$380+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
May 1 — May 81
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
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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 April 1, 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 1, 2026.
This Orbitz deal was found by Cheapflights users on 3/31. 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.
Fri 8/2810:00 am
CLE
- GCM
1 stop24h 45m
Air Canada
Mon 9/712:25 pm
GCM
- CLE
1 stop7h 10m
Air Canada
Deal found 3/31![Air Canada logo]()
$380
This Orbitz deal was found by Cheapflights users on 3/31. 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.
Fri 9/187:00 pm
CLE
- GCM
1 stop17h 30m
Air Canada
Mon 9/2812:25 pm
GCM
- CLE
1 stop24h 42m
Air Canada
Deal found 3/31![Air Canada logo]()
$385
This Air Canada deal was found by Cheapflights users on 3/31. 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 9/2010:00 am
CLE
- GCM
1 stop26h 30m
Air Canada
Thu 9/2412:25 pm
GCM
- CLE
1 stop24h 42m
Air Canada
Deal found 3/31![Air Canada logo]()
$395
This Air Canada deal was found by Cheapflights users on 3/31. 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 9/202:45 pm
CLE
- GCM
2 stops21h 45m
Air Canada
Mon 9/2812:25 pm
GCM
- CLE
1 stop24h 42m
Air Canada
Deal found 3/31![Air Canada logo]()
$398
This Air Canada deal was found by Cheapflights users on 4/1. 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 7/262:45 pm
CLE
- GCM
2 stops21h 40m
Air Canada
Thu 7/3012:25 pm
GCM
- CLE
1 stop24h 40m
Air Canada
Deal found 4/1![Air Canada logo]()
$404
This Air Canada deal was found by Cheapflights users on 3/30. 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.
Mon 4/136:10 pm
CLE
- GCM
1 stop18h 00m
Air Canada
Thu 4/1611:55 am
GCM
- CLE
1 stop28h 35m
Air Canada
Deal found 3/30![Air Canada logo]()
$410
This Air Canada deal was found by Cheapflights users on 3/30. 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.
Mon 4/66:10 pm
CLE
- GCM
1 stop18h 00m
Air Canada
Mon 4/1311:25 am
GCM
- CLE
1 stop29h 05m
Air Canada
Deal found 3/30![Air Canada logo]()
$417
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/16:31 pm
CLE
- GCM
1 stop19h 26m
Multiple Airlines
Sat 4/111:15 pm
GCM
- CLE
1 stop9h 46m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$423
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 1, 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 1, 2026.
This Orbitz deal was found by Cheapflights users on 3/31. 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.
Fri 9/187:00 pm
CLE
- GCM
1 stop17h 30m
Air Canada
Mon 9/2812:25 pm
GCM
- CLE
1 stop24h 42m
Air Canada
Deal found 3/31![Air Canada logo]()
$385
This Expedia deal was found by Cheapflights users on 3/29. 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 3/29![Multiple Airlines logo]()
$450
This KAYAK deal was found by Cheapflights users on 3/30. 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 3/30![JetBlue logo]()
$510
This Southwest deal was found by Cheapflights users on 3/29. 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 5/153:55 pm
CLE
- GCM
2 stops24h 05m
Southwest
Thu 5/211:05 pm
GCM
- CLE
2 stops20h 05m
Southwest
Deal found 3/29![Southwest logo]()
$565
This Delta deal was found by Cheapflights users on 3/31. 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.
Mon 9/216:00 am
CLE
- GCM
1 stop6h 40m
Delta
Mon 9/2812:55 pm
GCM
- CLE
1 stop7h 59m
Delta
Deal found 3/31![Delta logo]()
$650
This Air Canada deal was found by Cheapflights users on 3/28. 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.
Mon 4/136:10 pm
CLE
- GCM
1 stop18h 00m
Air Canada
Thu 4/1611:55 am
GCM
- CLE
1 stop28h 35m
Air Canada
Deal found 3/28![Air Canada logo]()
$410
This Orbitz deal was found by Cheapflights users on 3/29. 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.
Fri 5/1510:00 am
CLE
- GCM
1 stop25h 00m
Air Canada
Thu 5/2112:25 pm
GCM
- CLE
1 stop7h 36m
Air Canada
Deal found 3/29![Air Canada logo]()
$455
This Southwest deal was found by Cheapflights users on 3/29. 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.
