am - 4:30 pmCLE-ORD
10h 25m2 stops
$227Delta
Find Deal
Sat, May 24 - Sat, May 31
United Airlines Logo
7:34 am - 10:00 amORD-CLE
1h 26mnonstop
United Airlines Logo
7:32 am - 8:05 amCLE-ORD
1h 33mnonstop
$240United Airlines
Find Deal
Fri, May 23 - Sun, May 25
United Airlines Logo
9:20 pm - 11:46 pmORD-CLE
1h 26mnonstop
United Airlines Logo
7:32 am - 8:05 amCLE-ORD
1h 33mnonstop
$317United Airlines
Find Deal
Thu, Jun 19 - Sat, Jun 21
Expert advice

Expert advice for your flight from Chicago to Cleveland

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
United Airlines

United's Economy Plus offers up to six inches more legroom than standard economy seats.


Purchase Priority Boarding to ensure overhead bin space, placing you in Zone 2.

American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks for a small fee.


Download the American Airlines app for inflight entertainment, as seatback screens may be unavailable.

Southwest

Southwest allows two free checked bags, each up to 50 pounds, ideal for families.


Use EarlyBird Check-In for a better boarding position, available up to 36 hours before departure.

Read more about Southwestby Blane Bachelor
Airports
ORD

O'Hare's security lines can be long during peak times. Arrive early to avoid delays, especially for morning flights.

Read more about ORDby Stefanie Waldek
CLE

Use the RTA Red Line for a quick trip to downtown Cleveland from CLE. Trains run every 15 minutes, taking under 30 minutes.

Read more about CLEby Brandon Schultz
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor

Blane Bachelor

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Read more
Brandon Schultz

Brandon Schultz

Expert on CLE

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Useful Info

KAYAK's insights & trends for Chicago to Cleveland flights

Get data-powered insights and trends into flights from Chicago to Cleveland to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Cleveland flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago to Cleveland.

Our data shows that the cheapest route for a return flight from Chicago to Cleveland cost $217 and was between Chicago Midway Airport (MDW) and Cleveland (CLE). On average, the best prices are found if you fly from Chicago O'Hare Intl Airport (ORD) to Cleveland (CLE). The average price for a return flight for this route is $217.

What’s the cheapest day of the week to fly from Chicago to Cleveland?

The average price of all round-trip flights from Chicago to Cleveland clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Cleveland on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago to Cleveland. For your return ticket, we recommend flying on a Friday and avoiding Mondays for the best deals.

What is the cheapest month to fly from Chicago to Cleveland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Cleveland, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Cleveland is May, where tickets cost $270 (return) on average. On the other hand, the most expensive months are January and April, where the average cost of round-trip tickets is $430 and $340 respectively.

How far in advance should I book a flight from Chicago to Cleveland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago to Cleveland, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago to Cleveland, you should book around 4 weeks before departure. For the absolute cheapest price, our data suggests you should book 20 weeks before departure.

Good to know

Low seasonJanuary
High seasonOctober
Cheapest flight$86
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from Chicago O'Hare Airport to Cleveland

When to book flights from Chicago to Cleveland

Are your dates flexible? Find out the best times to travel from Chicago to Cleveland based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Cleveland

  • What is the best way to get to the city center from CLE airport?

    CLE airport caters to the movement of its landing travelers to the city center. The quickest way to downtown Cleveland is by the airport shuttle, driving or taxi which takes about 15min each. The airport shuttle is the best of the three since it offers free services to the airport’s travelers.

  • Are there art exhibitions are CLE airport?

    Yes. Several artworks and exhibitions are displayed that travelers passionate about art and history can pass by before heading out of the airport. You can visit the Public Gallery or the Rock and Roll Fame Posters to make your flight through the airport more interesting.

  • Which lounges are available at ORD airport?

    ORD airport hosts various lounges where you can relax away from the busy departure areas. You can go to the Air France Lounge in Terminal 5 which offers free entry. There is also the American Flagship Lounge in Terminal 3 at gate K6 which offers free access. U.S. military members and their families should consider relaxing in USO Lounge in Terminal 2.

  • Are there religious facilities at MDW airport?

    Yes. MDW airport hosts religious facilities and services essential to travelers of all faiths. The airport has an interfaith chapel on the mezzanine level in Concourse C. It offers rosaries, prayer books, rugs, and comfortable seating for passengers to pray or meditate. You can visit the chapel if you need a quiet and serene environment to pray or meditate.

  • What is the cheapest flight from Chicago to Cleveland?

