S$179 Cheap Flights from Cleveland to Chicago

View S$179 flight on Mon, 16 Feb, 2026Opens in a new window

Popular airlines from Cleveland to Chicago

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Cheap Flights from Cleveland to Chicago (CLE-CHI)

Prices were available within the past 7 days and start at S$179 for one-way flights and for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

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

August is typically the cheapest month to fly

From S$118 - S$368 per traveller.
Cleveland to Chicago route information
Origin airport
Hopkins Intl.
Destination airport
CHI-All Airports
Distance
566 km

Perfect flights from Cleveland to Chicago

Your Journey from Cleveland to Chicago

Start your unforgettable journey with Expedia. Our broad selection of flights from Cleveland to Chicago caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including Delta, American Airlines, United. Our selection of flights from Hopkins Intl. to CHI-All Airports caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 19 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Cleveland to Chicago Flights

Experience the joy of finding cheap flights from Hopkins Intl. to CHI-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$179 and roundtrip prices *.
 

Pre-Flight Essentials

Ensure a smooth journey from Cleveland to Chicago with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Chicago

Picture yourself stepping off the plane in Chicago and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Cleveland to Chicago Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Cleveland to Chicago.
 

Beyond the Flight – Exploring Chicago

With Expedia, your adventure extends beyond the flight. Explore Chicago at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Cleveland to Chicago with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Cleveland to Chicago with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from Hopkins Intl. Airport (CLE) to Chicago, IL (CHI-All Airports)?
The lowest price advertised for a round-trip journey between CLE and Chicago, IL (CHI-All Airports) is . But you better get a move on. This figure is taken from fares available within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
Most flights can be cancelled online, but each airline has its own set of terms and conditions. If you do need to cancel your flight, visit our Customer Service Portal and follow the instructions.
How do I find cheap flights from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for CLE to Chicago, IL (CHI-All Airports) flights, you'll see a "no change fees" filter for you to select.
How far is the flight from CLE to Chicago, IL (CHI-All Airports)?
The flight distance from CLE (CLE) to Chicago, IL (CHI-All Airports) (CHI) is just 570 kilometres. You'll be disembarking the plane and picking up your bags from the carousel in no time.
Which airlines fly direct from Cleveland Hopkins Intl. Airport to Chicago, IL (CHI-All Airports)?
United Airlines (UA) is a top option. It offers 152 flights between Hopkins Intl. Airport (CLE) and Chicago, IL (CHI-All Airports) each month. If you're eager for more options, check out the ticket prices from Southwest Airlines (WN). This carrier operates 134 flights monthly between these airports.
Are CLE to Chicago, IL (CHI-All Airports) flight tickets cheaper when they're purchased at the last minute?
Late planners can occasionally nab a bargain, with some of the cheapest airfares from CLE to Chicago, IL (CHI-All Airports) popping up a few weeks before the departure date. If you'd rather plan ahead of time, Expedia compares and updates the best flight deals frequently — as early as a year in advance in some cases. It depends on the carrier though, as not all airlines release prices so far in advance.

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*Available to Expedia members.