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Cayman Islands

$188+ Cheap flights from Cleveland (CLE) to the Cayman Islands

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 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Dec 20 — Dec 271
Sat 12/20
Sat 12/27
1 adult, Economy
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Find flight deals from Cleveland to Cayman Islands

Cheapest flights from Cleveland to Cayman Islands
Explore the most affordable flight options available from Cleveland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2025.

This American Airlines deal was found by Cheapflights users on 11/19. 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 12/56:00 amCLE - GCM
1 stop8h 06mAmerican Airlines
Wed 12/103:45 pmGCM - CLE
1 stop8h 11mAmerican Airlines
Deal found 11/19$480
This Delta deal was found by Cheapflights users on 11/19. 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.
Fri 12/197:15 amCLE - GCM
1 stop5h 20mDelta
Sun 12/213:42 pmGCM - CLE
1 stop6h 57mDelta
Deal found 11/19$560
This Kiwi.com deal was found by Cheapflights users on 11/18. 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.
Mon 11/243:21 pmCLE - GCM
1 stop24h 44mMultiple Airlines
Mon 12/14:45 pmGCM - CLE
2 stops19h 26mMultiple Airlines
Deal found 11/18$603
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/196:46 pmCLE - GCM
1 stop16h 42mAmerican Airlines
Sun 12/2112:55 pmGCM - CLE
2 stops10h 42mAmerican Airlines
Deal found 11/19$604
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Thu 11/272:56 pmCLE - GCM
1 stop25h 34mUnited Airlines
Fri 12/55:45 pmGCM - CLE
1 stop17h 23mUnited Airlines
Deal found 11/20$634
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Thu 11/276:30 amCLE - GCM
2 stops13h 58mAmerican Airlines
Fri 12/53:45 pmGCM - CLE
2 stops8h 04mAmerican Airlines
Deal found 11/19$638
This United Airlines deal was found by Cheapflights users on 11/19. 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.
Mon 11/246:15 amCLE - GCM
1 stop10h 15mUnited Airlines
Mon 12/15:45 pmGCM - CLE
1 stop17h 23mUnited Airlines
Deal found 11/19$700
This American Airlines deal was found by Cheapflights users on 11/19. 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.
Mon 11/246:00 amCLE - GCM
2 stops8h 46mAmerican Airlines
Mon 12/11:25 pmGCM - CLE
1 stop10h 28mAmerican Airlines
Deal found 11/19$788
This American Airlines deal was found by Cheapflights users on 11/19. 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 12/245:33 amCLE - GCM
1 stop9h 02mAmerican Airlines
Fri 1/27:30 amGCM - CLE
2 stops16h 07mAmerican Airlines
Deal found 11/19$826

Cheap flight deals from Cleveland to Cayman Islands

Keep the following information in mind while searching for Cleveland to Cayman Islands flight deals. Data was last updated November 20, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$334
(Kiwi.com)

One-way from

$188
(Delta)

Popular in

December

Cheapest in

August

Average price

$640
Provider with most accurate pricing for Cleveland Hopkins Intl-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-George Town Owen Roberts Intl flights.
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From Cleveland Hopkins Intl to Cayman Islands
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One-way flight from Cleveland Hopkins Intl to Cayman Islands
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Highest demand for flights based on searches. 12% potential increase in price ($93 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Cleveland to Cayman Islands 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 20, 2025.
Use the filters below to find and compare flights from Cleveland to the Cayman Islands that are best for you.

Fly from

Cleveland

Fly to

Cayman Islands

Route

Depart

Return

Price

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/4

6:15 am-1:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sun 1/11

2:49 pm-6:06 pm

1 stop27h 17m

$334

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 1/21

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Sun 1/25

1:30 pm-5:30 pm

1 stop28h 00m

$410

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 1/21

3:59 pm-1:53 pm

1 stop21h 54m

George Town Owen Roberts Intl

Sun 1/25

7:00 am-11:11 pm

2 stops16h 11m

$432

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 1/3

11:43 am-1:45 pm

1 stop26h 02m

George Town Owen Roberts Intl

Wed 1/7

11:30 am-11:13 pm

2 stops11h 43m

$452

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 3/25

6:10 pm-11:25 am

1 stop18h 15m

George Town Owen Roberts Intl

Tue 3/31

12:30 pm-5:30 pm

1 stop28h 00m

$476

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 12/5

6:00 am-2:06 pm

1 stop8h 06m

George Town Owen Roberts Intl

Wed 12/10

3:45 pm-11:56 pm

1 stop8h 11m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 12/11

7:15 am-12:35 pm

1 stop5h 20m

George Town Owen Roberts Intl

Sat 12/20

3:42 pm-10:39 pm

1 stop6h 57m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/25

7:00 am-12:40 pm

1 stop5h 40m

George Town Owen Roberts Intl

Thu 1/29

2:05 pm-12:36 am

1 stop10h 31m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 3/25

6:56 am-2:20 pm

2 stops8h 24m

George Town Owen Roberts Intl

Tue 3/31

12:40 pm-9:52 pm

1 stop8h 12m

$485

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 12/18

6:05 am-12:35 pm

1 stop6h 30m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Showing 1-10 of 11 results
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Best time to book a flight from Cleveland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands 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 the Cayman Islands

What is the cheapest month to book a flight from Cleveland to Cayman Islands?

Currently, October is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $385). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $628). 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 Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated November 20, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Cleveland to the Cayman Islands by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,002 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,002 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,029 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,047 reviews
Delta
7.9
Good
8,002 reviews

Food

7.3

Boarding

8.1

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

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

  • What airport do you fly from for flights from Cleveland to Cayman Islands?

    For a flight from Cleveland to Cayman Islands, you will be flying from Hopkins Intl. Cleveland Hopkins Intl (CLE) is just 10.1 mi from the center of the city.

  • How long is the flight from Cleveland to Cayman Islands?

    Departing from Cleveland to Cayman Islands will take you 18h 15m. The distance between Cleveland and Cayman Islands is about 1527 mi.

  • Can I find deals for flights from Cleveland to Cayman Islands that include hotel bookings?

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

  • How can I find direct flights from Cleveland to Cayman Islands?

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

  • Can I find deals for business class flights from Cleveland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Cleveland to Cayman Islands 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 Cayman Islands?

    Currently, October is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $385). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $628). 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 Cayman Islands

Discover the top 3 airlines that operate flights from Cleveland to Cayman Islands. 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 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$482Average$628FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$482Average$654FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$537Average$583FlexibilityNo cancel feeOn-time69%

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