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$99+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — EYW
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Key West are usually found in September or August, booked 82 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 November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$187
(Kiwi.com)

One-way from

$113
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$443
Provider with most accurate pricing for Cleveland Hopkins Intl-Key West flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Key West flights.
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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. 10% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 6, 2025.

This American Airlines deal was found by Cheapflights users on 11/6. 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 12/135:09 pmCLE - EYW
1 stop5h 58mAmerican Airlines
Sat 12/202:52 pmEYW - CLE
1 stop9h 32mAmerican Airlines
Deal found 11/6$191
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/155:45 pmCLE - EYW
1 stop26h 01mMultiple Airlines
Sat 11/221:01 pmEYW - CLE
1 stop19h 04mMultiple Airlines
Deal found 11/6$194
This American Airlines deal was found by Cheapflights users on 11/5. 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 12/61:23 pmCLE - EYW
2 stops9h 44mAmerican Airlines
Tue 12/96:33 pmEYW - CLE
1 stop5h 16mAmerican Airlines
Deal found 11/5$196
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Wed 12/316:59 pmCLE - EYW
1 stop13h 16mMultiple Airlines
Fri 1/231:06 pmEYW - CLE
1 stop11h 20mMultiple Airlines
Deal found 11/5$198
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Wed 12/316:59 pmCLE - EYW
1 stop13h 16mMultiple Airlines
Thu 1/2212:15 pmEYW - CLE
1 stop9h 29mMultiple Airlines
Deal found 11/5$206
This Kiwi.com deal was found by Cheapflights users on 11/5. 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.
Fri 12/510:54 amCLE - EYW
1 stop26h 36mMultiple Airlines
Fri 12/129:57 amEYW - CLE
1 stop10h 23mMultiple Airlines
Deal found 11/5$211
This Delta deal was found by Cheapflights users on 11/5. 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.
Sat 12/131:15 pmCLE - EYW
1 stop6h 51mDelta
Sat 12/206:20 pmEYW - CLE
1 stop6h 22mDelta
Deal found 11/5$217
This Kiwi.com deal was found by Cheapflights users on 11/6. 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 11/155:30 amCLE - EYW
1 stop4h 37mMultiple Airlines
Tue 11/1811:45 amEYW - CLE
2 stops26h 29mMultiple Airlines
Deal found 11/6$218
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 12/64:48 pmCLE - EYW
1 stop15h 27mMultiple Airlines
Tue 12/911:45 amEYW - CLE
1 stop22h 24mMultiple Airlines
Deal found 11/5$220
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Thu 12/48:20 pmCLE - EYW
2 stops18h 44mMultiple Airlines
Thu 12/114:34 pmEYW - CLE
1 stop15h 19mMultiple Airlines
Deal found 11/6$221
This Kiwi.com deal was found by Cheapflights users on 11/6. 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.
Sun 12/219:30 pmCLE - EYW
1 stop18h 36mMultiple Airlines
Tue 12/2310:32 pmEYW - CLE
1 stop11h 52mMultiple Airlines
Deal found 11/6$223

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 November 6, 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

Sat 12/13

5:09 pm-11:07 pm

1 stop5h 58m

Key West

Sat 12/20

2:52 pm-12:24 am

1 stop9h 32m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 2/4

8:00 pm-11:17 am

1 stop15h 17m

Key West

Sun 2/8

9:46 am-8:08 am

1 stop22h 22m

$193

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 12/13

1:15 pm-8:06 pm

1 stop6h 51m

Key West

Sat 12/20

6:20 pm-12:42 am

1 stop6h 22m

$217

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/22

6:00 am-2:03 pm

1 stop8h 03m

Key West

Wed 1/28

2:44 pm-10:46 pm

1 stop8h 02m

$225

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/22

2:40 pm-1:30 pm

1 stop22h 50m

Key West

Sun 1/25

12:15 pm-5:57 pm

1 stop5h 42m

$227

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/1

6:00 am-1:13 pm

1 stop7h 13m

Key West

Fri 1/9

4:37 pm-11:57 pm

2 stops7h 20m

$230

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sun 1/25

8:20 pm-12:26 pm

2 stops16h 06m

Key West

Thu 1/29

10:06 am-12:26 am

1 stop14h 20m

$230

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Fri 1/23

2:27 pm-7:42 pm

1 stop5h 15m

Key West

Wed 1/28

1:28 pm-10:27 pm

1 stop8h 59m

$238

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 2/7

7:03 pm-9:06 am

1 stop14h 03m

$99

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/22

2:40 pm-1:30 pm

1 stop22h 50m

$113

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/5

Showing 1-10 of 15 results
1
2

Compare providers for flights from Cleveland to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Cleveland to Key West in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Cleveland-Key West flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Cleveland-Key West flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Cleveland-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Cleveland-Key West flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Cleveland-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 October 31, 2025.

To ensure you get the cheapest price possible for a flight from Cleveland to Key West, you should look to book at least 82 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, September is the cheapest month in which you can book a flight from Cleveland to Key West (average of $120). Flying from Cleveland to Key West in June is currently the most expensive (average of $207). 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.

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 November 6, 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
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

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
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

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
9,007 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

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
11,040 reviews
Delta
7.9
Good
8,001 reviews

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

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 and Delta can get you from Cleveland to Key West in just under 5h 58m. Your travel time can differ by up to 53m. The distance from Cleveland to Key West is about 1164 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    American Airlines, at $198, was found to be the cheapest airline from Cleveland to Key West.Alternate airlines to your destination round-trip include Delta and United Airlines. These flights start at 46% 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, September is the cheapest month in which you can book a flight from Cleveland to Key West (average of $120). Flying from Cleveland to Key West in June is currently the most expensive (average of $207). 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 November 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$387FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$325FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$250Average$463FlexibilityNo cancel feeOn-time69%

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