$196+ 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 10/31. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Oct 11 — Oct 181
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Cleveland to Cayman Islands
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Best
Last-minute
One-way
Cheapest flights from Cleveland to Cayman IslandsExplore 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 September 11, 2026.
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 September 11, 2026.
This Orbitz deal was found by Cheapflights users on 9/9. 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.
Thu 11/266:55 pm -
1 stop17h 15m
Tue 12/11:10 pm -
1 stop29h 09m
Deal found 9/9![Air Canada logo]()
$376
This Justfly.com deal was found by Cheapflights users on 9/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/106:55 pm -
1 stop17h 15m
Mon 12/141:10 pm -
1 stop29h 09m
Deal found 9/7![Air Canada logo]()
$397
This Justfly.com deal was found by Cheapflights users on 9/6. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:55 pm -
1 stop17h 15m
Sun 12/61:10 pm -
1 stop29h 09m
Deal found 9/6![Air Canada logo]()
$435
This Orbitz deal was found by Cheapflights users on 9/7. 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.
Sat 11/76:55 pm -
1 stop17h 15m
Sat 11/211:10 pm -
1 stop29h 07m
Deal found 9/7![Air Canada logo]()
$438
This Orbitz deal was found by Cheapflights users on 9/10. 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.
Sun 12/66:55 pm -
1 stop17h 15m
Sun 12/131:10 pm -
1 stop29h 09m
Deal found 9/10![Air Canada logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/44:53 pm -
2 stops21h 57m
Fri 12/114:45 pm -
1 stop7h 43m
Deal found 9/10![Multiple Airlines logo]()
$479
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2912:05 pm -
1 stop10h 10m
Mon 11/24:45 pm -
2 stops28h 09m
Deal found 9/9![Multiple Airlines logo]()
$495
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/98:07 pm -
2 stops19h 43m
Mon 10/127:00 am -
1 stop11h 02m
Deal found 9/10![Multiple Airlines logo]()
$497
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Sat 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/10![Air Canada logo]()
$504
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 12/57:14 pm -
1 stop22h 06m
Sat 12/1211:25 am -
1 stop14h 09m
Deal found 9/10![Multiple Airlines logo]()
$524
Best flights from Cleveland to Cayman IslandsDiscover carefully curated flight deals from Cleveland to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
Discover carefully curated flight deals from Cleveland to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2026.
This Orbitz deal was found by Cheapflights users on 9/9. 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.
Thu 11/266:55 pm -
1 stop17h 15m
Tue 12/11:10 pm -
1 stop29h 09m
Deal found 9/9![Air Canada logo]()
$376
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 12/65:45 am -
1 stop7h 30m
Sun 12/135:45 pm -
1 stop17h 32m
Deal found 9/10![United Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 9/6. 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 12/226:00 am -
1 stop6h 40m
Wed 12/303:50 pm -
1 stop9h 04m
Deal found 9/6![Delta logo]()
$675
This American Airlines deal was found by Cheapflights users on 9/6. 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.
Wed 12/28:25 am -
2 stops11h 33m
Sun 12/612:55 pm -
1 stop10h 00m
Deal found 9/6![American Airlines logo]()
$684
This Air Canada deal was found by Cheapflights users on 9/8. 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.
Sat 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/8![Air Canada logo]()
$504
This Orbitz deal was found by Cheapflights users on 9/9. 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.
Thu 11/266:55 pm -
1 stop17h 15m
Sun 11/291:10 pm -
1 stop29h 07m
Deal found 9/9![Air Canada logo]()
$564
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 1/36:00 am -
1 stop10h 35m
Sun 1/102:55 pm -
1 stop9h 02m
Deal found 9/10![United Airlines logo]()
$675
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated September 11, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated September 11, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/110:12 am -
1 stop8h 08m
Tue 10/611:30 am -
2 stops32h 22m
Deal found 9/7![Multiple Airlines logo]()
$599
This Air Canada deal was found by Cheapflights users on 9/10. 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.
Sat 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/10![Air Canada logo]()
$504
This Trip.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/87:00 am -
2 stops15h 15m
Sun 10/117:00 am -
2 stops33h 32m
Deal found 9/10![Multiple Airlines logo]()
$603
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/98:07 pm -
2 stops19h 43m
Mon 10/127:00 am -
1 stop11h 02m
Deal found 9/10![Multiple Airlines logo]()
$497
This Kiwi.com deal was found by Cheapflights users on 9/7. 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 10/223:46 pm -
2 stops30h 29m
Thu 10/2912:40 pm -
1 stop10h 19m
Deal found 9/7![Multiple Airlines logo]()
$616
This Delta deal was found by Cheapflights users on 9/7. 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.
