$186+ 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
May 14 — May 211
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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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 April 14, 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 April 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/117:24 pm
CLE
- GCM
2 stops21h 41m
Multiple Airlines
Mon 5/184:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 7/76:40 am
CLE
- GCM
2 stops10h 25m
Multiple Airlines
Sun 7/124:45 pm
GCM
- CLE
1 stop29h 27m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$442
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Mon 5/255:18 pm
CLE
- GCM
1 stop23h 47m
Multiple Airlines
Mon 6/14:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/285:18 pm
CLE
- GCM
1 stop19h 17m
Multiple Airlines
Thu 6/47:00 am
GCM
- CLE
2 stops11h 34m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$465
This KAYAK deal was found by Cheapflights users on 4/11. 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.
Sat 5/26:00 am
CLE
- GCM
1 stop7h 54m
JetBlue
Sat 5/92:20 pm
GCM
- CLE
1 stop7h 57m
JetBlue
Deal found 4/11![JetBlue logo]()
$485
This Expedia deal was found by Cheapflights users on 4/11. 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.
Fri 5/17:00 pm
CLE
- GCM
1 stop16h 00m
Multiple Airlines
Sat 5/92:20 pm
GCM
- CLE
1 stop7h 57m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$500
This Trip.com deal was found by Cheapflights users on 4/12. 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.
Sun 4/265:30 am
CLE
- GCM
1 stop12h 50m
Multiple Airlines
Sun 5/312:40 pm
GCM
- CLE
1 stop11h 16m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$502
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 April 14, 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 April 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 7/76:40 am
CLE
- GCM
2 stops10h 25m
Multiple Airlines
Sun 7/124:45 pm
GCM
- CLE
1 stop29h 27m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$442
This KAYAK deal was found by Cheapflights users on 4/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/26:00 am
CLE
- GCM
1 stop7h 54m
JetBlue
Sat 5/92:20 pm
GCM
- CLE
1 stop7h 57m
JetBlue
Deal found 4/10![JetBlue logo]()
$530
This Southwest deal was found by Cheapflights users on 4/13. 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.
Mon 5/116:40 pm
CLE
- GCM
2 stops18h 30m
Southwest
Mon 5/181:05 pm
GCM
- CLE
2 stops19h 50m
Southwest
Deal found 4/13![Southwest logo]()
$566
This Delta deal was found by Cheapflights users on 4/12. 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 6/107:05 am
CLE
- GCM
1 stop5h 29m
Delta
Sun 6/1412:59 pm
GCM
- CLE
1 stop9h 41m
Delta
Deal found 4/12![Delta logo]()
$656
This American Airlines deal was found by Cheapflights users on 4/12. 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 6/1412:01 pm
GCM
- CLE
1 stop10h 58m
American Airlines
Deal found 4/12![American Airlines logo]()
$671
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Mon 5/255:18 pm
CLE
- GCM
1 stop23h 47m
Multiple Airlines
Mon 6/14:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 4/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/256:40 pm
CLE
- GCM
2 stops18h 30m
Southwest
Mon 6/11:05 pm
GCM
- CLE
2 stops9h 15m
Southwest
Deal found 4/10![Southwest logo]()
$599
This Southwest deal was found by Cheapflights users on 4/11. 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.
Fri 5/13:55 pm
CLE
- GCM
2 stops24h 05m
Southwest
Sat 5/91:05 pm
GCM
- CLE
2 stops9h 15m
Southwest
Deal found 4/11![Southwest logo]()
$604
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated April 14, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated April 14, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 4/12. 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.
Sun 4/265:30 am
CLE
- GCM
1 stop12h 50m
Multiple Airlines
Sun 5/312:40 pm
GCM
- CLE
1 stop11h 16m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$502
This Expedia deal was found by Cheapflights users on 4/11. 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.
Fri 5/17:00 pm
CLE
- GCM
1 stop16h 00m
Multiple Airlines
Sat 5/92:20 pm
GCM
- CLE
1 stop7h 57m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$500
This KAYAK deal was found by Cheapflights users on 4/11. 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.
