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Cayman Islands

$146+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
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 October 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/30. 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.
Thu 12/111:53 pmCLE - GCM
1 stop7h 22mMultiple Airlines
Sat 12/205:56 pmGCM - CLE
1 stop16h 41mMultiple Airlines
Deal found 10/30$387
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 12/144:38 pmCLE - GCM
1 stop18h 57mMultiple Airlines
Sun 12/212:40 pmGCM - CLE
1 stop22h 11mMultiple Airlines
Deal found 10/30$407
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/139:30 pmCLE - GCM
1 stop19h 50mMultiple Airlines
Sat 12/205:56 pmGCM - CLE
1 stop16h 41mMultiple Airlines
Deal found 10/29$456
This United Airlines deal was found by Cheapflights users on 10/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/235:36 amCLE - GCM
1 stop8h 09mUnited Airlines
Mon 12/292:25 pmGCM - CLE
1 stop8h 06mUnited Airlines
Deal found 10/30$554
This American Airlines deal was found by Cheapflights users on 10/30. 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 stop8h 06mAmerican Airlines
Wed 12/101:05 pmGCM - CLE
1 stop7h 13mAmerican Airlines
Deal found 10/30$556
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/276:00 amCLE - GCM
2 stops8h 46mAmerican Airlines
Fri 12/53:45 pmGCM - CLE
2 stops8h 04mAmerican Airlines
Deal found 10/30$561
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/115:00 amCLE - GCM
2 stops9h 44mAmerican Airlines
Sat 12/2012:35 pmGCM - CLE
2 stops11h 50mAmerican Airlines
Deal found 10/30$563
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/148:16 amCLE - GCM
2 stops11h 59mAmerican Airlines
Sun 12/2112:50 pmGCM - CLE
2 stops10h 47mAmerican Airlines
Deal found 10/30$566
This American Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/236:00 amCLE - GCM
2 stops14h 18mAmerican Airlines
Mon 12/293:11 pmGCM - CLE
1 stop9h 14mAmerican Airlines
Deal found 10/30$586

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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$381
(Kiwi.com)

One-way from

$146
(Booking.com)

Popular in

December

Cheapest in

August

Average price

$544
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
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($92 potential increase over avg. RT price).
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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 October 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 October 30, 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

Fri 1/2

10:20 am-9:15 pm

1 stop10h 55m

George Town Owen Roberts Intl

Fri 1/9

4:45 pm-11:56 pm

1 stop7h 11m

$451

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 12/13

9:30 pm-5:20 pm

1 stop19h 50m

George Town Owen Roberts Intl

Sat 12/20

5:56 pm-10:37 am

1 stop16h 41m

$456

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 2/14

7:10 am-11:35 am

2 stops28h 25m

George Town Owen Roberts Intl

Sat 2/21

2:35 pm-10:33 pm

1 stop7h 58m

$497

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 1/1

5:22 pm-11:35 am

1 stop18h 13m

George Town Owen Roberts Intl

Tue 1/6

11:30 am-12:21 am

2 stops36h 51m

$511

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 2/14

7:10 am-11:35 am

2 stops52h 25m

George Town Owen Roberts Intl

Sat 2/28

2:35 pm-10:33 pm

1 stop7h 58m

$533

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 1/17

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Tue 1/20

1:30 pm-11:20 am

2 stops21h 50m

$549

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-8:41 pm

1 stop6h 41m

$554

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

1:05 pm-11:49 pm

1 stop10h 44m

$556

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 2/20

7:00 am-12:35 pm

1 stop5h 35m

George Town Owen Roberts Intl

Wed 2/25

2:00 pm-11:18 pm

1 stop9h 18m

$556

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 11/5

6:15 pm-12:25 pm

1 stop18h 10m

$146

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 14 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 $392). 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 October 30, 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
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Crew

8.5

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

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 29h 35m. 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 $146. Southwest flights start at $271 while deals on American Airlines start at $321 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 $392). 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$461Average$637FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$482Average$643FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$537Average$594FlexibilityNo cancel feeOn-time69%

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