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$142+ Cheap flights from Cleveland to Key West (CLE - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Key West are usually found in August or September, booked 87 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from Cleveland to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$191
(American Airlines)

One-way from

$142
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$307
From Cleveland Hopkins Intl to Key West
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One-way flight from Cleveland Hopkins Intl to Key West
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Highest demand for flights based on searches. 9% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Cleveland to Key West

Cheapest flights from Cleveland to Key West
Explore the most affordable flight options available from Cleveland to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:43 amCLE - EYW
1 stop7h 33mAmerican Airlines
Tue 11/186:33 pmEYW - CLE
1 stop5h 16mAmerican Airlines
Deal found 9/15$191
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:50 pmCLE - EYW
1 stop22h 14mMultiple Airlines
Sat 11/19:52 amEYW - CLE
1 stop14h 05mMultiple Airlines
Deal found 9/15$193
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/255:50 pmCLE - EYW
1 stop22h 14mMultiple Airlines
Sun 11/28:33 pmEYW - CLE
1 stop28h 24mMultiple Airlines
Deal found 9/15$197
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/62:27 pmCLE - EYW
2 stops8h 40mAmerican Airlines
Sat 12/134:20 pmEYW - CLE
2 stops8h 25mAmerican Airlines
Deal found 9/15$201
This Delta deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/911:54 amCLE - EYW
1 stop5h 16mDelta
Tue 12/166:05 pmEYW - CLE
1 stop6h 40mDelta
Deal found 9/17$217
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:14 pmCLE - EYW
1 stop4h 38mAmerican Airlines
Wed 12/101:45 pmEYW - CLE
1 stop6h 33mAmerican Airlines
Deal found 9/14$225

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Cleveland to Key West that are best for you.

Fly from

Cleveland

Fly to

Key West

Route

Depart

Return

Price

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 11/12

1:14 pm-5:51 pm

1 stop4h 37m

Key West

Tue 11/18

6:33 pm-11:49 pm

1 stop5h 16m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 10/25

6:00 am-1:52 pm

1 stop7h 52m

Key West

Tue 10/28

5:47 pm-12:17 am

1 stop6h 30m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 11/8

3:20 pm-9:49 pm

1 stop6h 29m

Key West

Wed 11/12

4:18 pm-11:53 pm

1 stop7h 35m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 10/15

5:30 am-12:58 pm

1 stop7h 28m

Key West

Tue 10/21

4:58 pm-11:52 pm

1 stop6h 54m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 12/13

3:25 pm-9:50 pm

1 stop6h 25m

Key West

Wed 12/17

4:10 pm-11:47 pm

2 stops7h 37m

$196

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Tue 12/9

11:54 am-5:10 pm

1 stop5h 16m

Key West

Tue 12/16

6:05 pm-12:45 am

1 stop6h 40m

$217

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 12/10

2:13 pm-8:03 pm

1 stop5h 50m

Key West

Tue 12/16

6:05 pm-12:45 am

1 stop6h 40m

$217

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 12/6

6:00 am-12:05 pm

1 stop6h 05m

Key West

Sat 12/13

4:20 pm-11:56 pm

1 stop7h 36m

$226

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Fri 12/5

1:14 pm-5:52 pm

1 stop4h 38m

Key West

Wed 12/10

4:10 pm-11:49 pm

2 stops7h 39m

$230

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Fri 12/12

6:00 am-1:51 pm

1 stop7h 51m

Key West

Tue 12/16

12:00 pm-8:18 pm

2 stops8h 18m

$230

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 16 results
1
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Best time to book a flight from Cleveland to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to Key West

How far ahead should I book a flight from Cleveland to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Cleveland to Key West. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Key West, you should look to book at least 87 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Cleveland to Key West?

Currently, August is the cheapest month in which you can book a flight from Cleveland to Key West (average of $328). Flying from Cleveland to Key West in March is currently the most expensive (average of $491). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to EYW?

Find hourly flight availability from Cleveland to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

Unlike in the morning, when flights are generally more expensive, you can save up to 25% on flights from Cleveland to Key West by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from Cleveland to Key West?

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated September 17, 2025.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Cleveland to Key West. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Jake,Jan 2024

CVG - ATL

Would have been great but the flight got significantly delayed after we boarded due to a mechanical failure
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Jake,Jan 2024

CVG - ATL

Would have been great but the flight got significantly delayed after we boarded due to a mechanical failure
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Jake,Jan 2024

CVG - ATL

Would have been great but the flight got significantly delayed after we boarded due to a mechanical failure
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Entertainment

7.9

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Jake,Jan 2024

CVG - ATL

Would have been great but the flight got significantly delayed after we boarded due to a mechanical failure

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Cleveland to Key West?

    American Airlines can get you from Cleveland to Key West in just under 4h 37m. Your travel time can differ by up to . The distance from Cleveland to Key West is about 1164 mi.

  • What are the cheapest airlines flying from Cleveland to Key West round-trip?

    Delta, at $216, was found to be the cheapest airline from Cleveland to Key West.Alternate airlines to your destination round-trip include American Airlines and United Airlines. These flights start at 41% lower than the current average price 3 months from now.

  • Can I find deals for flights from Cleveland to Key West that include hotel bookings?

    Yes. In addition to deals on Cleveland to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Key West.

  • Can I find deals for business class flights from Cleveland to Key West?

    Yes. Cheapflights offers flight deals from Cleveland to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Key West?

    Currently, August is the cheapest month in which you can book a flight from Cleveland to Key West (average of $328). Flying from Cleveland to Key West in March is currently the most expensive (average of $491). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Cleveland to Key West

Discover the top 3 airlines that operate flights from Cleveland to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$341FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$233Average$389FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$255Average$470FlexibilityNo cancel feeOn-time69%

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