CHI - CLE

$69 Find Cheap Flights from Chicago to Cleveland - Compare and Save

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 8/19. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$186
Southwest
Sat 8/29Tue 9/1
MDW - CLE • 2 stops
Cheapest non-stop
$187
Typical prices: $199-$381
United Airlines
Mon 9/7Thu 9/10
ORD - CLE • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Southwest free carry-on adds value, while United Economy Plus gives more legroom.
American Main Cabin Extra adds early boarding; Southwest changes stay flexible.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
You can fly direct with American Airlines, Southwest and United Airlines. Average duration is 1h 24m
Direct flights
Direct flights
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Direct flights
Direct flights
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Top routes
Cheapest • 21% average savings
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $228 (round-trip)
Shortest trip • 3h 23m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 58% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
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Flight Deals

Cheap Flights from Chicago to Cleveland (CHI-CLE)

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Cleveland

Sat, Aug 29 - Tue, Sep 1
Southwest Logo
7:55 am - 4:45 pm
MDW
-
CLE
7h 50m
2 stops
Southwest Logo
1:15 pm - 9:50 pm
CLE
-
MDW
9h 35m
2 stops
$186Southwest
Sat, Aug 8 - Mon, Aug 10
Southwest Logo
6:35 am - 1:15 pm
MDW
-
CLE
5h 40m
1 stop
Southwest Logo
7:15 pm - 7:30 pm
CLE
-
MDW
1h 15mnonstop
$187Southwest
Mon, Sep 7 - Mon, Sep 14
United Airlines Logo
9:29 pm - 11:58 pm
ORD
-
CLE
1h 29mnonstop
United Airlines Logo
5:30 am - 6:07 am
CLE
-
ORD
1h 37mnonstop
$187United Airlines
Wed, Aug 5 - Mon, Aug 10
Southwest Logo
8:35 am - 11:00 am
MDW
-
CLE
1h 25mnonstop
Southwest Logo
6:05 pm - 10:20 pm
CLE
-
MDW
5h 15m
1 stop
$188Southwest
Thu, Aug 6 - Mon, Aug 10
Frontier Logo
1:50 pm - 12:24 pm
ORD
-
CLE
21h 34m
1 stop
Frontier Logo
6:41 am - 7:53 pm
CLE
-
ORD
14h 12m
1 stop
$191Frontier
Thu, Aug 6 - Mon, Aug 10
Frontier Logo
1:50 pm - 12:24 pm
ORD
-
CLE
21h 34m
1 stop
Frontier Logo
6:41 am - 7:53 pm
CLE
-
ORD
14h 12m
1 stop
$192Frontier
Wed, Aug 5 - Wed, Aug 12
Southwest Logo
1:00 pm - 9:25 pm
MDW
-
CLE
7h 25m
2 stops
Southwest Logo
8:45 am - 8:55 am
CLE
-
MDW
1h 10mnonstop
$192Southwest
Mon, Aug 24 - Thu, Aug 27
Southwest Logo
6:30 pm - 8:45 pm
MDW
-
CLE
1h 15mnonstop
Southwest Logo
5:40 am - 12:20 pm
CLE
-
MDW
7h 40m
2 stops
$193Southwest
Thu, Aug 13 - Sat, Aug 15
Frontier Logo
8:05 am - 10:57 pm
ORD
-
CLE
13h 52m
1 stop
Frontier Logo
6:41 am - 7:53 pm
CLE
-
ORD
14h 12m
1 stop
$193Frontier
Tue, Aug 11 - Sat, Aug 15
Delta Logo
1:59 pm - 9:22 pm
ORD
-
CLE
6h 23m
1 stop
Delta Logo
10:24 am - 1:50 pm
CLE
-
ORD
4h 26m
1 stop
$197Delta
Booking Insights

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.

How much is a round-trip flight from Chicago to Cleveland?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Cleveland departing in August.

What is the cheapest Chicago to Cleveland flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Chicago to Cleveland costs $120 on the route between Chicago Midway Airport (MDW) and Cleveland (CLE). Over the past month, this route was, on average, 21% cheaper than other Chicago-Cleveland routes. The most popular route is between Chicago O'Hare Intl Airport (ORD) and Cleveland (CLE).

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 Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday is the most expensive day to fly from Chicago to Cleveland. For your return ticket, we recommend flying on a Friday and avoiding Sundays 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 October, where tickets cost $72 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $203 and $142 respectively.

Can I save money by flying with a layover from Chicago to Cleveland?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $376 on average.

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, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Expert advice

Expert advice for your flight from Chicago to Cleveland

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

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.

Blane Bachelor

Blane Bachelor

Expert on Southwest

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.

Brandon Schultz

Brandon Schultz

Expert on CLE

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.

Good to know

Low seasonSeptember
Cheapest flight$69
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 31% increase in price.
Flight from Chicago Midway 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 5 days, the lowest price for a flight from Chicago to Cleveland was $69 for a one-way ticket and $186 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, and JetBlue 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 $291 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 $461 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 $199 or less one-way and $242 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?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago to Cleveland Hopkins Intl.
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

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

Information on your arrival and departure airports