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$81+ 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 2/15. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — CHI
ene. 21 — ene. 281
mar. 1/21
mar. 1/28
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 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 enero 16, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$170
(Frontier)

One-way from

$81
(Frontier)

Popular in

December

Cheapest in

February

Average price

$288
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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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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High demand for flights, 7% potential price rise
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Best time to find cheap flights, 1% potential price drop
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Average for round-trip flights in January 2025
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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 enero 16, 2025.

This Frontier deal was found by Cheapflights users on 1/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 4/256:09 pmCLE - ORD
1 stop6h 30mFrontier
dom. 4/278:07 pmORD - CLE
1 stop9h 46mFrontier
Deal found 1/16$170
This CheapOair deal was found by Cheapflights users on 1/15. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/274:57 pmCLE - ORD
1 stop8h 01mMultiple Airlines
sáb. 3/13:25 pmORD - CLE
1 stop9h 03mMultiple Airlines
Deal found 1/15$173
This Frontier deal was found by Cheapflights users on 1/15. 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.
lun. 1/276:15 amCLE - MDW
1 stop9h 47mFrontier
lun. 2/37:15 amMDW - CLE
1 stop11h 42mFrontier
Deal found 1/15$180
This Delta deal was found by Cheapflights users on 1/14. 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.
mar. 2/116:25 amCLE - ORD
1 stop3h 51mDelta
mar. 2/1812:15 pmORD - CLE
2 stops9h 32mDelta
Deal found 1/14$182
This American Airlines deal was found by Cheapflights users on 1/14. 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.
jue. 2/66:00 amCLE - ORD
1 stop6h 10mAmerican Airlines
jue. 2/612:30 pmORD - CLE
Nonstop1h 19mAmerican Airlines
Deal found 1/14$186
This FlightHub deal was found by Cheapflights users on 1/15. 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.
jue. 2/274:57 pmCLE - ORD
1 stop18h 43mSpirit Airlines
mar. 3/45:00 amORD - CLE
1 stop9h 29mSpirit Airlines
Deal found 1/15$189
This Southwest deal was found by Cheapflights users on 1/14. 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.
mié. 2/57:05 amCLE - MDW
Nonstop1h 30mSouthwest
jue. 2/67:35 amMDW - CLE
1 stop4h 10mSouthwest
Deal found 1/14$207
This Delta deal was found by Cheapflights users on 1/15. 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.
mar. 2/45:25 pmCLE - MDW
1 stop5h 55mDelta
jue. 2/610:57 amMDW - CLE
1 stop6h 26mDelta
Deal found 1/15$217
This United Airlines deal was found by Cheapflights users on 1/14. 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.
mié. 2/1210:34 amCLE - ORD
1 stop5h 00mUnited Airlines
mié. 2/199:40 pmORD - CLE
Nonstop1h 19mUnited Airlines
Deal found 1/14$227
This Southwest deal was found by Cheapflights users on 1/16. 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.
vie. 2/145:45 amCLE - ORD
1 stop9h 15mSouthwest
sáb. 2/151:30 pmORD - CLE
1 stop7h 50mSouthwest
Deal found 1/16$298

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 enero 16, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

vie. 4/25

6:09 pm-11:39 pm

1 stop6h 30m

Chicago O'Hare Intl

dom. 4/27

8:07 pm-6:53 am

1 stop9h 46m

$170

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

jue. 2/27

4:57 pm-11:58 pm

1 stop8h 01m

Chicago O'Hare Intl

sáb. 3/1

3:25 pm-1:28 am

1 stop9h 03m

$173

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

lun. 1/27

6:15 am-3:02 pm

1 stop9h 47m

Chicago Midway

jue. 1/30

7:25 am-8:07 pm

1 stop11h 42m

$180

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

mar. 2/11

6:25 am-9:16 am

1 stop3h 51m

Chicago O'Hare Intl

mar. 2/18

12:15 pm-10:47 pm

2 stops9h 32m

$182

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

jue. 2/6

6:00 am-11:10 am

1 stop6h 10m

Chicago O'Hare Intl

jue. 2/6

12:30 pm-2:49 pm

Nonstop1h 19m

$186

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

jue. 2/27

4:57 pm-10:40 am

1 stop18h 43m

Chicago O'Hare Intl

mar. 3/4

5:00 am-3:29 pm

1 stop9h 29m

$189

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

mié. 2/12

10:34 am-2:34 pm

1 stop5h 00m

Chicago O'Hare Intl

mié. 2/19

9:40 pm-11:59 pm

Nonstop1h 19m

$227

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

mié. 2/12

7:05 am-7:35 am

Nonstop1h 30m

Chicago Midway

mié. 2/12

10:35 am-12:50 pm

Nonstop1h 15m

$232

ClevelandChicago

CLE - MDW

CLEMDW

Cleveland Hopkins Intl

mié. 2/5

6:25 am-8:51 am

1 stop3h 26m

Chicago Midway

jue. 2/6

6:00 am-12:32 pm

1 stop5h 32m

$257

ClevelandChicago

CLE - ORD

CLEORD

Cleveland Hopkins Intl

vie. 2/14

5:45 am-2:00 pm

1 stop9h 15m

Chicago O'Hare Intl

sáb. 2/15

1:30 pm-10:20 pm

1 stop7h 50m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 22 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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy2 starsTrust 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 January 10, 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 $320). 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 enero 16, 2025.

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.

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 enero 16, 2025.

The most flights from CLE to CHI are scheduled on a Wednesday (52 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (17 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 enero 16, 2025.
See what other customers who have flown with Delta, American Airlines and Spirit 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
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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
4,659 reviews

Comfort

8.1

Crew

8.7

Food

7.2

Boarding

8.2

Overall

8.1

Entertainment

7.7

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 39 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 Frontier. Our recent data shows that you can find tickets from as low as $170 on this airline. Additional options worth looking into are Delta and American Airlines, starting at $182 and $186 round-trip. Frontier is currently priced 35% 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 $81 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $82 and Delta from $89 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 (92%), Emirates (87%) or Copa Airlines (85%) 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 $1,181, our data indicates the cheapest price to be $146. The most popular route (Cleveland Hopkins Intl - Chicago O'Hare Intl), is priced around $120.

  • 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 $320). 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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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 2,558,603 searches. Data last updated enero 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$100Average$126FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$110Average$268FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$136Average$315FlexibilityNo cancel feeOn-time69%
DeltaCheapest$156Average$397FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$168Average$280FlexibilityNo cancel feeOn-time63%
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