HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Chicago

$93+ 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 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — CHI
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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
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.

The best prices from Cleveland Hopkins Intl to Chicago are usually found in February or April, booked 79 days in advance, depart on a Saturday or Wednesday 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 December 18, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$182
(Southwest)

One-way from

$93
(Delta)

Popular in

December

Cheapest in

February

Average price

$298
Provider with most accurate pricing for Cleveland Hopkins Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Chicago (CHI) flights.
Search Deals
From Cleveland Hopkins Intl to Chicago (CHI)
Search Deals
One-way flight from Cleveland Hopkins Intl to Chicago (CHI)
Search Deals
High demand for flights, 7% potential price rise
Search Deals
Best time to find cheap flights, 1% potential price drop
Search Deals
Average for round-trip flights in December 2024
Search Deals

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 December 18, 2024.

This Frontier deal was found by Cheapflights users on 12/17. 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.
Wed 12/2512:12 pmCLE - ORD
1 stop10h 33mFrontier
Thu 1/27:29 pmORD - CLE
1 stop11h 07mFrontier
Deal found 12/17$198
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/242:38 pmCLE - ORD
Nonstop1h 53mAmerican Airlines
Wed 1/86:00 pmORD - CLE
Nonstop1h 30mAmerican Airlines
Deal found 12/16$202
This Delta deal was found by Cheapflights users on 12/16. 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 12/246:08 pmCLE - ORD
1 stop6h 48mDelta
Wed 1/85:55 pmORD - CLE
1 stop5h 44mDelta
Deal found 12/16$221
This United Airlines deal was found by Cheapflights users on 12/17. 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 12/317:15 amCLE - ORD
Nonstop1h 39mUnited Airlines
Tue 12/312:32 pmORD - CLE
Nonstop1h 22mUnited Airlines
Deal found 12/17$247
This Southwest deal was found by Cheapflights users on 12/16. 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 12/256:15 pmCLE - MDW
Nonstop1h 15mSouthwest
Tue 12/319:35 amMDW - CLE
Nonstop1h 15mSouthwest
Deal found 12/16$248
This eDestinos deal was found by Cheapflights users on 12/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:30 amCLE - MDW
1 stop18h 03mFrontier
Sat 1/46:49 pmMDW - CLE
1 stop11h 51mFrontier
Deal found 12/17$262
This Delta deal was found by Cheapflights users on 12/17. 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 12/246:05 amCLE - MDW
1 stop3h 45mDelta
Wed 12/254:50 pmMDW - CLE
1 stop6h 16mDelta
Deal found 12/17$266
This eDestinos deal was found by Cheapflights users on 12/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/215:30 amCLE - ORD
1 stop19h 26mMultiple Airlines
Sat 1/45:10 amORD - CLE
3 stops25h 30mMultiple Airlines
Deal found 12/17$347
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Tue 12/245:00 amCLE - ORD
2 stops16h 49mSpirit Airlines
Wed 1/84:45 pmORD - CLE
3 stops25h 30mSpirit Airlines
Deal found 12/16$351
This Southwest deal was found by Cheapflights users on 12/16. 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 12/246:20 amCLE - ORD
1 stop8h 40mSouthwest
Fri 12/274:00 pmORD - CLE
1 stop7h 15mSouthwest
Deal found 12/16$438
This Mytrip deal was found by Cheapflights users on 12/18. 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.
Mon 12/305:00 amCLE - MDW
3 stops28h 49mMultiple Airlines
Thu 1/26:51 pmMDW - CLE
2 stops28h 28mMultiple Airlines
Deal found 12/18$928

Find flights from Cleveland to Chicago within your budget

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 December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Mon 1/27

