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$83+ 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 11/19. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find cheap flights from Chicago to Cleveland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$239
(Kiwi.com)

One-way from

$83
(Kiwi.com)

Popular in

January

Cheapest in

August

Average price

$375

Good round-trip deal

$253 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 ($42 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 October 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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
Tue 11/2511:48 amORD - CLE
1 stop9h 36mFrontier
Fri 11/285:30 amCLE - ORD
1 stop7h 04mFrontier
Deal found 10/29$239
This Booking.com deal was found by Cheapflights users on 10/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:20 amMDW - CLE
1 stop5h 02mFrontier
Sun 11/25:30 amCLE - MDW
1 stop20h 00mFrontier
Deal found 10/28$240
This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Thu 11/134:57 pmORD - CLE
2 stops16h 31mMultiple Airlines
Sun 11/167:00 amCLE - ORD
1 stop17h 28mMultiple Airlines
Deal found 10/30$240
This American Airlines deal was found by Cheapflights users on 10/28. 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 11/195:00 amORD - CLE
1 stop6h 33mAmerican Airlines
Sat 11/229:42 amCLE - ORD
Nonstop1h 43mAmerican Airlines
Deal found 10/28$241
This Southwest deal was found by Cheapflights users on 10/30. 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.
Wed 12/248:40 pmMDW - CLE
Nonstop1h 15mSouthwest
Tue 12/306:30 amCLE - MDW
Nonstop1h 30mSouthwest
Deal found 10/30$242
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/125:40 pmORD - CLE
1 stop5h 09mAmerican Airlines
Mon 12/156:56 pmCLE - ORD
Nonstop1h 54mAmerican Airlines
Deal found 10/29$242
This American Airlines deal was found by Cheapflights users on 10/29. 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 11/266:48 amORD - CLE
Nonstop1h 24mAmerican Airlines
Fri 11/288:50 pmCLE - ORD
Nonstop1h 40mAmerican Airlines
Deal found 10/29$244
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Thu 11/206:05 amMDW - CLE
2 stops13h 07mMultiple Airlines
Fri 11/219:16 pmCLE - MDW
1 stop20h 51mMultiple Airlines
Deal found 10/28$246
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/222:28 pmORD - CLE
1 stop9h 49mMultiple Airlines
Sun 11/233:40 pmCLE - ORD
1 stop8h 33mMultiple Airlines
Deal found 10/28$246
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/179:27 amMDW - CLE
1 stop26h 09mFrontier
Wed 11/267:51 pmCLE - MDW
1 stop27h 52mFrontier
Deal found 10/29$247
This Frontier deal was found by Cheapflights users on 10/29. 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.
Sat 11/16:20 amMDW - CLE
1 stop5h 02mFrontier
Sun 11/26:48 pmCLE - MDW
1 stop6h 42mFrontier
Deal found 10/29$248
This Priceline deal was found by Cheapflights users on 10/29. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/211:51 amORD - CLE
1 stop8h 13mFrontier
Mon 11/37:51 pmCLE - ORD
1 stop5h 20mFrontier
Deal found 10/29$248

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 October 30, 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

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

10:45 am-8:40 pm

1 stop8h 55m

Cleveland Hopkins Intl

Sun 1/18

9:00 am-5:44 pm

1 stop9h 44m

$240

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 11/18

8:40 pm-10:55 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Wed 11/19

3:50 pm-9:05 pm

1 stop6h 15m

$241

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 11/15

8:28 am-11:59 pm

2 stops14h 31m

Cleveland Hopkins Intl

Wed 11/19

5:45 am-4:15 pm

2 stops11h 30m

$241

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 1/17

1:54 pm-12:39 am

2 stops9h 45m

Cleveland Hopkins Intl

Mon 1/19

8:10 am-1:39 pm

1 stop6h 29m

$243

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 11/18

6:48 am-11:59 pm

3 stops16h 11m

Cleveland Hopkins Intl

Wed 11/19

5:45 am-4:15 pm

2 stops11h 30m

$248

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 11/18

5:34 pm-12:38 am

1 stop6h 04m

Cleveland Hopkins Intl

Wed 11/19

6:00 am-9:52 am

1 stop4h 52m

$251

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 12/24

1:22 pm-7:52 pm

1 stop5h 30m

Cleveland Hopkins Intl

Sun 12/28

6:29 am-9:01 am

1 stop3h 32m

$252

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 12/18

8:55 am-1:39 pm

1 stop3h 44m

Cleveland Hopkins Intl

Fri 12/19

4:51 pm-10:43 pm

1 stop6h 52m

$252

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 3/1

5:55 pm-12:37 am

1 stop5h 42m

Cleveland Hopkins Intl

Tue 3/3

12:00 pm-4:39 pm

1 stop5h 39m

$252

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 12/13

10:15 am-4:00 pm

1 stop4h 45m

Cleveland Hopkins Intl

Sun 1/4

10:15 am-11:00 am

Nonstop1h 45m

$254

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 October.
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 24, 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 October 30, 2025.

It’s typically best to fly out from Chicago to Cleveland in the evening. Doing so could potentially save you 11% 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 October 26, 2025.

Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Friday evenings 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.

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 October 30, 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
4,242 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

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
8,998 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

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
11,030 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

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
3,123 reviews
Southwest
8.0
Very good
4,242 reviews

Crew

8.6

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

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 18 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 15m. JetBlue provides one of the quickest options available for as low as $241. 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 64% 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 $88 on Frontier. Other airlines that offer cheap prices include Southwest from $104 and United Airlines from $104 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 (86%), Envoy Air (78%) and ANA (77%).

  • 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 $375. The most popular route, (Chicago O'Hare Intl - Cleveland Hopkins Intl), can usually be booked for $151.

  • 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
Strongsville
Kent
Medina
Westlake

Browse thousands of different options on Cheapflights for your next trip

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$178FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$127Average$282FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$172Average$305FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$180Average$330FlexibilityNo cancel feeOn-time69%

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