$422+ 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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Dec 5 — Dec 121
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 November 5, 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 November 5, 2026.
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:55 pm -
1 stop17h 15m
Sun 12/61:10 pm -
1 stop29h 09m
Deal found 11/1![Air Canada logo]()
$422
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Mon 12/76:55 pm -
1 stop17h 15m
Thu 12/101:10 pm -
1 stop29h 09m
Deal found 10/31![Air Canada logo]()
$423
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/106:01 am -
2 stops15h 14m
Fri 12/111:10 pm -
1 stop29h 09m
Deal found 11/2![Multiple Airlines logo]()
$589
This Booking.com deal was found by Cheapflights users on 11/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:55 pm -
1 stop17h 15m
Sun 12/271:10 pm -
1 stop29h 09m
Deal found 11/5![Air Canada logo]()
$618
This Justfly.com deal was found by Cheapflights users on 11/3. 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.
Thu 12/246:55 pm -
1 stop17h 15m
Tue 12/291:10 pm -
1 stop29h 09m
Deal found 11/3![Air Canada logo]()
$619
This Gotogate deal was found by Cheapflights users on 11/2. 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.
Thu 12/176:55 pm -
1 stop17h 15m
Thu 12/241:10 pm -
1 stop29h 09m
Deal found 11/2![Air Canada logo]()
$630
This Southwest deal was found by Cheapflights users on 11/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:45 pm -
2 stops20h 15m
Fri 12/111:30 pm -
2 stops10h 20m
Deal found 11/4![Southwest logo]()
$637
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/176:55 pm -
1 stop17h 15m
Thu 12/247:00 am -
3 stops32h 51m
Deal found 11/2![Multiple Airlines logo]()
$642
This Mytrip deal was found by Cheapflights users on 11/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:05 am -
2 stops15h 10m
Fri 12/111:10 pm -
1 stop29h 09m
Deal found 11/4![Multiple Airlines logo]()
$643
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 November 5, 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 November 5, 2026.
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Mon 12/76:55 pm -
1 stop17h 15m
Thu 12/101:10 pm -
1 stop29h 09m
Deal found 10/31![Air Canada logo]()
$423
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/106:01 am -
2 stops15h 14m
Fri 12/1111:25 am -
2 stops13h 31m
Deal found 11/2![Multiple Airlines logo]()
$650
This United Airlines deal was found by Cheapflights users on 11/3. 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.
Wed 12/235:00 am -
1 stop8h 45m
Mon 12/282:55 pm -
1 stop9h 04m
Deal found 11/3![United Airlines logo]()
$690
This Delta deal was found by Cheapflights users on 11/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/226:00 am -
1 stop8h 36m
Wed 12/302:27 pm -
1 stop10h 25m
Deal found 11/1![Delta logo]()
$690
This American Airlines deal was found by Cheapflights users on 11/2. 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 1/206:29 am -
2 stops8h 46m
Wed 1/2712:48 pm -
1 stop11h 11m
Deal found 11/2![American Airlines logo]()
$699
This Southwest deal was found by Cheapflights users on 11/3. 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 12/234:45 pm -
2 stops19h 50m
Mon 12/281:30 pm -
1 stop7h 05m
Deal found 11/3![Southwest logo]()
$712
This United Airlines deal was found by Cheapflights users on 11/4. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:00 am -
1 stop10h 30m
Fri 12/115:45 pm -
1 stop17h 33m
Deal found 11/4![United Airlines logo]()
$710
This Southwest deal was found by Cheapflights users on 11/5. 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.
