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Cayman Islands

$123+ 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Feb 13 — Feb 201
Fri 2/13
Fri 2/20
1 adult, Economy
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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 January 14, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$361
(Air Canada)

One-way from

$123
(Air Canada)

Popular in

December

Cheapest in

August

Average price

$650
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 ($86 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 14, 2026.

This Air Canada deal was found by Cheapflights users on 1/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:00 pm
CLE
-
GCM
1 stop17h 30m
Air Canada
Sat 5/912:25 pm
GCM
-
CLE
1 stop7h 11m
Air Canada
Deal found 1/14$361
This Air Canada deal was found by Cheapflights users on 1/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:10 pm
CLE
-
GCM
1 stop18h 15m
Air Canada
Thu 4/212:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/13$367
This Air Canada deal was found by Cheapflights users on 1/12. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/186:10 pm
CLE
-
GCM
1 stop18h 15m
Air Canada
Thu 1/221:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/12$369
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/216:26 pm
CLE
-
GCM
1 stop19h 31m
Multiple Airlines
Sun 3/294:45 pm
GCM
-
CLE
1 stop25h 10m
Multiple Airlines
Deal found 1/12$374
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/158:01 pm
CLE
-
GCM
1 stop16h 34m
Multiple Airlines
Sun 3/227:00 am
GCM
-
CLE
1 stop14h 34m
Multiple Airlines
Deal found 1/12$376
This Air Canada deal was found by Cheapflights users on 1/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/226:10 pm
CLE
-
GCM
1 stop17h 15m
Air Canada
Thu 4/212:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/13$379
This Kiwi.com deal was found by Cheapflights users on 1/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/146:26 pm
CLE
-
GCM
1 stop19h 12m
Multiple Airlines
Sun 3/227:00 am
GCM
-
CLE
1 stop14h 34m
Multiple Airlines
Deal found 1/12$387
This Air Canada deal was found by Cheapflights users on 1/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/256:10 pm
CLE
-
GCM
1 stop18h 15m
Air Canada
Mon 3/3012:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/13$391
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Mon 3/234:55 pm
CLE
-
GCM
1 stop24h 10m
Multiple Airlines
Mon 3/307:00 am
GCM
-
CLE
1 stop10h 55m
Multiple Airlines
Deal found 1/13$393
This Kiwi.com deal was found by Cheapflights users on 1/13. 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.
Sun 3/227:30 am
CLE
-
GCM
1 stop6h 27m
Multiple Airlines
Mon 3/307:00 am
GCM
-
CLE
1 stop14h 34m
Multiple Airlines
Deal found 1/13$398
This Kiwi.com deal was found by Cheapflights users on 1/14. 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.
Mon 2/233:13 pm
CLE
-
GCM
1 stop24h 52m
Multiple Airlines
Mon 3/24:45 pm
GCM
-
CLE
2 stops26h 29m
Multiple Airlines
Deal found 1/14$403

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 January 14, 2026.
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

Mon 3/30

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Mon 4/6

12:30 pm-5:30 pm

1 stop28h 00m

$367

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 3/28

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Thu 4/2

12:30 pm-5:30 pm

1 stop28h 00m

$367

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/18

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Thu 1/22

1:30 pm-5:30 pm

1 stop28h 00m

$369

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/15

8:01 pm-11:35 am

1 stop16h 34m

George Town Owen Roberts Intl

Sun 3/22

7:00 am-10:34 pm

1 stop14h 34m

$376

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 3/14

6:26 pm-12:38 pm

1 stop19h 12m

George Town Owen Roberts Intl

Sun 3/22

7:00 am-10:34 pm

1 stop14h 34m

$387

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/18

6:30 am-1:53 pm

1 stop7h 23m

George Town Owen Roberts Intl

Sat 1/24

8:50 am-7:34 am

2 stops22h 44m

$389

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

Mon 3/30

12:30 pm-5:30 pm

1 stop28h 00m

$391

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 2/23

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Mon 3/2

1:30 pm-5:30 pm

1 stop28h 00m

$403

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/22

6:10 pm-10:25 am

1 stop17h 15m

George Town Owen Roberts Intl

Mon 3/30

12:30 pm-5:30 pm

1 stop28h 00m

$403

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/22

6:10 pm-10:25 am

1 stop17h 15m

George Town Owen Roberts Intl

Tue 3/31

12:30 pm-5:27 pm

1 stop27h 57m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/13

Showing 1-10 of 17 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 January 14, 2026.
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
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

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
8,040 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

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
9,156 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

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
11,119 reviews
Delta
7.9
Good
8,040 reviews

Entertainment

7.8

Food

7.2

Overall

7.9

Boarding

8.1

Comfort

7.9

Crew

8.5

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. 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 January 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$665FlexibilityNo cancel feeOn-time71%
DeltaCheapest$480Average$640FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$519Average$594FlexibilityNo cancel feeOn-time69%

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