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$86+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CLE
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Cleveland Hopkins Intl are usually found in August or September, booked 88 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 June 12, 2025.

Round-trip from

$197
(Southwest)

One-way from

$86
(Southwest)

Popular in

January

Cheapest in

August

Average price

$301

Good round-trip deal

$214 or less

Good one-way deal

$121 or less
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. 11% potential increase in price ($40 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 June 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 June 12, 2025.

This Southwest deal was found by Cheapflights users on 6/11. 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.
Tue 8/1210:05 amMDW - CLE
2 stops7h 15mSouthwest
Fri 8/155:50 amCLE - MDW
2 stops8h 40mSouthwest
Deal found 6/11$197
This American Airlines deal was found by Cheapflights users on 6/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:05 pmORD - CLE
Nonstop1h 37mAmerican Airlines
Sat 7/53:43 pmCLE - ORD
Nonstop1h 38mAmerican Airlines
Deal found 6/10$197
This Mytrip deal was found by Cheapflights users on 6/11. 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.
Thu 7/1011:11 amORD - CLE
1 stop26h 57mSpirit Airlines
Sun 7/137:47 pmCLE - ORD
1 stop26h 43mSpirit Airlines
Deal found 6/11$205
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/169:31 amMDW - CLE
1 stop4h 32mDelta
Sun 8/178:30 amCLE - MDW
1 stop4h 58mDelta
Deal found 6/9$211
This Delta deal was found by Cheapflights users on 6/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1611:15 amORD - CLE
1 stop6h 38mDelta
Sun 8/178:30 amCLE - ORD
1 stop2h 50mDelta
Deal found 6/9$211
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Sun 8/179:44 pmORD - CLE
Nonstop1h 26mUnited Airlines
Thu 8/217:00 amCLE - ORD
Nonstop1h 34mUnited Airlines
Deal found 6/11$227
This KAYAK deal was found by Cheapflights users on 6/12. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1611:39 amMDW - CLE
1 stop5h 24mFrontier
Sat 7/196:25 pmCLE - MDW
1 stop5h 10mFrontier
Deal found 6/12$236
This Southwest deal was found by Cheapflights users on 6/10. 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.
Sun 9/214:20 pmORD - CLE
1 stop5h 50mSouthwest
Sun 10/196:00 amCLE - ORD
1 stop6h 50mSouthwest
Deal found 6/10$251
This FlightHub deal was found by Cheapflights users on 6/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:01 amORD - CLE
1 stop5h 29mMultiple Airlines
Thu 6/268:13 pmCLE - ORD
1 stop17h 26mMultiple Airlines
Deal found 6/11$255
This Frontier deal was found by Cheapflights users on 6/11. 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.
Sun 8/174:43 pmORD - CLE
1 stop7h 34mFrontier
Mon 8/189:05 amCLE - ORD
1 stop8h 33mFrontier
Deal found 6/11$261

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 June 12, 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

Tue 8/12

10:05 am-6:20 pm

2 stops7h 15m

Cleveland Hopkins Intl

Fri 8/15

5:50 am-1:30 pm

2 stops8h 40m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Tue 7/1

7:05 pm-9:42 pm

Nonstop1h 37m

Cleveland Hopkins Intl

Sat 7/5

3:43 pm-4:21 pm

Nonstop1h 38m

$197

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Thu 7/10

11:11 am-3:08 pm

1 stop26h 57m

Cleveland Hopkins Intl

Sun 7/13

7:47 pm-9:30 pm

1 stop26h 43m

$205

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Sat 8/16

9:31 am-3:03 pm

1 stop4h 32m

Cleveland Hopkins Intl

Sun 8/17

8:30 am-12:28 pm

1 stop4h 58m

$211

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sat 8/16

11:15 am-6:53 pm

1 stop6h 38m

Cleveland Hopkins Intl

Sun 8/17

8:30 am-10:20 am

1 stop2h 50m

$211

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 8/17

9:44 pm-12:10 am

Nonstop1h 26m

Cleveland Hopkins Intl

Thu 8/21

7:00 am-7:34 am

Nonstop1h 34m

$227

ChicagoCleveland

MDW - CLE

MDWCLE

Chicago Midway

Wed 7/16

11:39 am-6:03 pm

1 stop5h 24m

Cleveland Hopkins Intl

Sat 7/19

6:25 pm-10:35 pm

1 stop5h 10m

$236

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Wed 6/25

5:01 am-11:30 am

1 stop5h 29m

Cleveland Hopkins Intl

Thu 6/26

8:13 pm-12:39 pm

1 stop17h 26m

$255

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 8/17

4:43 pm-1:17 am

1 stop7h 34m

Cleveland Hopkins Intl

Mon 8/18

9:05 am-4:38 pm

1 stop8h 33m

$261

ChicagoCleveland

ORD - CLE

ORDCLE

Chicago O'Hare Intl

Sun 7/6

4:00 pm-11:15 pm

1 stop6h 15m

Cleveland Hopkins Intl

Sat 7/19

5:40 am-11:50 am

1 stop7h 10m

$294

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 21 results
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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

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 June 9, 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 88 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, April is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $250). Flying from Chicago to Cleveland in June is currently the most expensive (average of $290). 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 June 12, 2025.

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 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 June 8, 2025.

Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon 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 June 12, 2025.

The most flights from CHI to CLE are scheduled on a Monday (67 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

Rainfall in Cleveland by month

Plan your trip to Cleveland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Cleveland ranges from 2.3 - 3.8 inches per month. September is typically the wettest month, when rainfall can reach 3.8 in. February is typically the driest time to visit Cleveland when rainfall is around 2.3 in.

Temperature in Cleveland by month

Plan your trip to Cleveland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Cleveland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

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 June 12, 2025.
Read reviews from past customers who have flown Alaska Airlines, Southwest and Delta from Chicago to Cleveland. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Entertainment

7.1

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 53 inbound flights from Chicago per day from 4 airlines. Cleveland Hopkins Intl is conveniently located just 10.1 mi from Cleveland’s city center.

  • 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 $197 on this airline. Additional options worth looking into are American Airlines and Spirit Airlines, starting at $197 and $205 round-trip. You may be able to fly from Chicago to Cleveland for 35% 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 $86 on Southwest. Other airlines that offer cheap prices include Delta from $89 and Frontier 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 Emirates (90%), ANA (87%) and GoJet (86%).

  • What are the cheapest flights from Chicago to Cleveland?

    The cheapest flight price from Chicago to Cleveland is $98. On average you can expect to pay $271. The most popular route, (Chicago O'Hare Intl - Cleveland Hopkins Intl), can usually be booked for $109.

  • 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, April is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $250). Flying from Chicago to Cleveland in June is currently the most expensive (average of $290). 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 Chicago?

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

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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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$137FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$147Average$299FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$160Average$356FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$172Average$314FlexibilityNo cancel feeOn-time63%

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