$389+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
mai 25 — jun 11
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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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 abril 25, 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 abril 25, 2026.
This Orbitz deal was found by Cheapflights users on 4/21. 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.
qui 8/272:45 pm
CLE
- GCM
2 stops44h 00m
Air Canada
seg 8/3112:25 pm
GCM
- CLE
1 stop7h 10m
Air Canada
Deal found 4/21![Air Canada logo]()
$389
This Air Canada deal was found by Cheapflights users on 4/22. 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.
sex 6/510:00 am
CLE
- GCM
1 stop25h 00m
Air Canada
seg 6/812:25 pm
GCM
- CLE
1 stop24h 36m
Air Canada
Deal found 4/22![Air Canada logo]()
$415
This Travelocity deal was found by Cheapflights users on 4/20. 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.
sáb 7/182:45 pm
CLE
- GCM
2 stops45h 40m
Air Canada
sáb 7/2510:55 am
GCM
- CLE
1 stop26h 10m
Air Canada
Deal found 4/20![Air Canada logo]()
$448
This KAYAK deal was found by Cheapflights users on 4/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 5/26:00 am
CLE
- GCM
1 stop7h 54m
JetBlue
sáb 5/92:20 pm
GCM
- CLE
1 stop7h 57m
JetBlue
Deal found 4/23![JetBlue logo]()
$472
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
dom 5/245:18 pm
CLE
- GCM
1 stop19h 17m
Multiple Airlines
dom 5/314:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$479
This Travelocity deal was found by Cheapflights users on 4/22. 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.
sáb 5/306:23 am
CLE
- GCM
1 stop7h 41m
Multiple Airlines
seg 6/112:25 pm
GCM
- CLE
1 stop24h 36m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$486
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
ter 5/268:49 pm
CLE
- GCM
2 stops20h 16m
Multiple Airlines
sáb 5/3011:25 am
GCM
- CLE
1 stop9h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$497
This Expedia deal was found by Cheapflights users on 4/22. 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.
sex 5/17:00 pm
CLE
- GCM
1 stop16h 00m
Multiple Airlines
sáb 5/92:20 pm
GCM
- CLE
1 stop7h 57m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$500
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 abril 25, 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 abril 25, 2026.
This Air Canada deal was found by Cheapflights users on 4/25. 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.
sex 6/510:10 am
CLE
- GCM
1 stop24h 50m
Air Canada
seg 6/812:25 pm
GCM
- CLE
1 stop24h 36m
Air Canada
Deal found 4/25![Air Canada logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
sáb 5/303:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
seg 6/14:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$513
This Orbitz deal was found by Cheapflights users on 4/24. 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.
sáb 5/166:55 am
CLE
- GCM
1 stop7h 09m
JetBlue
ter 5/192:05 pm
GCM
- CLE
2 stops32h 30m
JetBlue
Deal found 4/24![JetBlue logo]()
$515
This Southwest deal was found by Cheapflights users on 4/22. 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.
seg 5/256:40 pm
CLE
- GCM
2 stops18h 30m
Southwest
sex 5/291:05 pm
GCM
- CLE
2 stops19h 45m
Southwest
Deal found 4/22![Southwest logo]()
$571
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
seg 6/17:24 pm
CLE
- GCM
2 stops21h 41m
Multiple Airlines
sáb 6/611:25 am
GCM
- CLE
1 stop12h 13m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$524
This Expedia deal was found by Cheapflights users on 4/23. 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.
qua 6/1010:00 am
CLE
- GCM
1 stop26h 25m
Air Canada
sáb 6/1310:55 am
GCM
- CLE
1 stop26h 06m
Air Canada
Deal found 4/23![Air Canada logo]()
$575
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
sex 6/55:18 pm
CLE
- GCM
2 stops22h 32m
Multiple Airlines
sex 6/127:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$537
This Southwest deal was found by Cheapflights users on 4/24. 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.
sáb 5/165:40 am
CLE
- GCM
2 stops10h 20m
Southwest
ter 5/191:05 pm
GCM
- CLE
2 stops8h 10m
Southwest
Deal found 4/24![Southwest logo]()
$612
This Gotogate deal was found by Cheapflights users on 4/22. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 7/112:45 pm
CLE
- GCM
2 stops45h 40m
Air Canada
sáb 7/1810:55 am
GCM
- CLE
2 stops54h 28m
Air Canada
Deal found 4/22![Air Canada logo]()
$581
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
qua 6/103:46 pm
CLE
- GCM
2 stops20h 49m
Multiple Airlines
dom 6/147:00 am
GCM
- CLE
1 stop15h 43m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$546
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
sáb 7/114:28 pm
CLE
- GCM
1 stop20h 07m
Multiple Airlines
sáb 7/188:50 am
GCM
- CLE
1 stop13h 48m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$558
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated abril 25, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated abril 25, 2026 and is based on user searches.
