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$88+ 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 7/1. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Jun 4 — Jun 111
Thu 6/4
Thu 6/11
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago to Cleveland Hopkins Intl are usually found in August or May, booked 65 days in advance, depart on a Saturday or Thursday 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 May 5, 2026.

This Southwest deal was found by Cheapflights users on 5/5. 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 9/38:05 am
MDW
-
CLE
Nonstop1h 20m
Southwest
Sat 9/54:35 pm
CLE
-
MDW
Nonstop1h 20m
Southwest
Deal found 5/5$191
This American Airlines deal was found by Cheapflights users on 5/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:45 am
ORD
-
CLE
Nonstop1h 33m
American Airlines
Mon 5/258:41 pm
CLE
-
ORD
Nonstop1h 43m
American Airlines
Deal found 5/4$191
This American Airlines deal was found by Cheapflights users on 5/2. 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.
Sat 5/2311:30 am
ORD
-
CLE
Nonstop1h 34m
American Airlines
Mon 5/256:14 pm
CLE
-
ORD
Nonstop2h 03m
American Airlines
Deal found 5/2$193
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Mon 5/256:00 am
MDW
-
CLE
1 stop13h 54m
Frontier
Mon 6/13:46 pm
CLE
-
MDW
1 stop7h 16m
Frontier
Deal found 4/30$195
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/276:55 am
ORD
-
CLE
1 stop6h 36m
Frontier
Thu 5/286:01 pm
CLE
-
ORD
2 stops19h 36m
Frontier
Deal found 5/1$195
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Wed 5/203:55 pm
ORD
-
CLE
1 stop14h 53m
Frontier
Wed 5/278:43 am
CLE
-
ORD
2 stops11h 58m
Frontier
Deal found 4/30$197
This Southwest deal was found by Cheapflights users on 5/2. 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 5/233:40 pm
MDW
-
CLE
Nonstop1h 10m
Southwest
Tue 5/262:45 pm
CLE
-
MDW
Nonstop1h 20m
Southwest
Deal found 5/2$199
This Kiwi.com deal was found by Cheapflights users on 5/3. 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.
Mon 6/81:29 pm
ORD
-
CLE
1 stop6h 25m
Frontier
Sun 6/145:51 pm
CLE
-
ORD
1 stop15h 12m
Frontier
Deal found 5/3$199
This Southwest deal was found by Cheapflights users on 4/30. 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.
Thu 5/2112:50 pm
MDW
-
CLE
Nonstop1h 15m
Southwest
Mon 5/258:10 pm
CLE
-
MDW
1 stop3h 35m
Southwest
Deal found 4/30$201
This Frontier deal was found by Cheapflights users on 4/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/151:59 pm
ORD
-
CLE
1 stop5h 58m
Frontier
Mon 5/183:42 pm
CLE
-
ORD
1 stop9h 17m
Frontier
Deal found 4/30$201
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 5/316:00 am
MDW
-
CLE
1 stop12h 34m
Frontier
Mon 6/13:46 pm
CLE
-
MDW
1 stop20h 26m
Frontier
Deal found 5/1$202
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 5/245:11 pm
ORD
-
CLE
1 stop13h 37m
Frontier
Mon 5/253:46 pm
CLE
-
ORD
1 stop17h 09m
Frontier
Deal found 5/5$202

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 May 5, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$191
(Southwest)

One-way from

$88
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$270

Good round-trip deal

$234 or less

Good one-way deal

$148 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. 26% potential increase in price ($120 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 5, 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

Sat 5/23

3:40 pm-5:50 pm

Nonstop1h 10m

Cleveland Hopkins Intl

Tue 5/26

5:50 am-10:40 am

1 stop5h 50m

$201

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 6/26

9:20 pm-11:49 pm

Nonstop1h 29m

Cleveland Hopkins Intl

Tue 6/30

9:00 am-9:34 am

Nonstop1h 34m

$207

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 5/23

9:25 am-1:23 pm

1 stop2h 58m

Cleveland Hopkins Intl

Mon 5/25

6:35 am-10:29 am

1 stop4h 54m

$211

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 5/28

11:09 am-3:05 pm

1 stop2h 56m

Cleveland Hopkins Intl

Mon 6/1

5:35 pm-9:53 pm

1 stop5h 18m

$211

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 5/27

2:00 pm-12:32 am

2 stops9h 32m

Cleveland Hopkins Intl

Tue 6/2

4:20 pm-8:26 pm

1 stop5h 06m

$242

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 5/19

9:37 pm-11:42 am

1 stop13h 05m

Cleveland Hopkins Intl

Thu 5/21

12:08 pm-8:32 pm

1 stop9h 24m

$250

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sun 7/12

8:00 am-10:15 am

Nonstop1h 15m

Cleveland Hopkins Intl

Mon 7/13

4:45 pm-5:05 pm

Nonstop1h 20m

$277

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 6/26

9:20 pm-11:49 pm

Nonstop1h 29m

Cleveland Hopkins Intl

Sun 6/28

10:53 am-11:29 am

Nonstop1h 36m

$277
Quickest round-trip

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 7/18

7:50 am-10:05 am

Nonstop1h 15m

Cleveland Hopkins Intl

Mon 7/20

8:10 pm-8:25 pm

Nonstop1h 15m

$277

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Fri 6/26

12:27 pm-11:59 pm

2 stops10h 32m

Cleveland Hopkins Intl

Tue 6/30

6:00 am-1:04 pm

2 stops8h 04m

$278

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/4

Showing 1-10 of 47 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 May.
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

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 47 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 $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 May 5, 2026.

It’s typically best to fly out from Chicago to Cleveland at noon. Doing so could potentially save you 18% on the flight price compared to flying in the evening, 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 May 2, 2026.

Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons 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 May 5, 2026.

The most flights from CHI to CLE are scheduled on a Monday (70 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (45 on average).

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

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 May 5, 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
4,305 reviews

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,305 reviews
Southwest
7.9
Good
4,305 reviews

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,683 reviews
Southwest
7.9
Good
4,305 reviews

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,670 reviews
Southwest
7.9
Good
4,305 reviews

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,965 reviews
Southwest
7.9
Good
4,305 reviews

Comfort

8.0

Entertainment

7.5

Overall

7.9

Crew

8.6

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 58 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 10m. Southwest provides one of the quickest options available for as low as $201. 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 Southwest. 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 70% 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 $69 on Frontier. Other airlines that offer cheap prices include American Airlines from $75 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 Avianca (82%), SkyWest Airlines (75%) and United Airlines (75%).

  • What are the cheapest flights from Chicago to Cleveland?

    The cheapest flight price from Chicago to Cleveland is $58. On average you can expect to pay $430. The most popular route, (Chicago O'Hare Intl - Cleveland Hopkins Intl), can usually be booked for $157.

  • 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
Avon
Mansfield
Beachwood
Wooster
Strongsville
Lakewood
Independence
Streetsboro
Medina
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Elyria

Browse thousands of different options on Cheapflights for your next trip

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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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$97Average$457FlexibilityNo cancel feeOn-time63%
FrontierCheapest$117Average$271FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$122Average$251FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$163Average$388FlexibilityNo cancel feeOn-time69%

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