Chicago

$82+ Cheap flights from Cleveland (CLE) to Chicago (CHI)

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — CHI
Mar 26 — Apr 21
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Find cheap flights from Cleveland to Chicago 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”
2. Select your favorite providers
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Chicago are usually found in April or September, booked 79 days in advance, depart on a Friday or Thursday and return on a Saturday

Cheap flight deals from Cleveland to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Chicago (CHI). 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 March 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$175
(Mytrip)

One-way from

$82
(Mytrip)

Popular in

February

Cheapest in

April

Average price

$297

Good round-trip deal

$314 or less

Good one-way deal

$162 or less
Provider with most accurate pricing for Cleveland Hopkins Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Chicago (CHI) flights.
From Cleveland Hopkins Intl to Chicago (CHI)
One-way flight from Cleveland Hopkins Intl to Chicago (CHI)
Highest demand for flights based on searches. 6% potential increase in price ($19 potential increase over avg. RT price).
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Average for round-trip flights in March 2025
Price to beat on a round-trip flight from Cleveland Hopkins Intl to Chicago (CHI).
Price to beat on a one-way flight from Cleveland Hopkins Intl to Chicago (CHI).

Find flight deals from Cleveland to Chicago

Cheapest flights from Cleveland to Chicago
Explore the most affordable flight options available from Cleveland to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 21, 2025.

This Mytrip deal was found by Cheapflights users on 3/20. 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 5/85:31 pmCLE - ORD
1 stop20h 15mSpirit Airlines
Sat 5/101:47 pmORD - CLE
1 stop25h 49mSpirit Airlines
Deal found 3/20$175
This Frontier deal was found by Cheapflights users on 3/20. 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 4/55:30 amCLE - MDW
1 stop12h 23mFrontier
Sat 4/58:59 pmMDW - CLE
1 stop8h 54mFrontier
Deal found 3/20$180
This Frontier deal was found by Cheapflights users on 3/20. 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 4/159:31 amCLE - ORD
1 stop8h 20mFrontier
Wed 4/168:00 amORD - CLE
1 stop12h 05mFrontier
Deal found 3/20$180
This Southwest deal was found by Cheapflights users on 3/20. 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 4/193:20 pmCLE - MDW
Nonstop1h 20mSouthwest
Mon 4/219:30 amMDW - CLE
Nonstop1h 15mSouthwest
Deal found 3/20$237
This United Airlines deal was found by Cheapflights users on 3/20. 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 4/177:31 amCLE - ORD
Nonstop1h 34mUnited Airlines
Tue 4/227:30 amORD - CLE
Nonstop1h 23mUnited Airlines
Deal found 3/20$237
This American Airlines deal was found by Cheapflights users on 3/20. 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 3/266:25 amCLE - ORD
Nonstop1h 35mAmerican Airlines
Wed 3/268:22 amORD - CLE
1 stop7h 59mAmerican Airlines
Deal found 3/20$244
This Delta deal was found by Cheapflights users on 3/20. 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.
Tue 4/295:00 pmCLE - MDW
1 stop6h 22mDelta
Wed 4/309:20 amMDW - CLE
1 stop3h 05mDelta
Deal found 3/20$257
This Delta deal was found by Cheapflights users on 3/20. 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.
Thu 4/176:05 amCLE - ORD
1 stop2h 50mDelta
Tue 4/226:45 amORD - CLE
1 stop5h 40mDelta
Deal found 3/20$257
This Southwest deal was found by Cheapflights users on 3/20. 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.
Fri 10/105:45 amCLE - ORD
1 stop8h 00mSouthwest
Mon 10/132:50 pmORD - CLE
1 stop6h 45mSouthwest
Deal found 3/20$333
This Mytrip deal was found by Cheapflights users on 3/20. 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.
Fri 4/187:18 pmCLE - ORD
2 stops26h 36mMultiple Airlines
Fri 4/255:55 amORD - CLE
2 stops11h 18mMultiple Airlines
Deal found 3/20$416

Cheapflights Fare Finder

Customize your flight search to find flights from Cleveland to Chicago 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 March 21, 2025.
Use the filters below to find and compare flights from Cleveland to Chicago that are best for you.