Wed 6/106:35 pm
CLE
- GCM
2 stops18h 15m
Southwest
Sun 6/1412:45 pm
GCM
- CLE
2 stops10h 10m
Southwest
Deal found 3/29![Southwest logo]()
$632
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated April 1, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/16:31 pm
CLE
- GCM
1 stop19h 26m
Multiple Airlines
Sat 4/111:15 pm
GCM
- CLE
1 stop9h 46m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/16:31 pm
CLE
- GCM
1 stop19h 26m
Multiple Airlines
Sun 4/121:52 pm
GCM
- CLE
2 stops40h 47m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/16:31 pm
CLE
- GCM
1 stop19h 26m
Multiple Airlines
Thu 4/91:52 pm
GCM
- CLE
2 stops16h 48m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$463
This Air Canada deal was found by Cheapflights users on 3/30. 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 4/46:10 pm
CLE
- GCM
1 stop17h 45m
Air Canada
Mon 4/1311:25 am
GCM
- CLE
1 stop29h 05m
Air Canada
Deal found 3/30![Air Canada logo]()
$442
This Air Canada deal was found by Cheapflights users on 3/30. 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.
Mon 4/66:10 pm
CLE
- GCM
1 stop18h 00m
Air Canada
Mon 4/1311:25 am
GCM
- CLE
1 stop29h 05m
Air Canada
Deal found 3/30![Air Canada logo]()
$417
This Air Canada deal was found by Cheapflights users on 3/30. 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.
Mon 4/136:10 pm
CLE
- GCM
1 stop18h 00m
Air Canada
Thu 4/1611:55 am
GCM
- CLE
1 stop28h 35m
Air Canada
Deal found 3/30![Air Canada logo]()
$410
This Expedia deal was found by Cheapflights users on 3/29. 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 3/29![Multiple Airlines logo]()
$450
This Orbitz deal was found by Cheapflights users on 3/29. 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.
Fri 5/1510:00 am
CLE
- GCM
1 stop25h 00m
Air Canada
Thu 5/2112:25 pm
GCM
- CLE
1 stop7h 36m
Air Canada
Deal found 3/29![Air Canada logo]()
$455
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 1, 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 1, 2026.
This American Airlines deal was found by Cheapflights users on 3/29. 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 4/286:04 am
CLE
- GCM
1 stop8h 06m
American Airlines
Deal found 3/29![American Airlines logo]()
$823
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 4/282:15 pm
CLE
- GCM
3 stops45h 10m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$1,270
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 1, 2026.
Round-trip from | $380 (Orbitz) |
|---|---|
Popular in | December |
Cheapest in | August |
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 1, 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
Fri 9/18
7:00 pm-11:30 am
1 stop17h 30m
George Town Owen Roberts Intl
Mon 9/28
12:25 pm-2:07 pm
1 stop24h 42m
$385
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 4/13
6:10 pm-11:10 am
1 stop18h 00m
George Town Owen Roberts Intl
Thu 4/16
11:55 am-5:30 pm
1 stop28h 35m
$410
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Fri 5/1
7:00 pm-10:00 am
1 stop16h 00m
George Town Owen Roberts Intl
Sat 5/9
2:20 pm-11:17 pm
1 stop7h 57m
$450
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Fri 5/15
10:00 am-10:00 am
1 stop25h 00m
George Town Owen Roberts Intl
Thu 5/21
12:25 pm-9:01 pm
1 stop7h 36m
$455
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
$510
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Fri 5/15
3:55 pm-3:00 pm
2 stops24h 05m
George Town Owen Roberts Intl
Thu 5/21
1:05 pm-10:10 am
2 stops20h 05m
$565
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Wed 6/10
6:35 pm-11:50 am
2 stops18h 15m
George Town Owen Roberts Intl
Sun 6/14
12:45 pm-11:55 pm
2 stops10h 10m
$632
Quickest round-trip
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Mon 9/21
6:00 am-11:40 am
1 stop6h 40m
George Town Owen Roberts Intl
Mon 9/28
12:55 pm-9:54 pm
1 stop7h 59m
$650
Cheapest one-way
Quickest one-way
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Tue 4/28
6:00 am-1:10 pm
2 stops8h 10m
$823
ClevelandGeorge Town
CLE - GCM
CLEGCM
Cleveland Hopkins Intl
Tue 4/28
2:15 pm-10:25 am
3 stops45h 10m
$1,270
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 $628). 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 1, 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.
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
GoodJim,Nov 2025
AVL - ATL
Entertainment
7.8
Crew
8.5
Boarding
8.1
Overall
7.9
Comfort
7.9
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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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 1, 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$461 | Average$650 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$480 | Average$640 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$540 | Average$623 | FlexibilityNo cancel fee | On-time69% |