$405+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Nov 7 — Nov 141
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Cleveland to Cayman Islands with Cheapflights
1. Tell us where you want to go
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
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 October 8, 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 October 8, 2026.
This Trip.com deal was found by Cheapflights users on 10/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:55 pm -
1 stop17h 15m
Wed 12/21:10 pm -
1 stop29h 09m
Deal found 10/5![Air Canada logo]()
$405
This Orbitz deal was found by Cheapflights users on 10/4. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/36:55 pm -
1 stop17h 15m
Mon 12/71:10 pm -
1 stop29h 09m
Deal found 10/4![Air Canada logo]()
$419
This Orbitz deal was found by Cheapflights users on 10/4. 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 Orbitz 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 10/4![Air Canada logo]()
$470
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:55 pm -
1 stop17h 15m
Wed 12/211:30 am -
2 stops13h 25m
Deal found 10/5![Multiple Airlines logo]()
$525
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:35 am -
2 stops10h 45m
Thu 11/261:10 pm -
1 stop29h 09m
Deal found 10/5![Multiple Airlines logo]()
$541
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 October 8, 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 October 8, 2026.
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/245:35 am -
3 stops30h 35m
Wed 12/21:10 pm -
3 stops35h 45m
Deal found 10/5![Multiple Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:00 am -
1 stop6h 40m
Wed 1/132:05 pm -
1 stop9h 11m
Deal found 10/4![Delta logo]()
$630
This Southwest deal was found by Cheapflights users on 10/5. 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.
Sat 2/275:30 pm -
2 stops19h 25m
Sat 3/62:25 pm -
1 stop8h 35m
Deal found 10/5![Southwest logo]()
$632
This American Airlines deal was found by Cheapflights users on 10/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:21 am -
2 stops11h 40m
Sun 12/612:55 pm -
2 stops10h 06m
Deal found 10/3![American Airlines logo]()
$644
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/98:05 am -
1 stop6h 10m
Thu 1/142:05 pm -
1 stop9h 11m
Deal found 10/4![Delta logo]()
$630
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:00 am -
1 stop6h 40m
Thu 1/142:05 pm -
1 stop9h 11m
Deal found 10/4![Delta logo]()
$630
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/97:00 am -
1 stop7h 15m
Wed 1/132:05 pm -
1 stop9h 11m
Deal found 10/4![Delta logo]()
$630
This Delta deal was found by Cheapflights users on 10/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop8h 36m
Sat 12/263:54 pm -
1 stop8h 59m
Deal found 10/7![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 10/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:15 am -
1 stop5h 57m
Sun 12/273:51 pm -
1 stop9h 02m
Deal found 10/7![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 10/7. 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 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 26m
Deal found 10/7![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 10/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/216:00 am -
1 stop8h 36m
Wed 12/303:51 pm -
1 stop9h 02m
Deal found 10/7![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 10/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:00 am -
1 stop6h 40m
Thu 1/142:05 pm -
1 stop9h 11m
Deal found 10/4![Delta logo]()
$676
Last-minute flights from Cleveland to Cayman IslandsDiscover last-minute flight deals from Cleveland to Cayman Islands. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Cayman Islands. Data last updated October 8, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:35 am -
2 stops10h 45m
Thu 11/261:10 pm -
1 stop29h 09m
Deal found 10/5![Multiple Airlines logo]()
$541
This American Airlines deal was found by Cheapflights users on 10/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/195:00 am -
1 stop7h 05m
Sun 11/221:00 pm -
1 stop9h 19m
Deal found 10/6![American Airlines logo]()
$635
This Trip.com deal was found by Cheapflights users on 10/5. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:55 pm -
1 stop17h 15m
Wed 12/21:10 pm -
1 stop29h 09m
Deal found 10/5![Air Canada logo]()
$405
This Mytrip deal was found by Cheapflights users on 10/5. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:55 pm -
1 stop17h 15m
Wed 12/211:30 am -
2 stops13h 25m
Deal found 10/5![Multiple Airlines logo]()
$525
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 October 8, 2026.
Round-trip from | $405 (Trip.com) |
|---|---|
Popular in | May |
Cheapest in | March |
Average price | $729 |
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 October 8, 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
Tue 11/24
5:35 am-12:10 pm
3 stops30h 35m
George Town Owen Roberts Intl
Wed 12/2
1:10 pm-12:55 am
3 stops35h 45m
$625
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 1/6
6:00 am-12:40 pm
1 stop6h 40m
George Town Owen Roberts Intl
Wed 1/13
2:05 pm-11:16 pm
1 stop9h 11m
$630
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/9
8:05 am-2:15 pm
1 stop6h 10m
George Town Owen Roberts Intl
Thu 1/14
2:05 pm-11:16 pm
1 stop9h 11m
$630
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 1/6
6:00 am-12:40 pm
1 stop6h 40m
George Town Owen Roberts Intl
Thu 1/14
2:05 pm-11:16 pm
1 stop9h 11m
$630
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 1/9
7:00 am-2:15 pm
1 stop7h 15m
George Town Owen Roberts Intl
Wed 1/13
2:05 pm-11:16 pm
1 stop9h 11m
$630
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 2/27
5:30 pm-12:55 pm
2 stops19h 25m
George Town Owen Roberts Intl
Sat 3/6
2:25 pm-11:00 pm
1 stop8h 35m
$632
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/2
8:21 am-8:01 pm
2 stops11h 40m
George Town Owen Roberts Intl
Sun 12/6
12:55 pm-11:01 pm
2 stops10h 06m
$644
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Mon 12/21
6:00 am-2:36 pm
1 stop8h 36m
George Town Owen Roberts Intl
Sat 12/26
3:54 pm-12:53 am
1 stop8h 59m
$650
Quickest round-trip
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/23
7:15 am-1:12 pm
1 stop5h 57m
George Town Owen Roberts Intl
Sun 12/27
3:51 pm-12:53 am
1 stop9h 02m
$650
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-12:53 am
1 stop10h 26m
$650
Showing 1-10 of 12 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
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 October 8, 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
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Comfort
7.8
Crew
8.5
Entertainment
7.8
Food
7.2
Overall
7.8
Boarding
8.1
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top regions
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.
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 October 8, 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 7,457,451 searches. Data last updated October 8, 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$673 | FlexibilityNo cancel fee | On-timeN/A |