Sun 12/205:40 pm -
2 stops18h 55m
Sun 12/271:30 pm -
1 stop7h 05m
Deal found 11/5![Southwest logo]()
$722
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated November 5, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated November 5, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 11/1. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/26:55 pm -
1 stop17h 15m
Sun 12/61:10 pm -
1 stop29h 09m
Deal found 11/1![Air Canada logo]()
$422
This Southwest deal was found by Cheapflights users on 11/4. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/44:45 pm -
2 stops20h 15m
Fri 12/111:30 pm -
2 stops10h 20m
Deal found 11/4![Southwest logo]()
$637
This Mytrip deal was found by Cheapflights users on 11/4. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:05 am -
2 stops15h 10m
Fri 12/111:10 pm -
1 stop29h 09m
Deal found 11/4![Multiple Airlines logo]()
$643
This Air Canada deal was found by Cheapflights users on 10/31. 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.
Mon 12/76:55 pm -
1 stop17h 15m
Thu 12/101:10 pm -
1 stop29h 09m
Deal found 10/31![Air Canada logo]()
$423
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/106:01 am -
2 stops15h 14m
Fri 12/111:10 pm -
1 stop29h 09m
Deal found 11/2![Multiple Airlines logo]()
$589
This Gotogate deal was found by Cheapflights users on 11/2. 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.
Thu 12/176:55 pm -
1 stop17h 15m
Thu 12/241:10 pm -
1 stop29h 09m
Deal found 11/2![Air Canada logo]()
$630
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Thu 12/176:55 pm -
1 stop17h 15m
Thu 12/247:00 am -
3 stops32h 51m
Deal found 11/2![Multiple Airlines logo]()
$642
This Booking.com deal was found by Cheapflights users on 11/5. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:55 pm -
1 stop17h 15m
Sun 12/271:10 pm -
1 stop29h 09m
Deal found 11/5![Air Canada logo]()
$618
This Justfly.com deal was found by Cheapflights users on 11/3. 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.
Thu 12/246:55 pm -
1 stop17h 15m
Tue 12/291:10 pm -
1 stop29h 09m
Deal found 11/3![Air Canada logo]()
$619
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 November 5, 2026.
Round-trip from | $422 (Justfly.com) |
|---|---|
Popular in | June |
Cheapest in | May |
Average price | $640 |
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 7,457,451 searches. Data last updated November 5, 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
Mon 12/7
6:55 pm-12:10 pm
1 stop17h 15m
George Town Owen Roberts Intl
Thu 12/10
1:10 pm-6:19 pm
1 stop29h 09m
$423
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 12/10
6:01 am-9:15 pm
2 stops15h 14m
George Town Owen Roberts Intl
Fri 12/11
11:25 am-12:56 am
2 stops13h 31m
$650
Quickest round-trip
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/23
5:00 am-1:45 pm
1 stop8h 45m
George Town Owen Roberts Intl
Mon 12/28
2:55 pm-11:59 pm
1 stop9h 04m
$690
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Tue 12/22
6:00 am-2:36 pm
1 stop8h 36m
George Town Owen Roberts Intl
Wed 12/30
2:27 pm-12:52 am
1 stop10h 25m
$690
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 1/20
6:29 am-3:15 pm
2 stops8h 46m
George Town Owen Roberts Intl
Wed 1/27
12:48 pm-11:59 pm
1 stop11h 11m
$699
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Fri 12/4
6:00 am-4:30 pm
1 stop10h 30m
George Town Owen Roberts Intl
Fri 12/11
5:45 pm-11:18 am
1 stop17h 33m
$710
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/23
4:45 pm-12:35 pm
2 stops19h 50m
George Town Owen Roberts Intl
Mon 12/28
1:30 pm-8:35 pm
1 stop7h 05m
$712
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sun 12/20
5:40 pm-12:35 pm
2 stops18h 55m
George Town Owen Roberts Intl
Sun 12/27
1:30 pm-8:35 pm
1 stop7h 05m
$722
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
No data available for this route at this time. Please check back soon.
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 November 5, 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.
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Boarding
8.1
Comfort
7.8
Overall
7.8
Entertainment
7.8
Crew
8.5
Food
7.2
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - 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 November 5, 2026.
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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 7,457,451 searches. Data last updated November 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$499 | Average$669 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$510 | Average$681 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$665 | FlexibilityNo cancel fee | On-timeN/A |