This Expedia deal was found by Cheapflights users on 4/22. 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.
sex 5/17:00 pm
CLE
- GCM
1 stop16h 00m
Multiple Airlines
sáb 5/92:20 pm
GCM
- CLE
1 stop7h 57m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$500
This KAYAK deal was found by Cheapflights users on 4/23. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 5/26:00 am
CLE
- GCM
1 stop7h 54m
JetBlue
sáb 5/92:20 pm
GCM
- CLE
1 stop7h 57m
JetBlue
Deal found 4/23![JetBlue logo]()
$472
This Orbitz deal was found by Cheapflights users on 4/24. 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.
sáb 5/166:55 am
CLE
- GCM
1 stop7h 09m
JetBlue
ter 5/192:05 pm
GCM
- CLE
2 stops32h 30m
JetBlue
Deal found 4/24![JetBlue logo]()
$515
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
dom 5/245:18 pm
CLE
- GCM
1 stop19h 17m
Multiple Airlines
dom 5/314:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$479
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
seg 5/257:55 am
CLE
- GCM
1 stop10h 25m
Multiple Airlines
sex 5/295:05 pm
GCM
- CLE
1 stop6h 30m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
ter 5/268:49 pm
CLE
- GCM
2 stops20h 16m
Multiple Airlines
sáb 5/3011:25 am
GCM
- CLE
1 stop9h 50m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$497
This Travelocity deal was found by Cheapflights users on 4/22. 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.
sáb 5/306:23 am
CLE
- GCM
1 stop7h 41m
Multiple Airlines
seg 6/112:25 pm
GCM
- CLE
1 stop24h 36m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$486
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 abril 25, 2026.
Round-trip from | $389 (Orbitz) |
|---|---|
Popular in | December |
Cheapest in | October |
Average price | $665 |
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 abril 25, 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
sex 6/5
10:10 am-10:00 am
1 stop24h 50m
George Town Owen Roberts Intl
seg 6/8
12:25 pm-2:01 pm
1 stop24h 36m
$415
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
sáb 5/30
3:46 pm-11:35 am
2 stops20h 49m
George Town Owen Roberts Intl
seg 6/1
4:45 pm-12:35 am
1 stop6h 50m
$513
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
sáb 5/16
6:55 am-1:04 pm
1 stop7h 09m
George Town Owen Roberts Intl
ter 5/19
2:05 pm-11:35 pm
2 stops32h 30m
$515
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
seg 6/1
7:24 pm-4:05 pm
2 stops21h 41m
George Town Owen Roberts Intl
sáb 6/6
11:25 am-12:38 am
1 stop12h 13m
$524
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
sex 6/5
5:18 pm-2:50 pm
2 stops22h 32m
George Town Owen Roberts Intl
sex 6/12
7:00 am-11:43 pm
1 stop15h 43m
$537
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
qua 6/10
3:46 pm-11:35 am
2 stops20h 49m
George Town Owen Roberts Intl
dom 6/14
7:00 am-11:43 pm
1 stop15h 43m
$546
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
sáb 7/11
4:28 pm-11:35 am
1 stop20h 07m
George Town Owen Roberts Intl
sáb 7/18
8:50 am-11:38 pm
1 stop13h 48m
$558
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
seg 5/25
6:40 pm-12:10 pm
2 stops18h 30m
George Town Owen Roberts Intl
sex 5/29
1:05 pm-9:50 am
2 stops19h 45m
$571
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
qua 6/10
10:00 am-11:25 am
1 stop26h 25m
George Town Owen Roberts Intl
sáb 6/13
10:55 am-2:01 pm
1 stop26h 06m
$575
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
sáb 7/11
2:45 pm-11:25 am
2 stops45h 40m
George Town Owen Roberts Intl
sáb 7/18
10:55 am-6:23 pm
2 stops54h 28m
$581
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 abril 25, 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.
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Comfort
7.9
Boarding
8.1
Crew
8.5
Overall
7.9
Entertainment
7.8
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - 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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See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Cayman Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Cleveland to Cayman Islands by cabin class
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 abril 25, 2026.
Popular flight searches
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 abril 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$476 | Average$665 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$510 | Average$623 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$665 | FlexibilityNo cancel fee | On-timeN/A |