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$83+ 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 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — CHI
Nov 24 — Dec 11
Sun 11/24
Sun 12/1
1 adult, Economy
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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 Thursday

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 November 19, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

February

Round-trip from

$157
(United Airlines)

One-way from

$83
(Trip.com)
Provider with most accurate pricing for Cleveland Hopkins Intl-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Chicago (CHI) flights.
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High demand for flights, 10% potential price rise
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Best time to find cheap flights, 15% potential price drop
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From Cleveland Hopkins Intl to Chicago (CHI)
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One-way flight from Cleveland Hopkins Intl to Chicago (CHI)
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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 November 19, 2024.

This United Airlines deal was found by Cheapflights users on 11/18. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1711:00 amCLE - ORD
Nonstop1h 31mUnited Airlines
Wed 12/187:40 pmORD - CLE
Nonstop1h 22mUnited Airlines
Deal found 11/18$157
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3112:05 pmCLE - MDW
Nonstop1h 15mSouthwest
Wed 1/13:15 pmMDW - CLE
Nonstop1h 15mSouthwest
Deal found 11/18$158
This Frontier deal was found by Cheapflights users on 11/19. 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.
Thu 12/510:00 pmCLE - ORD
1 stop12h 54mFrontier
Fri 12/68:25 pmORD - CLE
1 stop9h 31mFrontier
Deal found 11/19$158
This eDestinos deal was found by Cheapflights users on 11/19. 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.
Mon 12/96:30 amCLE - ORD
1 stop28h 07mMultiple Airlines
Tue 12/105:11 pmORD - CLE
1 stop22h 17mMultiple Airlines
Deal found 11/19$167
This American Airlines deal was found by Cheapflights users on 11/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/91:30 pmCLE - ORD
Nonstop1h 38mAmerican Airlines
Wed 12/118:40 pmORD - CLE
Nonstop1h 20mAmerican Airlines
Deal found 11/18$172
This Frontier deal was found by Cheapflights users on 11/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/127:27 pmCLE - MDW
1 stop17h 21mFrontier
Mon 12/165:01 amMDW - CLE
1 stop15h 21mFrontier
Deal found 11/18$178
This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1711:49 amCLE - ORD
2 stops9h 39mDelta
Wed 12/181:45 pmORD - CLE
1 stop5h 25mDelta
Deal found 11/18$181
This Delta deal was found by Cheapflights users on 11/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/1710:04 amCLE - MDW
2 stops7h 57mDelta
Wed 12/181:30 pmMDW - CLE
2 stops9h 53mDelta
Deal found 11/18$186
This FareScan deal was found by Cheapflights users on 11/18. 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 FareScan is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:00 amCLE - ORD
1 stop12h 06mSpirit Airlines
Tue 12/109:58 amORD - CLE
1 stop13h 01mSpirit Airlines
Deal found 11/18$215
This Southwest deal was found by Cheapflights users on 11/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/75:45 amCLE - ORD
1 stop8h 00mSouthwest
Mon 12/234:00 pmORD - CLE
1 stop7h 15mSouthwest
Deal found 11/18$348
This Mytrip deal was found by Cheapflights users on 11/19. 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.
Sat 12/215:00 amCLE - RFD
3 stops29h 17mMultiple Airlines
Sun 12/2212:40 pmRFD - CLE
3 stops34h 39mMultiple Airlines
Deal found 11/19$889

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 2,659,078 searches. Data last updated November 19, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 12/17

11:00 am-11:31 am

Nonstop1h 31m

Chicago O'Hare Intl

Wed 12/18

7:40 pm-10:02 pm

Nonstop1h 22m

$157

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Tue 12/31

12:05 pm-12:20 pm

Nonstop1h 15m

Chicago Midway

Wed 1/1

3:15 pm-5:30 pm

Nonstop1h 15m

$158

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Thu 12/5

10:00 pm-9:54 am

1 stop12h 54m

Chicago O'Hare Intl

Fri 12/6

8:25 pm-6:56 am

1 stop9h 31m

$158

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 12/9

6:30 am-9:37 am

1 stop28h 07m

Chicago O'Hare Intl

Tue 12/10

5:11 pm-4:28 pm

1 stop22h 17m

$167

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Mon 12/9

1:30 pm-2:08 pm

Nonstop1h 38m

Chicago O'Hare Intl

Wed 12/11

8:40 pm-11:00 pm

Nonstop1h 20m

$172

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Wed 2/12

2:15 pm-6:14 pm

1 stop4h 59m

Chicago Midway

Wed 2/19

9:34 am-1:35 pm

1 stop3h 01m

$176

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

Thu 12/12

7:27 pm-11:48 am

1 stop17h 21m

Chicago Midway

Mon 12/16

5:01 am-9:22 pm

1 stop15h 21m

$178

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Tue 12/17

11:49 am-8:28 pm

2 stops9h 39m

Chicago O'Hare Intl

Wed 12/18

1:45 pm-8:10 pm

1 stop5h 25m

$181

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 12/7

5:00 am-4:06 pm

1 stop12h 06m

Chicago O'Hare Intl

Tue 12/10

9:58 am-11:59 pm

1 stop13h 01m

$215

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

Sat 2/15

5:35 am-12:45 pm

1 stop8h 10m

Chicago O'Hare Intl

Thu 2/20

7:00 am-3:55 pm

1 stop7h 55m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 26 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice 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.

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 November 15, 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 November 19, 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 13% 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 November 10, 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.

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 November 19, 2024.

The most flights from CLE to CHI are scheduled on a Monday (42 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (15 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 November 19, 2024.
See what other customers who have flown with United Airlines, Frontier and American 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.
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,765 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

United Airlines
7.4
Good
9,173 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

WestJet
7.3
Good
2,812 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
5,015 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Boarding

8.2

Overall

8.1

Entertainment

7.7

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 33 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 United Airlines. Our recent data shows that you can find tickets from as low as $157 on this airline. Additional options worth looking into are Southwest and Frontier, starting at $158 and $158 round-trip. United Airlines is currently priced 40% 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 $83 on Frontier. Other airlines that offer cheap prices include Delta from $88 and Southwest 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 (100%), Republic Airways (100%) or Air Wisconsin (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 $1,064, our data indicates the cheapest price to be $137. The most popular route (Cleveland Hopkins Intl - Chicago O'Hare Intl), is priced around $147.

  • 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.

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Alternative routes for Cleveland to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,659,078 searches. Data last updated November 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$126FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$107Average$262FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$138Average$311FlexibilityNo cancel feeOn-time69%
DeltaCheapest$156Average$397FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$168Average$277FlexibilityNo cancel feeOn-time63%
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