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CA $82 Cheap Flights from Cleveland (CLE) to Chicago (ORD)

View CA $82 flight on Thu, Oct 15, 2026Opens in a new window

Popular airlines from Cleveland Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD)

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Cheap flights from Cleveland (CLE) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $82 for one-way flights and CA $209 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $209 Roundtrip, found 5 days ago
CA $209
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $209 found 5 days ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $224 Roundtrip, found 5 days ago
CA $224
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $224 found 5 days ago
Delta
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $238 Roundtrip, found 5 days ago
CA $238
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $238 found 5 days ago
Delta
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $250 Roundtrip, found 5 days ago
CA $250
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $250 found 5 days ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $258 Roundtrip, found 5 days ago
CA $258
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $258 found 5 days ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $266 Roundtrip, found 5 days ago
CA $266
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $266 found 5 days ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $272 Roundtrip, found 5 days ago
CA $272
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $272 found 5 days ago
American Airlines
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $282 Roundtrip, found 5 days ago
CA $282
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $282 found 5 days ago
JetBlue Airways
Sat, Sep 5 - Sat, Sep 12
CLE
Cleveland
ORD
Chicago
CA $312 Roundtrip, found 5 days ago
CA $312
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Sat, Sep 5 from Cleveland to Chicago, returning Sat, Sep 12, priced at CA $312 found 5 days ago
Alaska Airlines
Fri, Aug 28 - Mon, Aug 31
CLE
Cleveland
ORD
Chicago
CA $1,531 Roundtrip, found 1 day ago
CA $1,531
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Aug 28 from Cleveland to Chicago, returning Mon, Aug 31, priced at CA $1,531 found 1 day ago

Find the cheapest month to fly from Cleveland (CLE) to Chicago (ORD)

March is typically the cheapest month to fly

From CA $129 - CA $257 per traveller.

Frequently asked questions

How much does a flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find one-way and return flights from CLE to ORD with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when CLE to ORD ticket fares go up or down.
What is the cheapest month to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
August is typically the cheapest month to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), with average return fares around CA$293. August often sees lower prices as the peak summer travel season begins to wind down. Other cheap months to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) include September and October.
Which airlines fly direct from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
There are 3 airlines offering direct flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.). Here are the carriers:
  • United operates 100 direct flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
  • American Airlines operates 48 direct flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
  • Finnair operates 7 direct flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) every week.
What is the cheapest airline that flies from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
United is one of the cheapest airlines offering nonstop return flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), with tickets starting from around CA$128 for flights that can be booked for departure within the next year. Southwest Airlines offers one of the cheapest connecting return flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) with a layover in Baltimore Washington Intl. Thurgood Marshall (BWI), starting from around CA$147. These prices are typically for one adult in economy/coach class. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.
How do I find cheap flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best airline to fly with from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, American Airlines typically offers the lowest fares. Delta offers the most daily flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest months to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) are typically August and September, with average return flights around CA$293. However, the most popular months for this route are January and July, meaning you'll find plenty of flight options during those times. If you're looking for the best value, aiming for August or September could save you money, but if having the most choices is your priority, January and July offer a high volume of flights.
How many flights per day from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find approximately 21 nonstop flights per day from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.). For even more choices, look at flights that include layovers, as there are around 75 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), Detroit Metropolitan Wayne County (DTW), and LaGuardia (LGA).
What is the earliest flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Cleveland Hopkins International Airport (CLE) to Chicago O'Hare International Airport (ORD) typically departs around 5:00 AM local time, operated by American Airlines. This is a seasonal service, active only in August. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find the most flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) on Fridays, with around 62 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Delta, United, and American Airlines. Friday sees notably more flight options compared to other days of the week, making it a convenient day to travel.
What are the most popular departure times for flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. Many major carriers, including American Airlines, Delta and United, offer flights during this window. Many travellers prefer this time to get an early start on their day in Chicago.
How long does it take to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A nonstop flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically takes around 1 hour 48 minutes. This route covers a distance of approximately 507 kilometres. If you opt for a flight with one stop, your travel time will be longer, usually around 5 hours 30 minutes. Flights with two or more stops will take even longer, typically around 7 hours 30 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some extra time when planning your trip.
Can you fly business or first class from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Yes, you can fly business class or first class between CLE and ORD. Airlines that offer business class service on this route include:
  • Frontier Airlines
  • Delta
First class cabins are available on:
  • Alaska Airlines
  • Delta
  • United
  • American Airlines
How do I earn miles on a Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago, IL (ORD) from Cleveland, OH (CLE)?
If you're planning to travel to Chicago from Hopkins Intl. (CLE), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Ronald Reagan Washington National (DCA), or Baltimore Washington Intl. Thurgood Marshall (BWI) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

0
Origin airport
Hopkins Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, JetBlue Airways
Roundtrip price
CA $209
Distance
504 km

Book with confidence

Cleveland to Chicago Flights

The easy way to book your flights from Cleveland to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Cleveland whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Cleveland to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Hopkins Intl., CLE to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Cleveland to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Cleveland currently is just CA $209 rising to CA $1,531.  

Here are more money-saving tips: 

  • Fly in September when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Cleveland 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Cleveland to Chicago Flights

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