Cleveland

$59+ Cheap flights from Chicago (CHI) to Cleveland (CLE)

CHI — CLE
Dec 12 — Dec 191
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Find cheap flights from Chicago to Cleveland with Cheapflights

1. Tell us where you want to go

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

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Chicago to Cleveland Hopkins Intl are usually found in December or November, booked 65 days in advance, depart on a Saturday or Thursday and return on a Thursday

Cheap flight deals from Chicago to Cleveland

Cheapest flights from Chicago to Cleveland

Sat 12/512:28 pm -
1 stop11h 28m
Mon 12/77:00 am -
1 stop11h 16m
Deal found 11/12$143
Thu 12/176:43 am -
1 stop8h 52m
Tue 12/297:04 pm -
1 stop5h 57m
Deal found 11/11$144
Wed 12/25:35 am -
1 stop7h 06m
Thu 12/35:18 pm -
1 stop17h 00m
Deal found 11/11$144
Sat 12/59:20 pm -
Nonstop1h 39m
Mon 12/75:18 pm -
1 stop8h 50m
Deal found 11/11$150
Sat 12/58:00 am -
Nonstop1h 20m
Mon 12/71:55 pm -
Nonstop1h 35m
Deal found 11/11$153
Sat 12/510:51 am -
Nonstop1h 32m
Mon 12/77:00 am -
Nonstop1h 40m
Deal found 11/11$153
Sat 12/55:59 pm -
Nonstop1h 34m
Mon 12/78:18 am -
Nonstop1h 52m
Deal found 11/7$155
Tue 12/89:37 am -
1 stop2h 48m
Tue 12/152:05 pm -
1 stop4h 56m
Deal found 11/10$157
Tue 12/88:39 am -
1 stop3h 46m
Tue 12/152:05 pm -
1 stop5h 21m
Deal found 11/10$157
Tue 12/12:41 pm -
1 stop3h 04m
Wed 12/210:45 am -
1 stop4h 11m
Deal found 11/8$159
Fri 12/115:35 am -
1 stop14h 56m
Tue 12/155:18 pm -
1 stop8h 50m
Deal found 11/11$160
Tue 12/2210:05 pm -
Nonstop1h 39m
Fri 12/257:20 am -
Nonstop1h 52m
Deal found 11/9$164

Find flight deals from Chicago to Cleveland

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$143
(Frontier)

One-way from

$59
(Southwest)

Popular in

March

Cheapest in

December

Average price

$327

Good round-trip deal

$143 or less

Good one-way deal

$125 or less
Provider with most accurate pricing for Chicago (CHI)-Cleveland Hopkins Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Cleveland Hopkins Intl flights.
From Chicago (CHI) to Cleveland Hopkins Intl
One-way flight from Chicago (CHI) to Cleveland Hopkins Intl
Highest demand for flights based on searches. 9% potential increase in price ($42 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Chicago (CHI) to Cleveland Hopkins Intl.
Price to beat on a one-way flight from Chicago (CHI) to Cleveland Hopkins Intl.

Cheapflights Fare Finder

 
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

ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl

ORDCLE

Chicago O'Hare Intl

Tue 12/15

12:29 pm-2:55 pm

Nonstop1h 26m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$59

ChicagoCleveland

ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl

ORDCLE

Chicago O'Hare Intl

Wed 12/23

7:00 am-11:32 am

1 stop3h 32m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$79

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Mon 12/14

5:02 pm-12:56 am

1 stop6h 54m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$83
Quickest round-trip

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Thu 12/24

8:25 am-10:40 am

Nonstop1h 15m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$85

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Mon 12/21

7:35 pm-9:50 pm

Nonstop1h 15m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$85

ChicagoCleveland

ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl

ORDCLE

Chicago O'Hare Intl

Mon 12/14

7:55 pm-10:21 pm

Nonstop1h 26m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$85

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Mon 12/14

8:25 am-10:40 am

Nonstop1h 15m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$85

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 12/15

8:25 am-10:40 am

Nonstop1h 15m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$95

ChicagoCleveland

MDW Chicago Midway - CLE Cleveland Hopkins Intl

MDWCLE

Chicago Midway

Tue 12/8

12:28 pm-12:56 am

1 stop11h 28m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$98

ChicagoCleveland

ORD Chicago O'Hare Intl - CLE Cleveland Hopkins Intl

ORDCLE

Chicago O'Hare Intl

Sun 12/13

10:29 pm-11:34 am

1 stop12h 05m

Cleveland Hopkins Intl

Wed 12/31

12:00 am-11:00 pm

Nonstop0h 00m

$98

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 40 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Cleveland

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Cleveland in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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

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, November is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $299). Flying from Chicago to Cleveland in February is currently the most expensive (average of $478). 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?

It’s typically best to fly out from Chicago to Cleveland at noon. Doing so could potentially save you 38% on the flight price compared to flying in the evening, which is usually more expensive.

Weekly flight availability from Chicago to Cleveland

The most flights from CHI to CLE are scheduled on a Wednesday (63 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (27 on average).

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

Airfare is below average for this route at the moment.
Chicago to Cleveland flights typically cost between $230 and $399 in December.
The cheapest round-trip price found within the last 5 days was $143 on Frontier (Dec 5-Dec 7).

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 day to fly from Chicago to Cleveland?

Travelers seeking maximum savings on their Chicago to Cleveland flight should consider departing on Thursday afternoons 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

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.

Reviews of airlines servicing Cleveland

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.

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Boarding

8.1

Food

7.0

Entertainment

7.5

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Patricia,Oct 2026

DAL - TPA

I love flying southwest, Both flights were packed full full - so not room for all carry one and bags had to be checked but still good flights.

Related info for your journey

  • 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 43 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 20m. Southwest provides one of the quickest options available for as low as $153. 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 JetBlue. Our recent data shows that you can find tickets from as low as $97 on this airline. Additional options worth looking into are American Airlines and Southwest, starting at $111 and $117 round-trip. You may be able to fly from Chicago to Cleveland for 75% 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 $58 on American Airlines. Other airlines that offer cheap prices include United Airlines from $85 and Frontier from $96 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 GoJet (100%), PSA Airlines (100%) and Porter Airlines (100%).

  • 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 $448. 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, November is the cheapest month in which you can book a flight from Chicago to Cleveland (average of $299). Flying from Chicago to Cleveland in February is currently the most expensive (average of $478). 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
Beachwood
Independence
Mansfield
Strongsville
Avon
Medina
Streetsboro
Lakewood
North Olmsted
Cuyahoga Falls
Westlake
Elyria
Kent

Browse thousands of different options on Cheapflights for your next trip

Top 5 airlines flying from Chicago to Cleveland

AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$97Average$272FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$111Average$302FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$117Average$504FlexibilityNo cancel feeOn-time63%
FrontierCheapest$134Average$335FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$149Average$462FlexibilityNo cancel feeOn-time69%

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