Thu 10/226:00 am -
1 stop6h 40m
Thu 10/2912:55 pm -
1 stop7h 22m
Deal found 9/7![Delta logo]()
$655
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/243:46 pm -
2 stops44h 49m
Sat 10/3111:25 am -
1 stop9h 34m
Deal found 9/9![Multiple Airlines logo]()
$536
This Booking.com deal was found by Cheapflights users on 9/9. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:00 am -
1 stop26h 10m
Sat 10/3112:10 pm -
1 stop30h 07m
Deal found 9/9![Air Canada logo]()
$636
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/2912:05 pm -
1 stop10h 10m
Mon 11/24:45 pm -
2 stops28h 09m
Deal found 9/9![Multiple Airlines logo]()
$495
One-way flights from Cleveland to Cayman IslandsSearch for one-way flight options from Cleveland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
Search for one-way flight options from Cleveland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated September 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/313:46 pm -
2 stops44h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$196
This Expedia deal was found by Cheapflights users on 9/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/166:55 pm -
1 stop17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Air Canada logo]()
$232
This Southwest deal was found by Cheapflights users on 9/9. 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.
Sat 1/161:50 pm -
2 stops23h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Southwest logo]()
$307
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 1/161:36 pm -
3 stops29h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$488
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 September 11, 2026.
Round-trip from | $376 (Orbitz) |
|---|---|
One-way from | $196 (Kiwi.com) |
Popular in | December |
Cheapest in | March |
Average price | $735 |
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 7,457,451 searches. Data last updated September 11, 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
Cheapest round-trip
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 10/31
3:46 pm-11:35 am
2 stops44h 49m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$196
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/16
1:50 pm-12:55 pm
2 stops23h 05m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$307
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 11/26
6:55 pm-12:10 pm
1 stop17h 15m
George Town Owen Roberts Intl
Tue 12/1
1:10 pm-6:19 pm
1 stop29h 09m
$376
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/16
1:36 pm-6:38 pm
3 stops29h 02m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$488
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 10/3
2:45 pm-11:25 am
2 stops45h 40m
George Town Owen Roberts Intl
Sat 10/10
11:25 am-2:07 pm
1 stop25h 42m
$504
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 11/26
6:55 pm-12:10 pm
1 stop17h 15m
George Town Owen Roberts Intl
Sun 11/29
1:10 pm-6:17 pm
1 stop29h 07m
$564
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sun 12/6
5:45 am-1:15 pm
1 stop7h 30m
George Town Owen Roberts Intl
Sun 12/13
5:45 pm-11:17 am
1 stop17h 32m
$655
Quickest round-trip
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Tue 12/22
6:00 am-12:40 pm
1 stop6h 40m
George Town Owen Roberts Intl
Wed 12/30
3:50 pm-12:54 am
1 stop9h 04m
$675
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sun 1/3
6:00 am-4:35 pm
1 stop10h 35m
George Town Owen Roberts Intl
Sun 1/10
2:55 pm-11:57 pm
1 stop9h 02m
$675
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/2
8:25 am-7:58 pm
2 stops11h 33m
George Town Owen Roberts Intl
Sun 12/6
12:55 pm-10:55 pm
1 stop10h 00m
$684
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.
CLE-GCM
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
CLE-KY0
CLE-GCM
What is the cheapest month to book a flight from Cleveland to Cayman Islands?
Currently, March is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $567). Flying from Cleveland to Cayman Islands in December is currently the most expensive (average of $901). 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 September 11, 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.
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
Boarding
8.1
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.8
Overall
7.8
Reviews
1 / 20
8.0
ExcellentJorge,Aug 2026
TPA - ATL
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.
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Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Cleveland to Cayman Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Cleveland and Cayman Islands flights
Browse other Cleveland and Cayman Islands flight options. Last updated on September 11, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Fly to Cayman Islands regions
Consider these flights traveling to Cayman Islands regions.
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 7,457,451 searches. Data last updated September 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$510 | Average$681 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$665 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$555 | Average$665 | FlexibilityNo cancel fee | On-time71% |