$64 Cheap Flights from Cleveland (CLE) to Chicago (ORD)

View $64 flight on Wed, Sep 24, 2025Opens in a new window

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

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Cheap Flights from Cleveland to Chicago (CLE-ORD)

Prices were available within the past 7 days and start at $64 for one-way flights and $129 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, Sep 23 - Wed, Sep 24
CLE
Cleveland
ORD
Chicago
$129 Roundtrip, just found
$129
Roundtrip
just found
Select United flight, departing Tue, Sep 23 from Cleveland to Chicago, returning Wed, Sep 24, priced at $129 just found
United
Tue, Oct 21 - Sat, Oct 25
CLE
Cleveland
ORD
Chicago
$133 Roundtrip, found 1 hour ago
$133
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Oct 21 from Cleveland to Chicago, returning Sat, Oct 25, priced at $133 found 1 hour ago
United
Tue, Aug 19 - Tue, Aug 26
CLE
Cleveland
ORD
Chicago
$135 Roundtrip, found 17 hours ago
$135
Roundtrip
found 17 hours ago
Select United flight, departing Tue, Aug 19 from Cleveland to Chicago, returning Tue, Aug 26, priced at $135 found 17 hours ago
United
Sat, Sep 27 - Wed, Oct 1
CLE
Cleveland
ORD
Chicago
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Sep 27 from Cleveland to Chicago, returning Wed, Oct 1, priced at $137 found 1 hour ago
United
Tue, Oct 21 - Sat, Oct 25
CLE
Cleveland
ORD
Chicago
$137 Roundtrip, found 1 hour ago
$137
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Oct 21 from Cleveland to Chicago, returning Sat, Oct 25, priced at $137 found 1 hour ago
United
Sat, Sep 13 - Tue, Sep 16
CLE
Cleveland
ORD
Chicago
$138 Roundtrip, found 3 hours ago
$138
Roundtrip
found 3 hours ago
Select United flight, departing Sat, Sep 13 from Cleveland to Chicago, returning Tue, Sep 16, priced at $138 found 3 hours ago
American Airlines
Tue, Nov 4 - Tue, Dec 2
CLE
Cleveland
ORD
Chicago
$152 Roundtrip, found 2 hours ago
$152
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Nov 4 from Cleveland to Chicago, returning Tue, Dec 2, priced at $152 found 2 hours ago
Delta
Fri, Sep 19 - Tue, Sep 23
CLE
Cleveland
ORD
Chicago
$153 Roundtrip, just found
$153
Roundtrip
just found
Select Delta flight, departing Fri, Sep 19 from Cleveland to Chicago, returning Tue, Sep 23, priced at $153 just found
Southwest Airlines
Sat, Nov 15 - Mon, Nov 17
CLE
Cleveland
ORD
Chicago
$171 Roundtrip, found 7 hours ago
$171
Roundtrip
found 7 hours ago
Select Southwest Airlines flight, departing Sat, Nov 15 from Cleveland to Chicago, returning Mon, Nov 17, priced at $171 found 7 hours ago
Frontier Airlines
Sat, Aug 2 - Tue, Aug 5
CLE
Cleveland
ORD
Chicago
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 2 from Cleveland to Chicago, returning Tue, Aug 5, priced at $188 just found

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

June is typically the cheapest month to fly

From $77 - $195 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Cheapest and Closest option available. Average driving time to city center is 16 minutes. Flights from $244
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $244
0
Flights from Cleveland (CLE) to Chicago (ORD)
Origin airport
Hopkins Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$127
Distance
315 mi

Cleveland to Chicago Flights

The cheapest times to fly from Cleveland to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Cleveland to Chicago are during the month of September. You can find some of the cheapest flights from Cleveland to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Cleveland to Chicago

Sunday is one of the best days to book for cheap flights from Cleveland to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Cleveland to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Cleveland to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $64 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Cleveland to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Cleveland to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) cost?
Grab cheap return tickets starting at $127 from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD). This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a American Airlines flight leaving CLE on August 18 2025 and touching down at ORD. The price was last updated on July 23 2025 and has not changed since.
What is the cheapest month to fly from CLE to ORD?
The cheapest flights from CLE to ORD are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
You can fly straight from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) on a United Airlines flight.
What is the cheapest airline that flies from CLE to ORD?
Fly from CLE to ORD with United. This carrier currently has the lowest one-way fare on this route, starting at $64. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from CLE on October 18 2025. Prices were last updated on July 23 2025 and have not changed since.
How many flights per day from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
When taking off from Hopkins Intl. Airport (CLE), you can pick from an average of 10 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
Flights between CLE and ORD tend to be busiest at 6 AM. If you'd like a quieter experience and possibly cheaper prices, look for a departure that's outside typical rush times.
What day of the week has the most flights from CLE to ORD?
If you fly on a Friday, you'll get the widest range of options for flights from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
Hopkins Intl. Airport (CLE)'s first flight to O'Hare Intl. Airport (ORD) departs at approximately 6:00AM UTC-5. With a total journey time of 1h 42m, you'll touch down at around 6:42AM UTC-6.
How long does it take to fly from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
Flights from CLE to ORD have an average travel time of 1 hour and 38 minutes. The total distance between the two airports is 320 mi.
What airline has the least delays from CLE to ORD?
With 88% of flights typically arriving as scheduled, Lufthansa has the best on-time performance for direct flights from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD). To monitor your flight status and receive notifications if anything changes, simply head to the Expedia App.
What is the best time to fly from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
To avoid potential delays on the Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) route, fly before 3 PM. Departures after this hour are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Hopkins Intl. Airport (CLE)?
You'll arrive at O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW) when you travel to Chicago on a direct flight from Hopkins Intl. Airport (CLE).
Is it cheaper to buy a plane ticket from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) last-minute?
Booking your ticket from CLE to ORD right before your getaway is generally more expensive. However, if you're flexible with your departure dates and times, you could land a cheap last-minute fare.
Is it cheaper to book a CLE to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a CLE to ORD flight and hotel package with Expedia could result in significant savings. Better still, having everything in one place takes the hassle out of planning your trip. Simply secure your flights and select from our wide range of stays, then personalize your trip with extras like tours and car rentals.
Can I cancel or change the date of my flight from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
Typically, you can cancel or reschedule your CLE to ORD flight. However, there may be additional charges, especially if your booking was made over 24 hours ago. Double-check your itinerary for the airline's policies and fees on flight changes, or if you'd like more details, head to our Customer Service portal.

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