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Cayman Islands

$411+ Cheap flights from Cleveland (CLE) to the Cayman Islands

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
May 18 — May 251
Mon 5/18
Mon 5/25
1 adult, Economy
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Cheap 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 April 18, 2026.

This Travelocity deal was found by Cheapflights users on 4/16. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/306:23 am
CLE
-
GCM
1 stop7h 41m
Multiple Airlines
Sat 6/610:55 am
GCM
-
CLE
1 stop26h 06m
Multiple Airlines
Deal found 4/16$411
This Orbitz deal was found by Cheapflights users on 4/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:00 am
CLE
-
GCM
1 stop25h 00m
Air Canada
Mon 6/812:25 pm
GCM
-
CLE
1 stop24h 36m
Air Canada
Deal found 4/15$415
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 7/76:40 am
CLE
-
GCM
2 stops10h 25m
Multiple Airlines
Sun 7/124:45 pm
GCM
-
CLE
1 stop29h 27m
Multiple Airlines
Deal found 4/14$442
This Kiwi.com deal was found by Cheapflights users on 4/18. 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.
Tue 6/23:48 pm
CLE
-
GCM
1 stop25h 17m
Multiple Airlines
Tue 6/911:30 am
GCM
-
CLE
1 stop11h 13m
Multiple Airlines
Deal found 4/18$480
This Orbitz deal was found by Cheapflights users on 4/15. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/56:23 am
CLE
-
GCM
2 stops31h 37m
Multiple Airlines
Mon 6/812:25 pm
GCM
-
CLE
2 stops28h 58m
Multiple Airlines
Deal found 4/15$488
This KAYAK deal was found by Cheapflights users on 4/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
CLE
-
GCM
1 stop7h 54m
JetBlue
Sat 5/92:20 pm
GCM
-
CLE
1 stop7h 57m
JetBlue
Deal found 4/14$495
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 6/104:36 pm
CLE
-
GCM
1 stop19h 59m
Multiple Airlines
Sun 6/144:45 pm
GCM
-
CLE
2 stops21h 31m
Multiple Airlines
Deal found 4/17$506
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 5/315:18 pm
CLE
-
GCM
1 stop19h 17m
Multiple Airlines
Sun 6/74:45 pm
GCM
-
CLE
2 stops23h 15m
Multiple Airlines
Deal found 4/16$515

Find 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 April 18, 2026.

Round-trip from

$411
(Travelocity)

Popular in

December

Cheapest in

October

Average price

$665
From Cleveland Hopkins Intl to Cayman Islands
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 18, 2026.
Use the filters below to find and compare flights from Cleveland to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 5/30

6:23 am-1:04 pm

1 stop7h 41m

George Town Owen Roberts Intl

Sat 6/6

10:55 am-2:01 pm

1 stop26h 06m

$411

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 6/5

10:00 am-10:00 am

1 stop25h 00m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-2:01 pm

1 stop24h 36m

$415

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 7/7

4:05 pm-4:05 pm

1 stop25h 00m

George Town Owen Roberts Intl

Sun 7/12

4:45 pm-11:12 pm

1 stop29h 27m

$466

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 6/2

7:30 am-4:05 pm

2 stops9h 35m

George Town Owen Roberts Intl

Tue 6/9

11:30 am-11:43 pm

1 stop11h 13m

$485
Quickest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 5/2

6:00 am-12:54 pm

1 stop7h 54m

George Town Owen Roberts Intl

Sat 5/9

2:20 pm-11:17 pm

1 stop7h 57m

$495

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 7/8

2:45 pm-11:25 am

2 stops21h 40m

George Town Owen Roberts Intl

Sat 7/18

10:55 am-2:05 pm

1 stop26h 10m

$518

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 6/10

4:36 pm-11:35 am

1 stop19h 59m

George Town Owen Roberts Intl

Sun 6/14

7:00 am-11:43 pm

1 stop15h 43m

$533

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 6/27

4:36 pm-11:35 am

1 stop19h 59m

George Town Owen Roberts Intl

Fri 7/3

7:00 am-11:43 pm

1 stop15h 43m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Sorted by cheapest first

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, November is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $145). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $663). 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 April 18, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andAmerican 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
8,424 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

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
8,424 reviews
Delta
7.9
Good
8,424 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

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
9,605 reviews
Delta
7.9
Good
8,424 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

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
7.1
Good
11,604 reviews
Delta
7.9
Good
8,424 reviews

Entertainment

7.8

Food

7.2

Comfort

7.9

Overall

7.9

Crew

8.5

Boarding

8.1

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 25h. 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, November is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $145). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $663). 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 April 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$476Average$663FlexibilityNo cancel feeOn-time71%
DeltaCheapest$480Average$640FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$540Average$623FlexibilityNo cancel feeOn-time69%

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