$433+ 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 6/18. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Jun 8 — Jun 151
Round-trip
1 adult, Economy
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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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Best
Last-minute
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 May 9, 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 May 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/185:51 pm
CLE
- GCM
2 stops28h 24m
Multiple Airlines
Thu 6/257:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$433
This Travelocity deal was found by Cheapflights users on 5/6. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/1410:00 am
CLE
- GCM
1 stop26h 30m
Air Canada
Thu 10/2212:25 pm
GCM
- CLE
1 stop24h 42m
Air Canada
Deal found 5/6![Air Canada logo]()
$463
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Sun 6/284:45 pm
GCM
- CLE
2 stops24h 44m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/143:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
Thu 6/257:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$476
This Air Canada deal was found by Cheapflights users on 5/4. 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 8/237:00 pm
CLE
- GCM
1 stop17h 25m
Air Canada
Thu 8/2712:25 pm
GCM
- CLE
1 stop24h 40m
Air Canada
Deal found 5/4![Air Canada logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Mon 6/297:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$486
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 May 9, 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 May 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/143:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
Thu 6/257:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$476
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/148:47 pm
CLE
- GCM
2 stops15h 43m
American Airlines
Thu 6/255:12 pm
GCM
- CLE
2 stops17h 04m
American Airlines
Deal found 5/4![American Airlines logo]()
$636
This United Airlines deal was found by Cheapflights users on 5/5. 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 6/206:00 am
CLE
- GCM
1 stop10h 10m
United Airlines
Sat 6/274:45 pm
GCM
- CLE
1 stop17h 29m
United Airlines
Deal found 5/5![United Airlines logo]()
$681
This Southwest deal was found by Cheapflights users on 5/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/193:40 pm
CLE
- GCM
2 stops21h 30m
Southwest
Fri 5/221:05 pm
GCM
- CLE
2 stops9h 15m
Southwest
Deal found 5/5![Southwest logo]()
$692
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Mon 6/297:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Wed 6/103:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
Sun 6/147:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/227:07 am
CLE
- GCM
2 stops10h 04m
American Airlines
Mon 6/295:12 pm
GCM
- CLE
2 stops14h 30m
American Airlines
Deal found 5/7![American Airlines logo]()
$661
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/267:59 pm
CLE
- GCM
2 stops16h 26m
American Airlines
Sun 8/212:02 pm
GCM
- CLE
2 stops19h 14m
American Airlines
Deal found 5/7![American Airlines logo]()
$666
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/226:30 am
CLE
- GCM
1 stop11h 50m
Multiple Airlines
Fri 6/267:00 am
GCM
- CLE
2 stops34h 29m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$606
This American Airlines deal was found by Cheapflights users on 5/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/105:35 am
CLE
- GCM
2 stops11h 36m
American Airlines
Sun 6/145:12 pm
GCM
- CLE
2 stops17h 04m
American Airlines
Deal found 5/7![American Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/207:39 pm
CLE
- GCM
2 stops16h 22m
American Airlines
Sat 6/274:07 pm
GCM
- CLE
2 stops18h 09m
American Airlines
Deal found 5/5![American Airlines logo]()
$709
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated May 9, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated May 9, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Wed 6/103:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
Sun 6/147:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$529
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/143:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
Thu 6/257:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$476
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 6/185:51 pm
CLE
- GCM
2 stops28h 24m
Multiple Airlines
Thu 6/257:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/214:36 pm
CLE
- GCM
1 stop19h 59m
Multiple Airlines
Sun 6/284:45 pm
GCM
- CLE
2 stops24h 44m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$578
This Justfly.com deal was found by Cheapflights users on 5/5. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/2110:10 am
CLE
- GCM
1 stop26h 15m
Multiple Airlines
Sat 6/272:10 pm
GCM
- CLE
1 stop8h 49m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$591
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Sun 6/284:45 pm
GCM
- CLE
2 stops24h 44m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 5/7. 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.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Mon 6/297:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/224:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Fri 6/267:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$562
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 May 9, 2026.
Round-trip from | $433 (Kiwi.com) |
|---|---|
Popular in | December |
Cheapest in | October |
Average price | $745 |
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 May 9, 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 - GCM
CLEGCM
Cleveland Hopkins Intl
Sun 6/14
3:46 pm-11:35 am
2 stops20h 49m
George Town Owen Roberts Intl
Thu 6/25
7:00 am-11:43 pm
1 stop15h 43m
$476
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 6/22
4:36 pm-4:05 pm
1 stop24h 29m
George Town Owen Roberts Intl
Mon 6/29
7:00 am-11:43 pm
1 stop15h 43m
$486
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Wed 6/10
3:46 pm-11:35 am
2 stops20h 49m
George Town Owen Roberts Intl
Sun 6/14
7:00 am-11:43 pm
1 stop15h 43m
$529
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 6/22
6:30 am-5:20 pm
1 stop11h 50m
George Town Owen Roberts Intl
Fri 6/26
7:00 am-6:29 pm
2 stops34h 29m
$606
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Sun 6/14
8:47 pm-11:30 am
2 stops15h 43m
George Town Owen Roberts Intl
Thu 6/25
5:12 pm-11:16 am
2 stops17h 04m
$636
Quickest round-trip
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 6/22
7:07 am-4:11 pm
2 stops10h 04m
George Town Owen Roberts Intl
Mon 6/29
5:12 pm-8:42 am
2 stops14h 30m
$661
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Sun 7/26
7:59 pm-11:25 am
2 stops16h 26m
George Town Owen Roberts Intl
Sun 8/2
12:02 pm-8:16 am
2 stops19h 14m
$666
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Wed 6/10
5:35 am-4:11 pm
2 stops11h 36m
George Town Owen Roberts Intl
Sun 6/14
5:12 pm-11:16 am
2 stops17h 04m
$671
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Sat 6/20
6:00 am-3:10 pm
1 stop10h 10m
George Town Owen Roberts Intl
Sat 6/27
4:45 pm-11:14 am
1 stop17h 29m
$681
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Tue 5/19
3:40 pm-12:10 pm
2 stops21h 30m
George Town Owen Roberts Intl
Fri 5/22
1:05 pm-11:20 pm
2 stops9h 15m
$692
Showing 1-10 of 11 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, November is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $145). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $663). 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 May 9, 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
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Crew
8.5
Entertainment
7.8
Food
7.2
Comfort
7.9
Overall
7.9
Boarding
8.1
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 May 9, 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 May 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$476 | Average$665 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$510 | Average$658 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$665 | FlexibilityNo cancel fee | On-timeN/A |