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Cayman Islands

$485+ 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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$485
(Southwest)

Popular in

January

Cheapest in

August

Average price

$402
From Cleveland Hopkins Intl to Cayman Islands
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 August 14, 2025.

This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:45 pmCLE - GCM
2 stops21h 50mSouthwest
Fri 12/121:30 pmGCM - CLE
2 stops10h 35mSouthwest
Deal found 8/14$485
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:45 pmCLE - GCM
2 stops21h 50mSouthwest
Sat 12/131:55 pmGCM - CLE
1 stop6h 30mSouthwest
Deal found 8/14$505
This Trip.com deal was found by Cheapflights users on 8/13. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/292:44 pmCLE - GCM
1 stop7h 36mMultiple Airlines
Fri 10/107:00 amGCM - CLE
1 stop12h 59mMultiple Airlines
Deal found 8/13$517
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 12/155:41 pmCLE - GCM
1 stop17h 59mMultiple Airlines
Thu 12/184:45 pmGCM - CLE
1 stop8h 03mMultiple Airlines
Deal found 8/14$551
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amCLE - GCM
1 stop6h 37mDelta
Tue 12/233:45 pmGCM - CLE
1 stop6h 54mDelta
Deal found 8/14$554
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/68:13 pmCLE - GCM
1 stop15h 52mAmerican Airlines
Sat 12/135:35 pmGCM - CLE
1 stop15h 08mAmerican Airlines
Deal found 8/14$556
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Sun 12/145:41 pmCLE - GCM
1 stop17h 59mMultiple Airlines
Thu 12/184:45 pmGCM - CLE
1 stop8h 03mMultiple Airlines
Deal found 8/14$557
This American Airlines deal was found by Cheapflights users on 8/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/294:34 pmCLE - GCM
2 stops19h 36mAmerican Airlines
Fri 10/102:00 pmGCM - CLE
1 stop9h 16mAmerican Airlines
Deal found 8/13$558
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/276:22 amCLE - GCM
2 stops7h 33mAmerican Airlines
Fri 12/54:15 pmGCM - CLE
1 stop7h 44mAmerican Airlines
Deal found 8/14$560
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/286:00 amCLE - GCM
1 stop6h 10mAmerican Airlines
Sun 10/512:28 pmGCM - CLE
2 stops9h 42mAmerican Airlines
Deal found 8/14$565
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Fri 12/125:41 pmCLE - GCM
2 stops21h 09mMultiple Airlines
Thu 12/184:45 pmGCM - CLE
1 stop8h 03mMultiple Airlines
Deal found 8/14$570

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 August 14, 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

Mon 12/8

2:45 pm-12:35 pm

2 stops21h 50m

George Town Owen Roberts Intl

Fri 12/12

1:30 pm-12:05 am

2 stops10h 35m

$485

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 12/8

2:45 pm-12:35 pm

2 stops21h 50m

George Town Owen Roberts Intl

Sat 12/13

1:55 pm-8:25 pm

1 stop6h 30m

$505

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 9/29

2:44 pm-9:20 pm

1 stop7h 36m

George Town Owen Roberts Intl

Fri 10/10

7:00 am-8:59 pm

1 stop12h 59m

$517

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 12/15

5:41 pm-11:40 am

1 stop17h 59m

George Town Owen Roberts Intl

Thu 12/18

4:45 pm-12:48 am

1 stop8h 03m

$551

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 12/16

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Wed 12/17

2:02 pm-12:17 am

1 stop10h 15m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 12/8

6:03 am-4:30 pm

1 stop10h 27m

George Town Owen Roberts Intl

Fri 12/12

5:45 pm-11:08 am

1 stop17h 23m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 12/16

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Thu 12/18

2:02 pm-12:17 am

1 stop10h 15m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 12/15

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Wed 12/17

2:02 pm-12:17 am

1 stop10h 15m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 12/16

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Tue 12/23

3:45 pm-10:39 pm

1 stop6h 54m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 12/15

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

Tue 12/23

3:45 pm-12:45 am

1 stop9h 00m

$554

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 12 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, January is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $467). Flying from Cleveland to Cayman Islands in March is currently the most expensive (average of $594). 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 August 14, 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
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,916 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Entertainment

7.9

Overall

8.0

Comfort

7.9

Food

7.3

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • 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, January is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $467). Flying from Cleveland to Cayman Islands in March is currently the most expensive (average of $594). 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$461Average$614FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$481Average$617FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$537Average$583FlexibilityNo cancel feeOn-time69%

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