$106 Cheap Flights from Key West (EYW) to Cleveland (CLE)

View $106 flight on Sun, Dec 21, 2025Opens in a new window

Popular airlines from Key West Intl. Airport (EYW) to Cleveland Hopkins International Airport (CLE)

Cheap Flights from Key West to Cleveland (EYW-CLE)

Prices were available within the past 7 days and start at $106 for one-way flights and $191 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Wed, Jan 21 - Sat, Jan 24
EYW
Key West
CLE
Cleveland
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jan 21 from Key West to Cleveland, returning Sat, Jan 24, priced at $191 found 1 day ago
American Airlines
Fri, Dec 26 - Wed, Dec 31
EYW
Key West
CLE
Cleveland
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Dec 26 from Key West to Cleveland, returning Wed, Dec 31, priced at $201 found 4 days ago
American Airlines
Fri, Dec 26 - Sat, Jan 3
EYW
Key West
CLE
Cleveland
$211 Roundtrip, found 1 day ago
$211
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 26 from Key West to Cleveland, returning Sat, Jan 3, priced at $211 found 1 day ago
Delta
Wed, Dec 3 - Tue, Dec 16
EYW
Key West
CLE
Cleveland
$217 Roundtrip, found 21 hours ago
$217
Roundtrip
found 21 hours ago
Select Delta flight, departing Wed, Dec 3 from Key West to Cleveland, returning Tue, Dec 16, priced at $217 found 21 hours ago
Delta
Tue, Dec 23 - Thu, Jan 1
EYW
Key West
CLE
Cleveland
$222 Roundtrip, found 4 days ago
$222
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Dec 23 from Key West to Cleveland, returning Thu, Jan 1, priced at $222 found 4 days ago
American Airlines
Thu, Feb 26 - Tue, Mar 3
EYW
Key West
CLE
Cleveland
$225 Roundtrip, found 22 hours ago
$225
Roundtrip
found 22 hours ago
Select American Airlines flight, departing Thu, Feb 26 from Key West to Cleveland, returning Tue, Mar 3, priced at $225 found 22 hours ago
Delta
Sat, Dec 13 - Thu, Jan 1
EYW
Key West
CLE
Cleveland
$227 Roundtrip, found 21 hours ago
$227
Roundtrip
found 21 hours ago
Select Delta flight, departing Sat, Dec 13 from Key West to Cleveland, returning Thu, Jan 1, priced at $227 found 21 hours ago
American Airlines
Mon, Feb 9 - Sat, Feb 14
EYW
Key West
CLE
Cleveland
$230 Roundtrip, found 3 days ago
$230
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Feb 9 from Key West to Cleveland, returning Sat, Feb 14, priced at $230 found 3 days ago
United
Thu, Jun 11 - Tue, Jun 16
EYW
Key West
CLE
Cleveland
$259 Roundtrip, found 1 day ago
$259
Roundtrip
found 1 day ago
Select United flight, departing Thu, Jun 11 from Key West to Cleveland, returning Tue, Jun 16, priced at $259 found 1 day ago
JetBlue Airways
Thu, Mar 5 - Mon, Mar 9
EYW
Key West
CLE
Cleveland
$493 Roundtrip, found 4 hours ago
$493
Roundtrip
found 4 hours ago
Select JetBlue Airways flight, departing Thu, Mar 5 from Key West to Cleveland, returning Mon, Mar 9, priced at $493 found 4 hours ago

Find the cheapest month to fly from Key West (EYW) to Cleveland (CLE)

August is typically the cheapest month to fly

From $190 - $458 per traveler.

Alternative airports near Cleveland

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

Select flight to Hopkins Intl. CLE. Cheapest option available. Average driving time to city center is 15 minutes. Flights from $280
CLE
Hopkins Intl.
Cheapest
Average driving time to city center15 min
Flights from $280

Frequently asked questions

How much does a flight from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE) cost?
Snag a cheap one-way flight from $106 or cheap return flight from $191 from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE) 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 Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE)?
The cheapest month to fly from EYW to CLE is January, when there's less demand. Off-peak months are usually when airlines offer better prices between these airports.
What is the cheapest airline that flies from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE)?
To find the cheapest airline flying from EYW to CLE, use Expedia's filter tool. Customize your search based on your travel style, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE)?
There are no daily nonstop flights available from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE). But you can book flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be cruising above the clouds in no time at all.
What day of the week has the most flights from EYW to CLE?
Usually you'll find the most flight options available on a Friday. Tuesdays tend to be the quietest.* However, this can change based on the season, carrier and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE)?
To reach Hopkins Intl. Airport (CLE) without delays, opt for a flight that leaves from Key West Intl. Airport (EYW) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this hour.**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.
Is it cheaper to buy a plane ticket from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE) last-minute?
Booking your plane ticket from EYW to CLE just before your journey is generally more expensive. But if there's some wiggle room with your travel times and dates, you could grab a cheap last-minute fare.
Is it cheaper to book an EYW to CLE flight and hotel package?
Opting for an EYW to CLE 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. Pick from our extensive range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Key West Intl. Airport (EYW) to Hopkins Intl. Airport (CLE)?
In most cases, you're able to cancel or reschedule your EYW to CLE flight. However, additional charges may apply, especially if you made your booking more than 24 hours ago. Double-check your itinerary for the airline's fees and guidelines on flight changes, or if you want more details, go to our Customer Service portal.

Travel information

Origin airport
Key West Intl.
Destination airport
Hopkins Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, United
Roundtrip price
$190
Distance
1164 mi

Book with confidence

Key West to Cleveland Flights

The cheapest times to fly from Key West to Cleveland

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 Key West to Cleveland are during the month of January. You can find some of the cheapest flights from Key West to Cleveland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Key West to Cleveland

Sunday is one of the best days to book for cheap flights from Key West to Cleveland: 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 Key West to Cleveland

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 Key West to Cleveland in 2025. You can also book with separate airlines for your outbound and return journeys, from $106 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 Key West to Cleveland 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 Key West to Cleveland 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.

 

Key West to Cleveland Flights

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*Available to One Key members.