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$69+ 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 8/5. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Aug 10 — Aug 171
Mon 8/10
Mon 8/17
1 adult, Economy
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Find cheap flights from Chicago to Cleveland with Cheapflights

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Cheapflights Tip: The best prices from Chicago to Cleveland Hopkins Intl are usually found in August or September, booked 65 days in advance, depart on a Thursday or Saturday and return on a Friday

Cheap 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 July 11, 2026.

This Southwest deal was found by Cheapflights users on 7/10. 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.
Sat 8/86:35 am
MDW
-
CLE
1 stop5h 40m
Southwest
Mon 8/107:15 pm
CLE
-
MDW
Nonstop1h 15m
Southwest
Deal found 7/10$187
This United Airlines deal was found by Cheapflights users on 7/10. 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.
Tue 9/18:08 pm
ORD
-
CLE
Nonstop1h 31m
United Airlines
Wed 9/27:49 pm
CLE
-
ORD
Nonstop1h 40m
United Airlines
Deal found 7/10$187
This Southwest deal was found by Cheapflights users on 7/9. 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 8/58:35 am
MDW
-
CLE
Nonstop1h 25m
Southwest
Mon 8/106:05 pm
CLE
-
MDW
1 stop5h 15m
Southwest
Deal found 7/9$188
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/61:50 pm
ORD
-
CLE
1 stop21h 34m
Frontier
Mon 8/106:41 am
CLE
-
ORD
1 stop14h 12m
Frontier
Deal found 7/10$191
This Southwest deal was found by Cheapflights users on 7/8. 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 8/51:00 pm
MDW
-
CLE
2 stops7h 25m
Southwest
Wed 8/128:45 am
CLE
-
MDW
Nonstop1h 10m
Southwest
Deal found 7/8$192
This Southwest deal was found by Cheapflights users on 7/8. 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.
Mon 8/246:30 pm
MDW
-
CLE
Nonstop1h 15m
Southwest
Thu 8/275:40 am
CLE
-
MDW
2 stops7h 40m
Southwest
Deal found 7/8$193
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/138:05 am
ORD
-
CLE
1 stop13h 52m
Frontier
Sat 8/156:41 am
CLE
-
ORD
1 stop14h 12m
Frontier
Deal found 7/8$193
This Southwest deal was found by Cheapflights users on 7/7. 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 8/191:00 pm
MDW
-
CLE
2 stops7h 25m
Southwest
Thu 8/201:50 pm
CLE
-
MDW
Nonstop1h 15m
Southwest
Deal found 7/7$194
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/51:50 pm
ORD
-
CLE
1 stop6h 02m
Frontier
Sun 8/95:51 pm
CLE
-
ORD
1 stop15h 11m
Frontier
Deal found 7/9$194
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/811:06 am
MDW
-
CLE
1 stop20h 46m
Frontier
Mon 8/103:46 pm
CLE
-
MDW
1 stop7h 17m
Frontier
Deal found 7/10$195
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/51:50 pm
ORD
-
CLE
1 stop6h 02m
Frontier
Wed 8/126:41 am
CLE
-
ORD
2 stops17h 29m
Frontier
Deal found 7/7$195
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/236:05 am
MDW
-
CLE
1 stop15h 26m
Frontier
Sun 8/305:15 pm
CLE
-
MDW
1 stop6h 32m
Frontier
Deal found 7/9$196

Find 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 July 11, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Southwest)

One-way from

$69
(Southwest)

Popular in

March

Cheapest in

August

Average price

$287

Good round-trip deal

$207 or less

Good one-way deal

$176 or less
Provider with most accurate pricing for Chicago (CHI)-Cleveland Hopkins Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Cleveland Hopkins Intl flights.
Search Deals
From Chicago (CHI) to Cleveland Hopkins Intl
Search Deals
One-way flight from Chicago (CHI) to Cleveland Hopkins Intl
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($74 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Cleveland Hopkins Intl.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Cleveland Hopkins Intl.
Search Deals

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 July 11, 2026.
Use the filters below to find and compare flights from Chicago to Cleveland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Tue 8/25

