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Cayman Islands

$227+ 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 5/9. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
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 January 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Fri 3/136:26 pm
CLE
-
GCM
1 stop18h 54m
Multiple Airlines
Fri 3/207:00 am
GCM
-
CLE
1 stop16h 26m
Multiple Airlines
Deal found 1/27$374
This Kiwi.com deal was found by Cheapflights users on 1/25. 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.
Fri 2/272:40 pm
CLE
-
GCM
2 stops44h 55m
Multiple Airlines
Thu 3/52:49 pm
GCM
-
CLE
1 stop9h 49m
Multiple Airlines
Deal found 1/25$380
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/257:04 pm
CLE
-
GCM
1 stop18h 39m
Multiple Airlines
Wed 3/411:30 am
GCM
-
CLE
2 stops20h 04m
Multiple Airlines
Deal found 1/26$382
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/155:35 pm
CLE
-
GCM
1 stop20h 08m
Spirit Airlines
Sun 4/191:40 pm
GCM
-
CLE
1 stop26h 00m
Spirit Airlines
Deal found 1/27$387
This Gotogate deal was found by Cheapflights users on 1/28. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/296:10 pm
CLE
-
GCM
1 stop18h 00m
Air Canada
Mon 4/612:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/28$389
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/46:26 pm
CLE
-
GCM
1 stop19h 31m
Multiple Airlines
Wed 4/811:30 am
GCM
-
CLE
1 stop23h 56m
Multiple Airlines
Deal found 1/27$396
This Air Canada deal was found by Cheapflights users on 1/26. 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 1/26$416
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/46:26 pm
CLE
-
GCM
1 stop19h 31m
Multiple Airlines
Sun 4/121:52 pm
GCM
-
CLE
2 stops40h 52m
Multiple Airlines
Deal found 1/27$418
This Air Canada deal was found by Cheapflights users on 1/25. 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 2/16:10 pm
CLE
-
GCM
1 stop18h 15m
Air Canada
Thu 2/51:30 pm
GCM
-
CLE
1 stop28h 00m
Air Canada
Deal found 1/25$422
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 4/155:35 pm
CLE
-
GCM
1 stop20h 08m
Multiple Airlines
Sun 4/195:05 pm
GCM
-
CLE
2 stops23h 14m
Multiple Airlines
Deal found 1/27$425

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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$374
(Kiwi.com)

One-way from

$227
(Southwest)

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.
Search Deals
Provider most trusted by Cheapflights users for Cleveland Hopkins Intl-George Town Owen Roberts Intl flights.
Search Deals
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 ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 28, 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

Fri 2/27

2:40 pm-11:35 am

2 stops44h 55m

George Town Owen Roberts Intl

Thu 3/5

2:49 pm-12:38 am

1 stop9h 49m

$380

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/25

7:04 pm-1:43 pm

1 stop18h 39m

George Town Owen Roberts Intl

Wed 3/4

11:30 am-7:34 am

2 stops20h 04m

$382

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/29

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

$389

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:26 pm-12:57 pm

1 stop19h 31m

George Town Owen Roberts Intl

Wed 4/8

11:30 am-12:26 pm

1 stop23h 56m

$396

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

$416

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:26 pm-12:57 pm

1 stop19h 31m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-7:44 am

2 stops40h 52m

$418

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 4/15

5:35 pm-12:43 pm

1 stop20h 08m

George Town Owen Roberts Intl

Sun 4/19

5:05 pm-5:19 pm

2 stops23h 14m

$425

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 5/13

5:35 pm-12:43 pm

1 stop20h 08m

George Town Owen Roberts Intl

Sun 5/17

1:40 pm-1:14 pm

1 stop22h 34m

$432

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 4/3

6:26 pm-12:20 pm

1 stop18h 54m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-10:36 am

2 stops19h 44m

$446

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Sun 4/12

12:30 pm-5:30 pm

1 stop28h 00m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 16 results
1
2

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 28, 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
8,124 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

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
8,124 reviews
Delta
7.9
Good
8,124 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

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
9,212 reviews
Delta
7.9
Good
8,124 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

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
11,201 reviews
Delta
7.9
Good
8,124 reviews

Food

7.2

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Crew

8.5

Overall

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. 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 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$461Average$664FlexibilityNo cancel feeOn-time71%
DeltaCheapest$480Average$640FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$519Average$594FlexibilityNo cancel feeOn-time69%

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