$154+ 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 12/1. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Sep 9 — Sep 161
Round-trip
1 adult, Economy
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Find cheap flights from Cleveland to Cayman Islands with Cheapflights
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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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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 August 10, 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 August 10, 2026.
This Travelocity deal was found by Cheapflights users on 8/8. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:55 pm -
1 stop17h 15m
Tue 12/81:10 pm -
1 stop29h 09m
Deal found 8/8![Air Canada logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 8/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/410:12 am -
1 stop8h 08m
Thu 10/812:40 pm -
1 stop11h 08m
Deal found 8/6![Multiple Airlines logo]()
$437
This Air Canada deal was found by Cheapflights users on 8/7. 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 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 45m
Sat 10/1012:25 pm -
2 stops52h 58m
Deal found 8/7![Air Canada logo]()
$440
This Expedia deal was found by Cheapflights users on 8/8. 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 Expedia 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 8/8![Air Canada logo]()
$446
This Kiwi.com deal was found by Cheapflights users on 8/9. 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 9/55:15 pm -
2 stops43h 20m
Fri 9/117:00 am -
1 stop11h 03m
Deal found 8/9![Multiple Airlines logo]()
$509
This Booking.com deal was found by Cheapflights users on 8/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/42:45 pm -
2 stops21h 45m
Thu 10/812:25 pm -
2 stops28h 58m
Deal found 8/6![Air Canada logo]()
$558
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 August 10, 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 August 10, 2026.
This Air Canada deal was found by Cheapflights users on 8/10. 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 45m
Sat 10/1012:25 pm -
1 stop24h 42m
Deal found 8/10![Air Canada logo]()
$507
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/134:00 pm -
2 stops20h 35m
Sat 12/194:10 pm -
1 stop7h 45m
Deal found 8/7![Southwest logo]()
$578
This Delta deal was found by Cheapflights users on 8/7. 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.
Wed 12/166:00 am -
1 stop6h 25m
Wed 12/232:00 pm -
1 stop10h 35m
Deal found 8/7![Delta logo]()
$629
This United Airlines deal was found by Cheapflights users on 8/5. 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.
Sat 1/26:07 am -
1 stop7h 35m
Tue 2/22:25 pm -
1 stop7h 32m
Deal found 8/5![United Airlines logo]()
$655
This American Airlines deal was found by Cheapflights users on 8/5. 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 1/26:04 am -
2 stops8h 17m
Tue 2/21:05 pm -
2 stops9h 54m
Deal found 8/5![American Airlines logo]()
$674
This Southwest deal was found by Cheapflights users on 8/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/64:00 pm -
2 stops20h 35m
Sun 12/131:30 pm -
2 stops10h 15m
Deal found 8/8![Southwest logo]()
$611
This Delta deal was found by Cheapflights users on 8/6. 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.
Wed 12/237:00 am -
1 stop5h 40m
Tue 12/291:00 pm -
1 stop10h 46m
Deal found 8/6![Delta logo]()
$675
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:19 am -
1 stop5h 36m
Sat 9/1911:55 am -
2 stops9h 21m
Deal found 8/9![American Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 8/7. 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.
Tue 12/227:00 am -
1 stop5h 40m
Wed 12/303:50 pm -
1 stop8h 45m
Deal found 8/7![Delta logo]()
$675
This Delta deal was found by Cheapflights users on 8/6. 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
Mon 12/282:00 pm -
1 stop10h 35m
Deal found 8/6![Delta logo]()
$701
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated August 10, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated August 10, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/98:44 pm -
2 stops15h 43m
Sun 8/1612:30 pm -
1 stop10h 53m
Deal found 8/8![American Airlines logo]()
$937
This business-class.com deal was found by Cheapflights users on 8/8. 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 business-class.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/127:54 pm -
2 stops22h 06m
Fri 8/144:45 pm -
1 stop20h 58m
Deal found 8/8![Multiple Airlines logo]()
$4,924
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Sat 9/55:15 pm -
2 stops43h 20m
Fri 9/117:00 am -
1 stop11h 03m
Deal found 8/7![Multiple Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/59:14 pm -
2 stops14h 46m
Fri 9/1112:00 pm -
2 stops10h 23m
Deal found 8/9![American Airlines logo]()
$720
This American Airlines deal was found by Cheapflights users on 8/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:19 am -
1 stop5h 36m
Sat 9/1912:36 pm -
1 stop7h 28m
Deal found 8/9![American Airlines logo]()
$689
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 August 10, 2026.
