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Cayman Islands

$151+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/3111:43 amCLE - GCM
1 stop26h 02mMultiple Airlines
Thu 1/82:49 pmGCM - CLE
1 stop8h 21mMultiple Airlines
Deal found 11/13$315
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:00 amCLE - GCM
2 stops30h 45mMultiple Airlines
Sat 12/135:56 pmGCM - CLE
1 stop15h 53mMultiple Airlines
Deal found 11/11$338
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/3111:43 amCLE - GCM
1 stop26h 02mMultiple Airlines
Fri 1/97:00 amGCM - CLE
2 stops16h 17mMultiple Airlines
Deal found 11/13$416
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/3111:43 amCLE - GCM
1 stop26h 02mMultiple Airlines
Wed 1/75:10 pmGCM - CLE
2 stops20h 35mMultiple Airlines
Deal found 11/13$429
This JetBlue deal was found by Cheapflights users on 11/12. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/279:54 amCLE - GCM
1 stop7h 13mJetBlue
Sat 1/31:54 pmGCM - CLE
1 stop9h 46mJetBlue
Deal found 11/12$449
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/3111:43 amCLE - GCM
1 stop26h 02mMultiple Airlines
Mon 1/54:45 pmGCM - CLE
2 stops30h 28mMultiple Airlines
Deal found 11/13$454
This American Airlines deal was found by Cheapflights users on 11/12. 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 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 stop5h 59mAmerican Airlines
Wed 12/101:25 pmGCM - CLE
1 stop10h 31mAmerican Airlines
Deal found 11/12$480
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/305:35 pmCLE - GCM
1 stop22h 30mMultiple Airlines
Thu 1/82:49 pmGCM - CLE
1 stop8h 21mMultiple Airlines
Deal found 11/13$501
This Delta deal was found by Cheapflights users on 11/13. 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 12/306:05 amCLE - GCM
1 stop8h 22mDelta
Fri 1/92:05 pmGCM - CLE
1 stop6h 36mDelta
Deal found 11/13$507

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 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$315
(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
Search Deals
One-way flight from Cleveland Hopkins Intl to Cayman Islands
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($93 potential increase over avg. RT price).
Search Deals
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 13, 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

Sat 12/6

7:00 am-1:45 pm

2 stops30h 45m

George Town Owen Roberts Intl

Sat 12/13

5:56 pm-9:49 am

1 stop15h 53m

$338

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 12/31

11:43 am-1:45 pm

1 stop26h 02m

George Town Owen Roberts Intl

Wed 1/7

5:10 pm-1:45 pm

2 stops20h 35m

$429

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 1/9

6:52 pm-1:39 pm

1 stop18h 47m

George Town Owen Roberts Intl

Fri 2/6

7:00 am-1:28 pm

1 stop6h 28m

$438

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 12/27

9:54 am-5:07 pm

1 stop7h 13m

George Town Owen Roberts Intl

Sat 1/3

1:54 pm-11:40 pm

1 stop9h 46m

$449

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 12/31

11:43 am-1:45 pm

1 stop26h 02m

George Town Owen Roberts Intl

Mon 1/5

4:45 pm-11:13 pm

2 stops30h 28m

$454

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

12:45 pm-10:31 pm

1 stop9h 46m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/5

6:00 am-12:30 pm

1 stop7h 30m

George Town Owen Roberts Intl

Wed 4/8

12:55 pm-10:53 pm

1 stop8h 58m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 3/10

7:00 am-11:35 am

1 stop5h 35m

George Town Owen Roberts Intl

Wed 3/11

1:00 pm-12:37 am

1 stop10h 37m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 2/6

6:15 am-1:15 pm

1 stop7h 00m

George Town Owen Roberts Intl

Mon 2/9

2:50 pm-10:04 pm

1 stop7h 14m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 15 results
1
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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 13, 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
8,007 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.3

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.3

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
9,017 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.3

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
11,051 reviews
Delta
7.9
Good
8,007 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.1

Comfort

7.9

Overall

7.9

Food

7.3

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 7h 13m. The distance between Cleveland and Cayman Islands is about 1527 mi.

  • What are the cheapest airlines to fly from Cleveland to Cayman Islands one-way?

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $151. Delta flights start at $188 while deals on JetBlue start at $221 one-way.

  • 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.

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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 13, 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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