$199 Cheap Flights from Cleveland (CLE) to Key West (EYW)

View $199 flight on Wed, Dec 31, 2025Opens in a new window

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

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

Prices were available within the past 7 days and start at $199 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
Sat, Nov 1 - Wed, Nov 5
CLE
Cleveland
EYW
Key West
$191 Roundtrip, just found
$191
Roundtrip
just found
Select American Airlines flight, departing Sat, Nov 1 from Cleveland to Key West, returning Wed, Nov 5, priced at $191 just found
American Airlines
Sat, Dec 6 - Sat, Dec 13
CLE
Cleveland
EYW
Key West
$196 Roundtrip, found 9 hours ago
$196
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Cleveland to Key West, returning Sat, Dec 13, priced at $196 found 9 hours ago
American Airlines
Sat, Jan 3 - Sat, Jan 10
CLE
Cleveland
EYW
Key West
$201 Roundtrip, found 6 days ago
$201
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 3 from Cleveland to Key West, returning Sat, Jan 10, priced at $201 found 6 days ago
Delta
Tue, Nov 25 - Wed, Dec 3
CLE
Cleveland
EYW
Key West
$217 Roundtrip, just found
$217
Roundtrip
just found
Select Delta flight, departing Tue, Nov 25 from Cleveland to Key West, returning Wed, Dec 3, priced at $217 just found
United
Wed, Dec 3 - Wed, Dec 10
CLE
Cleveland
EYW
Key West
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
Select United flight, departing Wed, Dec 3 from Cleveland to Key West, returning Wed, Dec 10, priced at $217 found 9 hours ago
American Airlines
Sat, Dec 13 - Mon, Dec 15
CLE
Cleveland
EYW
Key West
$225 Roundtrip, found 1 hour ago
$225
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Dec 13 from Cleveland to Key West, returning Mon, Dec 15, priced at $225 found 1 hour ago
American Airlines
Wed, Feb 18 - Wed, Feb 25
CLE
Cleveland
EYW
Key West
$226 Roundtrip, found 1 hour ago
$226
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Feb 18 from Cleveland to Key West, returning Wed, Feb 25, priced at $226 found 1 hour ago
American Airlines
Fri, Oct 31 - Tue, Nov 4
CLE
Cleveland
EYW
Key West
$230 Roundtrip, found 8 hours ago
$230
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Fri, Oct 31 from Cleveland to Key West, returning Tue, Nov 4, priced at $230 found 8 hours ago
American Airlines
Sat, Dec 6 - Sat, Dec 13
CLE
Cleveland
EYW
Key West
$231 Roundtrip, found 9 hours ago
$231
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Sat, Dec 6 from Cleveland to Key West, returning Sat, Dec 13, priced at $231 found 9 hours ago
JetBlue Airways
Fri, Nov 14 - Wed, Nov 26
CLE
Cleveland
EYW
Key West
$304 Roundtrip, found 3 days ago
$304
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Fri, Nov 14 from Cleveland to Key West, returning Wed, Nov 26, priced at $304 found 3 days ago

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

August is typically the cheapest month to fly

From $190 - $377 per traveler.

Frequently asked questions

How much does a flight from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW) cost?
Lock in a cheap one-way flight from $199 or cheap return flight from $191 from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW)?
Planning your getaway for November can help you save, as it's the cheapest month for flights between CLE and EYW. You'll often find the lowest prices during off-peak months.
What is the cheapest airline that flies from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Customize the search to your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest CLE to EYW flight.
How many flights per day from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW)?
You'll have to book a flight with a layover when traveling from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW). There are no daily direct flights on this route. However, simply filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from CLE to EYW?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW)?
To touch down at Key West Intl. Airport (EYW) without delays, choose a flight that leaves Hopkins Intl. Airport (CLE) before 3 PM. The likelihood 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 Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW) last-minute?
Holding off until right before your break to book your flight from CLE to EYW often results in higher prices. Although you may find some last-minute offers, they aren't always guaranteed. Allow some flexibility in your schedule to boost your chances of scoring a bargain.
Is it cheaper to book a CLE to EYW flight and hotel package?
You'll typically save money by booking a CLE to EYW flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's easy to manage everything in one place. After choosing your ideal flights and accommodations, consider adding extras including car rentals, activities and tours.
Can I cancel or change the date of my flight from Hopkins Intl. Airport (CLE) to Key West Intl. Airport (EYW)?
If you booked your CLE to EYW flight in the last 24 hours, you may be able to cancel or modify it at no cost. 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, visit our Customer Service portal for more information.

Travel information

Travel information

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

Book with confidence

Book with confidence

Cleveland to Key West Flights

The cheapest times to fly from Cleveland to Key West

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

 

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

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

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 Key West in 2025. You can also book with separate airlines for your outbound and return journeys, from $199 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 Key West 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 Key West 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.

 

Cleveland to Key West Flights

Explore a world of travel with Expedia

Explore a world of travel with Expedia

*Available to One Key members.