6:42 pm-11:56 pm

1 stop4h 14m

Cleveland Hopkins Intl

Tue 9/1

2:20 pm-4:59 pm

1 stop3h 39m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 8/20

8:45 am-11:16 am

Nonstop1h 31m

Cleveland Hopkins Intl

Sun 8/23

12:19 pm-12:59 pm

Nonstop1h 40m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 8/11

5:20 pm-11:56 pm

1 stop5h 36m

Cleveland Hopkins Intl

Thu 8/13

10:24 am-1:08 pm

1 stop3h 44m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Mon 9/14

1:55 pm-8:58 pm

1 stop6h 03m

Cleveland Hopkins Intl

Thu 9/17

10:27 am-12:59 pm

1 stop3h 32m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 8/12

8:48 am-1:40 pm

1 stop3h 52m

Cleveland Hopkins Intl

Thu 8/13

10:24 am-1:08 pm

1 stop3h 44m

$197

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 8/8

2:25 pm-8:20 pm

1 stop4h 55m

Cleveland Hopkins Intl

Sat 8/15

6:10 am-1:20 pm

2 stops8h 10m

$222

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 9/26

7:55 am-4:45 pm

2 stops7h 50m

Cleveland Hopkins Intl

Sun 9/27

7:15 pm-10:55 pm

1 stop4h 40m

$222

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 8/26

5:20 pm-9:22 pm

1 stop3h 02m

Cleveland Hopkins Intl

Fri 8/28

2:20 pm-6:29 pm

1 stop5h 09m

$222

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 8/12

4:15 pm-6:30 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Sun 8/16

4:00 pm-4:15 pm

Nonstop1h 15m

$227

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Fri 9/11

1:00 pm-3:10 pm

Nonstop1h 10m

Cleveland Hopkins Intl

Sun 9/13

5:00 pm-10:25 pm

1 stop6h 25m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/11

Showing 1-10 of 45 resultsSorted by cheapest first
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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 July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Cleveland flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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

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 $72). Flying from Chicago to Cleveland in December is currently the most expensive (average of $203). 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 July 11, 2026.

It’s typically best to fly out from Chicago to Cleveland at noon. Doing so could potentially save you 27% on the flight price compared to flying in the evening, which is usually more expensive.

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 July 11, 2026.

The most flights from CHI to CLE are scheduled on a Friday (62 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (43 on average).

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

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

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 82 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 4, 2026.

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

The best insider tips for Chicago to Cleveland flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Cleveland trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD, MDW and CLE

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 July 11, 2026.
Read reviews from past customers who have flown Southwest,United Airlines, andAmerican 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
7.9
Good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
7.9
Good
4,248 reviews
Southwest
7.9
Good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
9,976 reviews
Southwest
7.9
Good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.1
Good
11,806 reviews
Southwest
7.9
Good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.6
Fair
2,832 reviews
Southwest
7.9
Good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore 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 5 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 31m. Delta provides one of the quickest options available for as low as $197. Airlines will cover a distance of 315 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 JetBlue. Our recent data shows that you can find tickets from as low as $97 on this airline. Additional options worth looking into are Frontier and American Airlines, starting at $117 and $122 round-trip. You may be able to fly from Chicago to Cleveland for 72% 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 $63 on American Airlines. Other airlines that offer cheap prices include Frontier from $69 and United Airlines from $93 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 Envoy Air (82%), Republic Airways (81%) and United Airlines (81%).

  • What are the cheapest flights from Chicago to Cleveland?

    The cheapest flight price from Chicago to Cleveland is $88. On average you can expect to pay $363. The most popular route, (Chicago O'Hare Intl - Cleveland Hopkins Intl), can usually be booked for $117.

  • 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 $72). Flying from Chicago to Cleveland in December is currently the most expensive (average of $203). 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
Beachwood
Independence
Avon
Mansfield
Strongsville
Lakewood
Streetsboro
Medina
Cuyahoga Falls
North Olmsted
Macedonia
Kent
Westlake
Elyria

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Chicago to Cleveland

Discover the top 5 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 July 11, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$272FlexibilityNo cancel feeOn-time62%
FrontierCheapest$117Average$271FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$122Average$271FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$137Average$503FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$170Average$431FlexibilityNo cancel feeOn-time69%

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