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

View AU$209 flight on Thu, 11 June 2026Opens in a new window

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

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 35% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our rewards
    Sign in

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

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$389 Return, found 9 hours ago
AU$389
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$389 found 9 hours ago
American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$403 Return, found 9 hours ago
AU$403
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$403 found 9 hours ago
American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$417 Return, found 9 hours ago
AU$417
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$417 found 9 hours ago
American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$431 Return, found 9 hours ago
AU$431
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$431 found 9 hours ago
American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$445 Return, found 9 hours ago
AU$445
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$445 found 9 hours ago
United
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$452 Return, found 9 hours ago
AU$452
Return
found 9 hours ago
Select United flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$452 found 9 hours ago
American Airlines
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$474 Return, found 9 hours ago
AU$474
Return
found 9 hours ago
Select American Airlines flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$474 found 9 hours ago
United
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$481 Return, found 9 hours ago
AU$481
Return
found 9 hours ago
Select United flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$481 found 9 hours ago
United
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$487 Return, found 9 hours ago
AU$487
Return
found 9 hours ago
Select United flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$487 found 9 hours ago
Delta
Thu, 11 June - Thu, 18 June
CLE
Cleveland
ORD
Chicago
AU$501 Return, found 9 hours ago
AU$501
Return
found 9 hours ago
Select Delta flight, departing Thu, 11 June from Cleveland to Chicago, returning Thu, 18 June, priced at AU$501 found 9 hours ago

Frequently asked questions

How much does a flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $335 and $1,751 and return flights often range between $721 and $1,755. 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 the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) 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 530 AUD. This is about 24% lower than the average price throughout the year. August often sees lower prices as the peak summer travel season begins to wind down, leading to reduced demand. 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.)?
Enter CLE to ORD and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
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.) (CLE) to Chicago, IL (ORD-O'Hare Intl.) (ORD) will differ from traveller to traveller. If you like to fly early, UA offers early morning flights. If price is the most important factor, AA typically offers the lowest fares. DL offers the most daily flights from Cleveland, OH (CLE-Hopkins Intl.) (CLE) to Chicago, IL (ORD-O'Hare Intl.) (ORD), 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.)?
Based on booking data from the past year, the cheapest months to fly from Cleveland, OH (CLE-Hopkins Intl.) (CLE) to Chicago, IL (ORD-O'Hare Intl.) (ORD) are typically August and September, with average return flights around 530 AUD. However, the most popular months for this route are January and July, meaning you'll find plenty of flight options during those times. While there isn't a single month that is both the cheapest and most popular, you can choose between saving money in late summer or having more schedule flexibility during peak travel times.
How many flights per day from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
When flying from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll find approximately 20 nonstop flights available per day. For even more choice, look at flights that include layovers, as there are around 80 connecting flights per day. Some common connection points include Hartsfield-Jackson Atlanta Intl. (ATL), LaGuardia (LGA), and Detroit Metropolitan Wayne County (DTW).
What is the earliest flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs at approximately 5:00 AM local time, operated by American Airlines. This is a seasonal service active 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.)?
If you're flying from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.), you'll typically find the most flights on a Friday, with around 63 flights available. This gives you plenty of options to choose from for your travel plans. Major airlines on this route include Delta Air Lines, United Airlines, and American Airlines. Friday sees notably more flight options compared to other days of the week, offering about 18% more flights than the average weekday.
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 morning, from 6am to 9am. Around 25% of passengers reckon this time's best. Heaps of major carriers, including Delta and American Airlines, offer flights during this window. This timing works well because it allows you to get an early start on your day in Chicago, whether you're traveling for business or leisure.
How long does it take to fly from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flying nonstop from CLE to ORD takes around 1 hour 50 minutes, with the route covering approximately 315 miles. Flights with a layover typically take 3 hours 40 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Cleveland, OH (CLE-Hopkins Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for CLE to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
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 from Hopkins Intl. (CLE)?
When traveling from Hopkins Intl. (CLE) to Chicago, you can fly into O'Hare Intl. (ORD) and Midway Intl. (MDW). Some flights may connect through major hubs like Charlotte-Douglas Intl. (CLT), Ronald Reagan Washington National (DCA), 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
American Airlines, Delta, United
Return price
AU$388
Distance
504 km

Book with confidence

Your quick guide to flights from Cleveland to Chicago

Pick up great flights from Cleveland to Chicago

With Expedia, you have your pick of flights a day with 20 airlines covering flights from Cleveland to Chicago. Whether you’re on a business trip, a family holiday or a luxury break, just enter your travel dates, hit search then check out your choice of flights. Select from return, one way or multi-city flights, and use the advance search tool if you want a direct or refundable flight. You can narrow your search to show you just your preferred cabin class and airline, too. It’s all easy. You can book direct flights from Cleveland to Chicago that take around hours.

Find cheap flights from Cleveland to Chicago

From the great flight deals with prices currently ranging from AU$389 to AU$501, you can choose to see the cheapest flights first. Generally, you can book the cheapest flights from Cleveland to Chicago around 4 to 6 weeks in advance. If your travel dates are flexible, try to avoid weekends and peak seasons – when you are more likely to grab the lowest prices. Even last minute, there are some impressive deals. The cheapest time to fly to Chicago is normally in June.

Reasons to book your flight from Cleveland to Chicago with Expedia

Expedia makes it easy to find, book, and travel, with everything you need all in one place. When you enter your travel details, find fantastic deals just for you on flight tickets from Cleveland to Chicago across all the main airline carriers, so you can save time, dollars, and hassle finding the perfect flight. If you think your plans could change, choose refundable flights so any changes won’t cost you more. Book your flight to Chicago right now and, if you join Expedia Rewards, you earn points this time and every time you travel with Expedia.

Your quick guide to flights from Cleveland to Chicago

Explore a world of travel with Expedia

*Available to Expedia members.