8:00 am-11:45 am

1 stop4h 45m

Chicago Midway

Wed 1/29

10:35 am-12:50 pm

Nonstop1h 15m

$182

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 1/21

2:15 pm-2:54 pm

Nonstop1h 39m

Chicago O'Hare Intl

Thu 1/23

8:50 am-2:06 pm

1 stop4h 16m

$182

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 1/14

2:15 pm-9:58 pm

2 stops8h 43m

Chicago O'Hare Intl

Tue 1/21

6:15 am-1:35 pm

2 stops6h 20m

$186

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 1/9

6:40 am-7:19 am

Nonstop1h 39m

Chicago O'Hare Intl

Mon 1/13

8:35 pm-10:59 pm

Nonstop1h 24m

$188

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Fri 1/17

5:30 am-12:09 pm

1 stop7h 39m

Chicago Midway

Mon 1/20

12:43 pm-7:09 am

1 stop17h 26m

$198

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Fri 2/14

10:00 pm-1:10 pm

1 stop16h 10m

Chicago O'Hare Intl

Sun 2/16

7:59 pm-6:15 am

1 stop9h 16m

$202

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Wed 1/8

5:00 am-7:51 pm

1 stop15h 51m

Chicago O'Hare Intl

Thu 1/9

5:50 am-7:15 pm

2 stops12h 25m

$215

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Thu 1/9

7:05 am-1:08 pm

2 stops7h 03m

Chicago Midway

Mon 1/13

2:08 pm-12:39 am

2 stops9h 31m

$216

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 1/6

6:20 am-2:00 pm

1 stop8h 40m

Chicago O'Hare Intl

Wed 1/8

11:25 am-9:10 pm

1 stop8h 45m

$220

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Mon 12/30

5:00 am-8:49 am

3 stops28h 49m

Chicago Midway

Thu 1/2

6:51 pm-12:19 am

2 stops28h 28m

$928

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 22 results
1
2
3

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 December.
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
MytripPrice Accuracy3 starsTrust 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.

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.

Travel insights for flights from Cleveland to Chicago

Get recent, data-driven insights about flights from Cleveland to Chicago including ideal travel times, pricing trends, and more.

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 December 13, 2024.

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, September is the cheapest month in which you can book a flight from Cleveland to Chicago (average of $232). Flying from Cleveland to Chicago in June is currently the most expensive (average of $308). 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 December 18, 2024.

A simple way to save on the total cost of your ticket is to fly from Cleveland to Chicago in the evening. If you’re flexible enough to do this you can expect to save up to 14% 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 December 16, 2024.

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

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 December 18, 2024.
See what other customers who have flown with American Airlines, Spirit Airlines and Frontier 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.
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
9,059 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Food

7.2

Overall

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 16 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 Southwest. Our recent data shows that you can find tickets from as low as $182 on this airline. Additional options worth looking into are United Airlines and Delta, starting at $182 and $186 round-trip. Southwest is currently priced 30% 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 $93 on Delta. Other airlines that offer cheap prices include Southwest from $94 and United Airlines from $94 one-way.

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

    When deciding which route to take from Cleveland to Chicago consider Cleveland Hopkins Intl - Chicago O'Hare Intl, Cleveland Hopkins Intl - Chicago Midway or Cleveland Hopkins Intl - Chicago Greater Rockford as they are the most popular.

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

    Consider Avianca (98%), Austrian Airlines (97%) or Copa Airlines (96%) 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 $1,197, our data indicates the cheapest price to be $147. The most popular route (Cleveland Hopkins Intl - Chicago O'Hare Intl), is priced around $118.

  • 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, September is the cheapest month in which you can book a flight from Cleveland to Chicago (average of $232). Flying from Cleveland to Chicago in June is currently the most expensive (average of $308). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Cleveland to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Detroit to O'Hare Intl flights
Cleveland to O'Hare Intl flights
Columbus to O'Hare Intl flights
Cincinnati to O'Hare Intl flights
Pittsburgh to O'Hare Intl flights
Detroit to Midway flights
Detroit to St. Louis flights
Cleveland to Midway flights
Columbus to Midway flights
Pittsburgh to Midway flights
Cincinnati to Midway flights
Dayton to O'Hare Intl flights
Cleveland to St. Louis flights
Akron to O'Hare Intl flights
Pittsburgh to St. Louis flights
Columbus to St. Louis flights
Akron to St. Louis flights
Dayton to Midway flights
Cleveland to Moline flights
Detroit to Peoria flights
Cincinnati to St. Louis flights
Detroit to Moline flights
Pittsburgh to Moline flights
Pittsburgh to Evansville flights
Dayton to St. Louis flights
Cincinnati to Moline flights
Erie to O'Hare Intl flights
Detroit to Bloomington flights
Dayton to Moline flights
Huntington to O'Hare Intl flights
Pittsburgh to Rockford flights
Toledo to O'Hare Intl flights
Columbus to Champaign flights
Cleveland to Evansville flights
Cincinnati to Rockford flights
Detroit to Evansville flights
Dayton to Quincy flights
Detroit to Springfield flights
Toledo to Champaign flights
Cleveland to Rockford flights
Cleveland to Dubuque flights
Cleveland to Bloomington flights
Toledo to Bloomington flights
Toledo to St. Louis flights
Pittsburgh to Springfield flights
Akron to Dubuque flights
Erie to St. Louis flights
Erie to Midway flights

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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$126FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$108Average$265FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$137Average$313FlexibilityNo cancel feeOn-time69%
DeltaCheapest$156Average$397FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$168Average$277FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.