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$133+ 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 2/5. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — EYW
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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Find cheap flights from Cleveland to Key West with Cheapflights

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

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 December 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/319:30 pmCLE - EYW
1 stop12h 49mMultiple Airlines
Sun 1/412:20 pmEYW - CLE
1 stop24h 31mMultiple Airlines
Deal found 12/21$263
This Kiwi.com deal was found by Cheapflights users on 12/21. 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 12/319:30 pmCLE - EYW
1 stop12h 49mMultiple Airlines
Mon 1/51:10 pmEYW - CLE
1 stop21h 46mMultiple Airlines
Deal found 12/21$274
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/249:30 pmCLE - EYW
1 stop12h 49mMultiple Airlines
Mon 12/291:10 pmEYW - CLE
1 stop18h 33mMultiple Airlines
Deal found 12/22$283
This Kiwi.com deal was found by Cheapflights users on 12/21. 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.
Tue 12/306:00 amCLE - EYW
2 stops50h 15mMultiple Airlines
Fri 1/99:49 amEYW - CLE
1 stop9h 17mMultiple Airlines
Deal found 12/21$302
This United Airlines deal was found by Cheapflights users on 12/21. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:00 amCLE - EYW
1 stop8h 12mUnited Airlines
Fri 1/96:05 pmEYW - CLE
1 stop5h 39mUnited Airlines
Deal found 12/21$305
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/245:36 amCLE - EYW
1 stop6h 58mUnited Airlines
Fri 12/261:25 pmEYW - CLE
1 stop5h 40mUnited Airlines
Deal found 12/20$318
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 12/3011:39 amCLE - EYW
1 stop5h 05mAmerican Airlines
Thu 1/18:00 amEYW - CLE
1 stop4h 51mAmerican Airlines
Deal found 12/20$350
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/319:30 pmCLE - EYW
1 stop12h 49mMultiple Airlines
Sat 1/310:35 pmEYW - CLE
2 stops24h 38mMultiple Airlines
Deal found 12/22$373
This Kiwi.com deal was found by Cheapflights users on 12/22. 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.
Tue 12/305:06 pmCLE - EYW
1 stop20h 24mMultiple Airlines
Sun 1/410:37 pmEYW - CLE
2 stops48h 36mMultiple Airlines
Deal found 12/22$375

Find 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$175
(Kiwi.com)

One-way from

$133
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$380
Provider with most accurate pricing for Cleveland Hopkins Intl-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-Key West flights.
Search Deals
From Cleveland Hopkins Intl to Key West
Search Deals
One-way flight from Cleveland Hopkins Intl to Key West
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($45 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 23, 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 2/7

6:00 pm-9:06 am

1 stop15h 06m

Key West

Fri 2/13

1:06 pm-11:23 am

1 stop22h 17m

$190

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 1/31

4:44 pm-9:47 pm

1 stop5h 03m

Key West

Sat 2/7

3:15 pm-10:59 pm

1 stop7h 44m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Tue 3/10

6:17 pm-11:56 pm

1 stop5h 39m

Key West

Tue 3/17

3:56 pm-11:58 pm

1 stop8h 02m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Tue 3/10

6:17 pm-11:56 pm

1 stop5h 39m

Key West

Wed 3/18

3:56 pm-11:58 pm

1 stop8h 02m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/22

8:48 pm-1:30 pm

2 stops16h 42m

Key West

Thu 1/29

11:06 am-6:04 pm

1 stop6h 58m

$225

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 1/22

6:26 pm-11:56 pm

1 stop5h 30m

Key West

Tue 1/27

7:08 am-12:35 pm

1 stop5h 27m

$232

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 1/21

10:52 am-7:10 pm

2 stops8h 18m

Key West

Sun 1/25

4:37 pm-11:59 pm

1 stop7h 22m

$237

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 2/7

12:44 pm-9:47 pm

2 stops9h 03m

Key West

Fri 2/13

4:40 pm-12:32 am

1 stop7h 52m

$237

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sun 2/15

7:04 pm-1:30 pm

1 stop18h 26m

Key West

Sun 2/22

2:25 pm-7:34 am

2 stops41h 09m

$243

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 2/5

8:48 pm-1:30 pm

2 stops16h 42m

$133

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 16 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 December.
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 December 19, 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 $218). 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 December 23, 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
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

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
8,014 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

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
9,105 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

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
11,054 reviews
Delta
7.9
Good
8,014 reviews

Boarding

8.1

Entertainment

7.9

Crew

8.5

Food

7.3

Overall

7.9

Comfort

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 can get you from Cleveland to Key West in just under 5h 03m. 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?

    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 45% 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 $218). 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$393FlexibilityNo cancel feeOn-time71%
DeltaCheapest$216Average$322FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$250Average$441FlexibilityNo cancel feeOn-time69%

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