Sat 5/26:00 am
CLE
- GCM
1 stop7h 54m
JetBlue
Sat 5/92:20 pm
GCM
- CLE
1 stop7h 57m
JetBlue
Deal found 4/11![JetBlue logo]()
$485
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/117:24 pm
CLE
- GCM
2 stops21h 41m
Multiple Airlines
Mon 5/184:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 4/10. 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 5/225:18 pm
CLE
- GCM
2 stops22h 32m
Multiple Airlines
Tue 5/2611:30 am
GCM
- CLE
1 stop10h 29m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$509
This Kiwi.com deal was found by Cheapflights users on 4/10. 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.
Mon 5/255:18 pm
CLE
- GCM
1 stop23h 47m
Multiple Airlines
Mon 6/14:45 pm
GCM
- CLE
1 stop6h 50m
Multiple Airlines
Deal found 4/10![Multiple Airlines logo]()
$443
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 5/285:18 pm
CLE
- GCM
1 stop19h 17m
Multiple Airlines
Thu 6/47:00 am
GCM
- CLE
2 stops11h 34m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$465
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 April 14, 2026.
Search for one-way flight options from Cleveland to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated April 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/12. 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 6/274:36 pm
CLE
- GCM
1 stop19h 59m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 4/11. 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 6/154:36 pm
CLE
- GCM
1 stop24h 29m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$240
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 April 14, 2026.
Round-trip from | $441 (Kiwi.com) |
|---|---|
One-way from | $186 (Kiwi.com) |
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 April 14, 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
Tue 7/7
6:40 am-4:05 pm
2 stops10h 25m
George Town Owen Roberts Intl
Sun 7/12
4:45 pm-11:12 pm
1 stop29h 27m
$442
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 5/25
5:18 pm-4:05 pm
1 stop23h 47m
George Town Owen Roberts Intl
Mon 6/1
4:45 pm-12:35 am
1 stop6h 50m
$443
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Sat 5/2
6:00 am-12:54 pm
1 stop7h 54m
George Town Owen Roberts Intl
Sat 5/9
2:20 pm-11:17 pm
1 stop7h 57m
$530
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 5/11
6:40 pm-12:10 pm
2 stops18h 30m
George Town Owen Roberts Intl
Mon 5/18
1:05 pm-9:55 am
2 stops19h 50m
$566
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 5/25
6:40 pm-12:10 pm
2 stops18h 30m
George Town Owen Roberts Intl
Mon 6/1
1:05 pm-11:20 pm
2 stops9h 15m
$599
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Fri 5/1
3:55 pm-3:00 pm
2 stops24h 05m
George Town Owen Roberts Intl
Sat 5/9
1:05 pm-11:20 pm
2 stops9h 15m
$604
Quickest round-trip
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Wed 6/10
7:05 am-11:34 am
1 stop5h 29m
George Town Owen Roberts Intl
Sun 6/14
12:59 pm-11:40 pm
1 stop9h 41m
$656
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
12:01 pm-11:59 pm
1 stop10h 58m
$671
Cheapest one-way
Quickest one-way
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Sat 6/27
4:36 pm-11:35 am
1 stop19h 59m
$186
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 6/15
4:36 pm-4:05 pm
1 stop24h 29m
$240
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, October is the cheapest month in which you can book a flight from Cleveland to Cayman Islands (average of $385). Flying from Cleveland to Cayman Islands in September is currently the most expensive (average of $664). 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 April 14, 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.
Food
7.2
Entertainment
7.8
Comfort
7.9
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Overall
7.9
Boarding
8.1
Crew
8.5
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Food
7.2
Entertainment
7.8
Comfort
7.9
Overall
7.9
Boarding
8.1
Crew
8.5
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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Alternative routes for Cleveland to Cayman Islands
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.
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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 April 14, 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 April 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$476 | Average$663 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$480 | Average$640 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$540 | Average$623 | FlexibilityNo cancel fee | On-time69% |