Fly from

Cleveland

Fly to

Chicago

Route

Depart

Return

Price

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 5/8

5:31 pm-12:46 pm

1 stop20h 15m

Chicago O'Hare Intl

Sat 5/10

1:47 pm-4:36 pm

1 stop25h 49m

$175

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Sat 4/5

5:30 am-4:53 pm

1 stop12h 23m

Chicago Midway

Sat 4/5

8:59 pm-6:53 am

1 stop8h 54m

$180

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 4/15

9:31 am-4:51 pm

1 stop8h 20m

Chicago O'Hare Intl

Wed 4/16

8:00 am-9:05 pm

1 stop12h 05m

$180

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Sat 4/19

3:20 pm-3:40 pm

Nonstop1h 20m

Chicago Midway

Mon 4/21

9:30 am-11:45 am

Nonstop1h 15m

$237

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 4/17

7:31 am-8:05 am

Nonstop1h 34m

Chicago O'Hare Intl

Tue 4/22

7:30 am-9:53 am

Nonstop1h 23m

$237

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 4/18

2:56 pm-3:35 pm

Nonstop1h 39m

Chicago O'Hare Intl

Tue 4/22

2:17 pm-4:41 pm

Nonstop1h 24m

$252

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Tue 4/29

5:00 pm-10:22 pm

1 stop6h 22m

Chicago Midway

Wed 4/30

9:20 am-1:25 pm

1 stop3h 05m

$257

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 4/17

7:25 am-11:50 am

1 stop5h 25m

Chicago O'Hare Intl

Tue 4/22

4:00 pm-9:15 pm

1 stop4h 15m

$257

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 4/17

6:05 am-7:55 am

1 stop2h 50m

Chicago O'Hare Intl

Tue 4/22

1:25 pm-12:43 am

2 stops10h 18m

$262

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 4/18

7:18 pm-8:54 pm

2 stops26h 36m

Chicago O'Hare Intl

Fri 4/25

5:55 am-6:13 pm

2 stops11h 18m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 21 results
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Compare providers for flights from Cleveland to Chicago

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 Cleveland to Chicago in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Cleveland-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Cleveland-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Cleveland-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Chicago 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 Cleveland-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Cleveland to Chicago 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 Cleveland to Chicago trip
Airlines
Qatar Airways

Qatar Airways' carry-on policy allows only one item in economy class.


Qatar's business class offers luxury with lie-flat seats and gourmet dining.

United Airlines

United's Economy Plus offers extra legroom, ideal for a comfortable short-haul experience.


Prepay for checked bags on United to save fees on domestic flights.

Southwest

Southwest offers two free checked bags, a standout feature among low-cost carriers.


Enjoy free in-flight entertainment on Southwest, streamed directly to your device.

Airports
CLE

For a quick check-in, use the main terminal before heading to your concourse. All concourses are connected behind security.

Read more about CLEby Ramsey Qubein
ORD

Take the 'L' train from ORD to downtown Chicago for a reliable and often faster alternative to taxis or rideshares.

Read more about ORDby Ramsey Qubein
Our travel experts
Brandon Schultz

Brandon Schultz

Expert on Qatar Airways

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Marisa Garcia

Marisa Garcia

Expert on Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD 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 Cleveland to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Cleveland 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 Cleveland to Chicago

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

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Chicago. Price data was last updated on March 14, 2025.

Booking 79 days in advance of your planned departure date is, on average, the best time to get cheap flights from Cleveland to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, August is the cheapest month in which you can book a flight from Cleveland to Chicago (average of $245). Flying from Cleveland to Chicago in March is currently the most expensive (average of $326). 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 CLE to CHI?

Find hourly flight availability from Cleveland to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 21, 2025.

A simple way to save on the total cost of your ticket is to fly from Cleveland to Chicago in the morning. If you’re flexible enough to do this you can expect to save up to 52% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Cleveland to Chicago. Price data was last updated on March 16, 2025.

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

Weekly flight availability from Cleveland to Chicago

Explore weekly flight availability from Cleveland to Chicago. 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 March 21, 2025.

The most flights from CLE to CHI are scheduled on a Wednesday (56 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (19 on average).

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated March 21, 2025.
See what other customers who have flown with Southwest, Delta and United Airlines from Cleveland to Chicago have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
8.0
Very good

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Crew

8.7

Food

7.1

Entertainment

7.6

Comfort

8.1

Overall

8.1

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Chicago. 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 from for flights from Cleveland to Chicago?

    Cleveland Hopkins Intl (CLE), located 10.1 mi from the city center, is the airport you fly out of when you book flights from Cleveland to Chicago. 5 airlines have flights from Hopkins Intl to Chicago on a regular basis. Booking flights from Cleveland Hopkins Intl to Chicago should not be difficult; the airport handles an average of 42 outbound flights to Chicago per day.

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

    Our cheapest airline available from Cleveland to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $175 on this airline. Additional options worth looking into are Frontier and Southwest, starting at $180 and $237 round-trip. Spirit Airlines is currently priced 36% below the average price you’ll pay for this route.

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

    One-way options have recently been found by users for as low as $82 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $90 and Southwest from $119 one-way.

  • What are the most popular routes from Cleveland to Chicago?

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

    Consider Avianca (96%), Copa Airlines (93%) or Republic Airways (91%) when booking your flight. These represent the most reliable airlines when flying from Cleveland to Chicago.

  • What are the cheapest flights from Cleveland to Chicago?

    Looking for the cheapest flight from Cleveland to Chicago? While on average our users pay $1,847, our data indicates the cheapest price to be $123. The most popular route (Cleveland Hopkins Intl - Chicago O'Hare Intl), is priced around $183.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland to Chicago 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 Cleveland to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Cleveland to Chicago (average of $245). Flying from Cleveland to Chicago in March is currently the most expensive (average of $326). 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
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Top 5 airlines flying from Cleveland to Chicago

Discover the top 5 airlines that operate flights from Cleveland to Chicago. 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 March 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$126FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$133Average$280FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$156Average$317FlexibilityNo cancel feeOn-time69%
DeltaCheapest$156Average$498FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$168Average$278FlexibilityNo cancel feeOn-time63%
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