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$163+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — EYW
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Cleveland Hopkins Intl to Key West are usually found in September or August, 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 June 12, 2025.

Round-trip from

$191
(American Airlines)

One-way from

$163
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$415
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 ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 12, 2025.

This American Airlines deal was found by Cheapflights users on 6/11. 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 8/206:00 amCLE - EYW
1 stop7h 51mAmerican Airlines
Wed 8/2712:10 pmEYW - CLE
1 stop7h 24mAmerican Airlines
Deal found 6/11$191
This Delta deal was found by Cheapflights users on 6/10. 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.
Sun 10/266:00 amCLE - EYW
1 stop4h 59mDelta
Sat 11/16:00 pmEYW - CLE
1 stop6h 36mDelta
Deal found 6/10$238
This United Airlines deal was found by Cheapflights users on 6/11. 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.
Fri 6/207:00 amCLE - EYW
1 stop5h 53mUnited Airlines
Tue 6/242:12 pmEYW - CLE
1 stop7h 03mUnited Airlines
Deal found 6/11$315
This Mytrip deal was found by Cheapflights users on 6/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/281:00 pmCLE - EYW
2 stops20h 22mMultiple Airlines
Thu 7/31:47 pmEYW - CLE
2 stops22h 08mMultiple Airlines
Deal found 6/12$347

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 June 12, 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 8/20

6:00 am-1:51 pm

1 stop7h 51m

Key West

Wed 8/27

7:40 pm-12:21 am

1 stop4h 41m

$191

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sun 10/26

6:00 am-10:59 am

1 stop4h 59m

Key West

Sat 11/1

6:00 pm-12:36 am

1 stop6h 36m

$238

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 6/28

1:00 pm-9:22 am

2 stops20h 22m

Key West

Thu 7/3

1:47 pm-11:55 am

2 stops22h 08m

$347

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Thu 7/10

7:00 am-6:05 pm

1 stop11h 05m

Key West

Wed 7/16

2:12 pm-9:54 pm

1 stop7h 42m

$365

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Sat 8/2

6:40 pm-11:41 am

2 stops17h 01m

$163

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Wed 7/2

11:07 am-7:02 pm

2 stops7h 55m

$194

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Tue 6/17

2:00 pm-7:39 pm

1 stop5h 39m

$205

ClevelandKey West

CLE - EYW

CLEEYW

Cleveland Hopkins Intl

Tue 6/17

8:00 am-6:05 pm

2 stops10h 05m

$286

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

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 June 9, 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 $493). 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 June 12, 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.

Rainfall in Key West by month

Plan your trip to Key West by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Key West ranges from 1.5 - 6.7 inches per month. September is typically the wettest month, when rainfall can reach 6.7 in. February is typically the driest time to visit Key West when rainfall is around 1.5 in.

Temperature in Key West by month

Plan your trip to Key West by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Key West, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 69.8 F).

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 June 12, 2025.
Read reviews from past customers who have flown Delta, United Airlines and American Airlines from Cleveland to Key West. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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
7,950 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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
8,790 reviews
Delta
8.0
Very good
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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
7,950 reviews

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.5

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.

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

    American Airlines, at $191, 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 48% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Cleveland to Key West one-way?

    $194 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $205 and $286, respectively.

  • 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 $493). 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$216Average$373FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$232Average$379FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$311Average$457FlexibilityNo cancel feeOn-time69%

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