Search for one-way flight options from Cleveland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated August 10, 2026.
This Air Canada deal was found by Cheapflights users on 8/8. 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.
Tue 12/16:55 pm -
1 stop17h 15m
Deal found 8/8![Air Canada logo]()
$154
This Mytrip deal was found by Cheapflights users on 8/7. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/156:55 pm -
1 stop17h 15m
Deal found 8/7![Air Canada logo]()
$178
This Southwest deal was found by Cheapflights users on 8/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/154:45 pm -
2 stops19h 50m
Deal found 8/7![Southwest logo]()
$223
This American Airlines deal was found by Cheapflights users on 8/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/18:32 am -
2 stops11h 26m
Deal found 8/8![American Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 8/7. 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.
Tue 12/154:50 pm -
3 stops23h 15m
Deal found 8/7![Multiple Airlines logo]()
$437
This Kiwi.com deal was found by Cheapflights users on 8/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/14:50 pm -
3 stops23h 15m
Deal found 8/8![Multiple Airlines logo]()
$460
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 August 10, 2026.
Round-trip from | $407 (Travelocity) |
|---|---|
One-way from | $154 (Air Canada) |
Popular in | May |
Cheapest in | February |
Average price | $669 |
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 10, 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 10/3
2:45 pm-11:30 am
2 stops45h 45m
George Town Owen Roberts Intl
Sat 10/10
12:25 pm-2:07 pm
1 stop24h 42m
$507
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sun 12/13
4:00 pm-12:35 pm
2 stops20h 35m
George Town Owen Roberts Intl
Sat 12/19
4:10 pm-11:55 pm
1 stop7h 45m
$578
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sun 12/6
4:00 pm-12:35 pm
2 stops20h 35m
George Town Owen Roberts Intl
Sun 12/13
1:30 pm-11:45 pm
2 stops10h 15m
$611
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/16
6:00 am-12:25 pm
1 stop6h 25m
George Town Owen Roberts Intl
Wed 12/23
2:00 pm-12:35 am
1 stop10h 35m
$629
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/2
6:07 am-1:42 pm
1 stop7h 35m
George Town Owen Roberts Intl
Tue 2/2
2:25 pm-9:57 pm
1 stop7h 32m
$655
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/2
6:04 am-2:21 pm
2 stops8h 17m
George Town Owen Roberts Intl
Tue 2/2
1:05 pm-10:59 pm
2 stops9h 54m
$674
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/23
7:00 am-12:40 pm
1 stop5h 40m
George Town Owen Roberts Intl
Tue 12/29
1:00 pm-11:46 pm
1 stop10h 46m
$675
Quickest round-trip
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Tue 12/22
7:00 am-12:40 pm
1 stop5h 40m
George Town Owen Roberts Intl
Wed 12/30
3:50 pm-12:35 am
1 stop8h 45m
$675
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 9/12
6:19 am-10:55 am
1 stop5h 36m
George Town Owen Roberts Intl
Sat 9/19
11:55 am-10:16 pm
2 stops9h 21m
$694
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
Mon 12/28
2:00 pm-12:35 am
1 stop10h 35m
$701
Showing 1-10 of 16 resultsSorted 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, February is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $577). Flying from Cleveland to Cayman Islands in May is currently the most expensive (average of $856). 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 10, 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.
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Boarding
8.1
Comfort
7.8
Entertainment
7.8
Food
7.2
Overall
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
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 August 10, 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 2,558,603 searches. Data last updated August 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$510 | Average$681 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$640 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$555 | Average$665 | FlexibilityNo cancel fee | On-time71% |