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$85+ Cheap flights from Chicago (CHI) to Cleveland (CLE)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Find cheap flights from Chicago to Cleveland with Cheapflights

1. Tell us where you want to go

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2. Select your favorite providers

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Cheapflights Tip: The best prices from Chicago to Cleveland Hopkins Intl are usually found in August or July, booked 48 days in advance, depart on a Saturday or Thursday and return on a Friday

Cheap flight deals from Chicago to Cleveland

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Cleveland (CLE). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(Southwest)

One-way from

$85
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$320

Good round-trip deal

$281 or less

Good one-way deal

$75 or less
Provider with most accurate pricing for Chicago (CHI)-Cleveland Hopkins Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Cleveland Hopkins Intl flights.
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From Chicago (CHI) to Cleveland Hopkins Intl
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One-way flight from Chicago (CHI) to Cleveland Hopkins Intl
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Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Cleveland Hopkins Intl.
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Price to beat on a one-way flight from Chicago (CHI) to Cleveland Hopkins Intl.
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Find flight deals from Chicago to Cleveland

Cheapest flights from Chicago to Cleveland
Explore the most affordable flight options available from Chicago to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Southwest deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/410:05 amMDW - CLE
Nonstop1h 25mSouthwest
Sun 12/76:25 amCLE - MDW
Nonstop1h 30mSouthwest
Deal found 11/5$237
This United Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/112:20 pmORD - CLE
Nonstop1h 21mUnited Airlines
Mon 12/157:30 pmCLE - ORD
Nonstop1h 47mUnited Airlines
Deal found 11/5$237
This American Airlines deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/269:02 pmORD - CLE
Nonstop1h 30mAmerican Airlines
Wed 12/36:10 amCLE - ORD
Nonstop1h 46mAmerican Airlines
Deal found 11/5$238
This Delta deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amORD - CLE
2 stops8h 03mDelta
Wed 12/37:15 amCLE - ORD
2 stops10h 44mDelta
Deal found 11/4$239
This Frontier deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:00 amORD - CLE
1 stop12h 35mFrontier
Thu 11/137:51 pmCLE - ORD
1 stop5h 20mFrontier
Deal found 11/6$240
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:00 amORD - CLE
1 stop17h 54mFrontier
Fri 11/285:30 amCLE - ORD
1 stop7h 04mFrontier
Deal found 11/4$241
This Kiwi.com deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/264:15 pmORD - CLE
2 stops14h 40mMultiple Airlines
Mon 12/16:33 pmCLE - ORD
1 stop29h 33mMultiple Airlines
Deal found 11/4$242
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:57 pmMDW - CLE
2 stops15h 35mFrontier
Mon 12/15:30 amCLE - MDW
1 stop28h 47mFrontier
Deal found 11/3$244
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/1312:55 pmORD - CLE
Nonstop1h 25mUnited Airlines
Sun 12/146:00 amCLE - ORD
Nonstop1h 39mUnited Airlines
Deal found 11/3$244
This Kiwi.com deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:57 pmMDW - CLE
1 stop16h 35mMultiple Airlines
Mon 11/175:45 amCLE - MDW
2 stops19h 45mMultiple Airlines
Deal found 11/6$245
This Kiwi.com deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/161:50 pmORD - CLE
1 stop22h 32mMultiple Airlines
Thu 11/209:52 amCLE - ORD
1 stop24h 09mMultiple Airlines
Deal found 11/5$245
This Mytrip deal was found by Cheapflights users on 11/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/186:48 amORD - CLE
3 stops16h 11mSpirit Airlines
Wed 11/195:45 amCLE - ORD
2 stops11h 30mSpirit Airlines
Deal found 11/4$247

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Cleveland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
Use the filters below to find and compare flights from Chicago to Cleveland that are best for you.