    In the last 3 days, the lowest price for a flight from Chicago to Cleveland was $86 for a one-way ticket and $170 for a round-trip.

  • Do I need a passport to fly between Chicago and Cleveland?

    No

  • Which airports will I be using when flying from Chicago to Cleveland?

    When flying out of Chicago you will be using one of these airports: Chicago Midway or Chicago O'Hare Intl. You will be landing at Cleveland Hopkins Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Cleveland?

    American Airlines, JetBlue, and Delta offer inflight Wi-Fi service on the Chicago to Cleveland flight route.

  • Which aircraft models fly most regularly from Chicago to Cleveland?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Chicago to Cleveland flight route.

  • Which airline alliances offer flights from Chicago to Cleveland?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Cleveland, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Cleveland?

    There are nonstop flights from Chicago to Cleveland on a daily basis.

  • Which is the best airline for flights from Chicago to Cleveland, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Chicago to Cleveland are Southwest and United Airlines. With an average price for the route of $299 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $315 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Chicago to Cleveland?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Cleveland.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Cleveland?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Cleveland from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Cleveland?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Cleveland with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Cleveland?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Cleveland from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Chicago to Cleveland

  • Looking for a cheap flight? 25% of our users found flights on this route for $148 or less one-way and $243 or less round-trip.
  • Chicago Midway International Airport (MDW) has enhanced accessibility suitable to travelers with physical and hidden disabilities. The airport has TTY telephones in all the telephone booths for hearing-impaired travelers. Lifts, ramps, adapted toilets and wheelchairs are also available. The airport offers designated drop-off areas for disabled travelers on the lower and upper levels of the terminal.
  • MDW airport has parking facilities that offer convenient parking services to its departing travelers. The main garage is adjacent to the terminal and offers short and long-term parking spaces. The economy garage also features a covered and uncovered car park for extended periods. It is connected to the main building through the airport shuttle.
  • Chicago O’Hare International Airport (ORD) has family-friendly facilities essential to family travelers. The airport has a Children’s Museum in Terminal 2 where you can take your kids to learn some history and view artworks. There is also a children’s play area at gate M12 of Terminal 5 where the kids can have fun. Baby facilities convenient to traveling nursing mothers are also available. There are nursing rooms in Terminals 1, 2, 3 and 5.
  • Cleveland Hopkins International Airport (CLE) hosts conference and business facilities offering services suitable to corporate travelers. You can go to the business center in the upper ticketing level of the terminal building to keep up with your work. The center offers photocopying, fax and internet access services. Additionally, there are multiple meeting rooms and board-style seating which you can rent, provided by the onsite Sheraton Airport Hotel.
  • CLE airport offers pet-friendly facilities crucial to furry travelers. There are two convenient pet relief areas for passengers who have brought their service animals or pets along. One of them is found on the Main Concourse between the North Checkpoint and Central Checkpoint. The outdoor pet relief area is located between the terminal entrance and the parking garage. Animal waste bags and trash receptacles are available in these two areas.

Prefer to fly direct from Chicago to Cleveland?

Find which airlines fly direct from Chicago to Cleveland Hopkins Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago to Cleveland Hopkins Intl

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights

Direct returns

Cleveland Hopkins Intl to Chicago

Monday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Tuesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Wednesday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Thursday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Friday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Saturday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

Sunday

American Airlines, Southwest, United Airlines

American Airlines, Southwest, +1 more

See more direct flights
See more direct flights

Top 4 airlines serving from Chicago to Cleveland

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Cleveland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Cleveland? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4294 reviews
8.2Boarding
7.6Entertainment
8.0Comfort
7.1Food
8.6Crew
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

You were more on time than United. I'm so over united delays.

The meals were mediocre and the alcohol selection was poor. I enjoyed the selection of movies and other entertainment.

I chatted with the captain before the flight, and similarly during the welcome announcement, he warned of a turbulent flight that may impact the in-flight service. However, once at altitude, he announced that the weather changed and he immediately turned off the seatbelt sign. But it appeared the cabin crew had already decided to take off this flight. They remained seated and then just chatted in the galley. The flight was fully catered, but only first class received service.

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Charlotte NC agents were great and ended up with decent seats after having to switch flights amidst Hurricane situation. CMH was a different story. Doors to flight closed 15 minutes before departure so we nearly were left behind. Flight crew were OK but nothing to brag about for sure

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Everything you need to know for your flight from Chicago to Cleveland

Information on your arrival and departure airports

Compare transportation modes for Chicago to Cleveland

Average priceAverage duration
Flights$2501h 15m
Trains$1986h 49m
Buses$1027h 55m

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