$55 Cheap Flights from Cleveland (CLE) to Chicago (ORD)

View $55 flight on Sat, Jan 10, 2026Opens 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 $55 for one-way flights and $110 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Thu, Dec 11 - Sat, Dec 13
CLE
Cleveland
ORD
Chicago
$110 Roundtrip, just found
$110
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 11 from Cleveland to Chicago, returning Sat, Dec 13, priced at $110 just found
Frontier Airlines
Thu, Dec 11 - Sat, Dec 13
CLE
Cleveland
ORD
Chicago
$130 Roundtrip, just found
$130
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 11 from Cleveland to Chicago, returning Sat, Dec 13, priced at $130 just found
Frontier Airlines
Thu, Dec 11 - Sat, Dec 13
CLE
Cleveland
ORD
Chicago
$148 Roundtrip, just found
$148
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Dec 11 from Cleveland to Chicago, returning Sat, Dec 13, priced at $148 just found
Frontier Airlines
Thu, Nov 13 - Mon, Nov 17
CLE
Cleveland
ORD
Chicago
$150 Roundtrip, found 1 hour ago
$150
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Thu, Nov 13 from Cleveland to Chicago, returning Mon, Nov 17, priced at $150 found 1 hour ago
Frontier Airlines
Wed, Dec 10 - Tue, Dec 16
CLE
Cleveland
ORD
Chicago
$159 Roundtrip, just found
$159
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Dec 10 from Cleveland to Chicago, returning Tue, Dec 16, priced at $159 just found
Frontier Airlines
Wed, Dec 3 - Tue, Dec 9
CLE
Cleveland
ORD
Chicago
$161 Roundtrip, just found
$161
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Dec 3 from Cleveland to Chicago, returning Tue, Dec 9, priced at $161 just found
JetBlue Airways
Thu, Jan 8 - Wed, Jan 14
CLE
Cleveland
ORD
Chicago
$164 Roundtrip, just found
$164
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Jan 8 from Cleveland to Chicago, returning Wed, Jan 14, priced at $164 just found
Delta
Mon, Nov 24 - Thu, Dec 4
CLE
Cleveland
ORD
Chicago
$169 Roundtrip, found 15 hours ago
$169
Roundtrip
found 15 hours ago
Select Delta flight, departing Mon, Nov 24 from Cleveland to Chicago, returning Thu, Dec 4, priced at $169 found 15 hours ago
United
Wed, Dec 3 - Thu, Dec 4
CLE
Cleveland
ORD
Chicago
$172 Roundtrip, found 11 hours ago
$172
Roundtrip
found 11 hours ago
Select United flight, departing Wed, Dec 3 from Cleveland to Chicago, returning Thu, Dec 4, priced at $172 found 11 hours ago
Southwest Airlines
Mon, Nov 24 - Thu, Dec 4
CLE
Cleveland
ORD
Chicago
$174 Roundtrip, found 15 hours ago
$174
Roundtrip
found 15 hours ago
Select Southwest Airlines flight, departing Mon, Nov 24 from Cleveland to Chicago, returning Thu, Dec 4, priced at $174 found 15 hours ago

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

June is typically the cheapest month to fly

From $77 - $297 per traveler.

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 $379
MDW
Midway Intl.
CheapestClosest
Average driving time to city center16 min
Flights from $379
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
$110
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 December. 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 $55 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 a cheap one-way flight from $55 or cheap return flight from $110 from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from CLE to ORD is December, when demand is low. Off-peak season is generally when you'll find cheap fares for travel between these airports.
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 Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD)?
American Airlines and United Airlines are some well-known airlines offering competitive fares. Keep in mind that flight prices from Hopkins Intl. Airport (CLE) to O'Hare Intl. Airport (ORD) can vary depending on demand, seasonality and time of booking. With Expedia's search tool, you can easily find a CLE to ORD flight that suits your plans and budget.
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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*Available to One Key members.