Fly from

Chicago

Fly to

Cleveland

Route

Depart

Return

Price

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Thu 12/4

10:05 am-12:30 pm

Nonstop1h 25m

Cleveland Hopkins Intl

Sun 12/7

6:25 am-6:55 am

Nonstop1h 30m

$237

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

11:05 am-8:41 pm

2 stops8h 36m

Cleveland Hopkins Intl

Sun 1/18

6:30 am-1:07 pm

2 stops7h 37m

$237

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 11/26

5:15 pm-10:40 pm

1 stop4h 25m

Cleveland Hopkins Intl

Thu 11/27

6:20 am-1:00 pm

1 stop7h 40m

$239

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

5:55 pm-12:39 am

1 stop5h 44m

Cleveland Hopkins Intl

Mon 1/19

2:27 pm-8:59 pm

1 stop7h 32m

$242

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 1/1

7:00 am-11:23 am

1 stop3h 23m

Cleveland Hopkins Intl

Mon 1/5

10:25 am-1:07 pm

1 stop3h 42m

$242

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 12/4

11:01 am-1:34 pm

Nonstop1h 33m

Cleveland Hopkins Intl

Sat 12/6

1:23 pm-5:58 pm

1 stop5h 35m

$244

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 12/13

9:50 am-12:10 pm

Nonstop1h 20m

Cleveland Hopkins Intl

Sun 12/14

8:05 pm-8:35 pm

Nonstop1h 30m

$244

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 11/14

5:57 pm-11:32 am

1 stop16h 35m

Cleveland Hopkins Intl

Mon 11/17

5:45 am-12:30 am

2 stops19h 45m

$245

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 11/21

6:13 am-7:57 pm

1 stop12h 44m

Cleveland Hopkins Intl

Wed 11/26

3:21 pm-10:35 am

1 stop20h 14m

$247

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 12/18

7:00 am-9:31 am

Nonstop1h 31m

Cleveland Hopkins Intl

Fri 12/19

6:33 pm-11:42 pm

1 stop6h 09m

$247

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 40 results
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Compare providers for flights from Chicago to Cleveland

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Cleveland in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Cleveland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago-Cleveland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Chicago-Cleveland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Cleveland flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Cleveland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Cleveland

Have a flexible travel schedule? Discover the best time to fly to Cleveland from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cleveland. Price data was last updated on October 31, 2025.

The price you pay for your flight from Chicago to Cleveland may vary depending on when you book. For the best chance of a lower fare, look to book 48 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Cleveland?

Currently, October is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $48). Flying from Chicago to Cleveland in February is currently the most expensive (average of $149). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to CLE?

Find hourly flight availability from Chicago to Cleveland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 6, 2025.

It’s typically best to fly out from Chicago to Cleveland in the evening. Doing so could potentially save you 10% on the flight price compared to flying in the afternoon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Cleveland. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Saturday at noon when fares are most often at their lowest. Sunday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Cleveland

Explore weekly flight availability from Chicago to Cleveland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 6, 2025.

The most flights from CHI to CLE are scheduled on a Thursday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (36 on average).

How much does it cost to fly round-trip from Chicago to Cleveland?

The best insider tips for Chicago to Cleveland flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-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.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Cleveland trip
Airports
ORD

Prepare for a lot of walking between nearly 200 gates at ORD. Know your terminal as they are not all connected.

Read more about ORDby Ramsey Qubein
MDW

MDW is closer to the city center, making it easier to reach than O'Hare, especially if flying Southwest.

Read more about MDWby Ramsey Qubein
CLE

The airport train station connects passengers with downtown Cleveland in under 30 minutes, with Red line trains every 15 minutes.

Read more about CLEby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and CLE

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more

Reviews of airlines servicing Cleveland

Get insights into the airlines that provide service to Cleveland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cleveland. Reviews last updated November 6, 2025.
Read reviews from past customers who have flown Southwest, United Airlines, and American Airlines from Chicago to Cleveland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,007 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,040 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,116 reviews
Southwest
8.0
Very good
4,241 reviews

Food

7.0

Crew

8.6

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cleveland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Cleveland from Chicago?

    Most people fly into Cleveland Hopkins Intl (CLE) if they book a flight to Cleveland from Chicago. On average, Hopkins Intl has 51 inbound flights from Chicago per day from 4 airlines. Cleveland Hopkins Intl is conveniently located just 10.1 mi from Cleveland’s city center.

  • How long is the flight from Chicago to Cleveland?

    A quick flight from Chicago to Cleveland can take about 1h 25m. Southwest provides one of the quickest options available for as low as $237. Airlines will cover a distance of 305 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago to Cleveland round-trip?

    Our cheapest airline available from Chicago to Cleveland is Frontier. Our recent data shows that you can find tickets from as low as $110 on this airline. Additional options worth looking into are American Airlines and Southwest, starting at $127 and $172 round-trip. You may be able to fly from Chicago to Cleveland for 63% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago to Cleveland one-way?

    One-way options have recently been found by users for as low as $85 on Frontier. Other airlines that offer cheap prices include United Airlines from $88 and Delta from $98 one-way.

  • What are the most reliable airlines from Chicago to Cleveland?

    The top 3 most reliable airlines when flying from Chicago to Cleveland are Republic Airways (89%), Envoy Air (86%) and United Airlines (86%).

  • What are the cheapest flights from Chicago to Cleveland?

    The cheapest flight price from Chicago to Cleveland is $115. On average you can expect to pay $368. The most popular route, (Chicago O'Hare Intl - Cleveland Hopkins Intl), can usually be booked for $143.

  • Can I find deals for flights from Chicago to Cleveland that include hotel bookings?

    Yes. In addition to deals on Chicago to Cleveland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Cleveland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cleveland.

  • Can I find deals for business class flights from Chicago to Cleveland?

    Yes. Cheapflights offers flight deals from Chicago to Cleveland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Cleveland?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $48). Flying from Chicago to Cleveland in February is currently the most expensive (average of $149). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mentor
Mansfield
Avon
Beachwood
Wooster
Independence
Willoughby
Elyria
Streetsboro
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Strongsville
Medina
Lakewood
Westlake

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Cleveland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chicago to Cleveland

Discover the top 4 airlines that operate flights from Chicago to Cleveland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$178FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$127Average$283FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$172Average$305FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$179Average$325FlexibilityNo cancel feeOn-time69%

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