$127+ Cheap flights from Cleveland (CLE) to Grand Cayman
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 10/20. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — GCM
Oct 16 — Oct 231
Round-trip
1 adult, Economy
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Best
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One-way
Cheapest flights from Cleveland to Grand CaymanExplore the most affordable flight options available from Cleveland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
Explore the most affordable flight options available from Cleveland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2026.
This Travelocity deal was found by Cheapflights users on 9/13. 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 Travelocity 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 9/13![Air Canada logo]()
$347
This Justfly.com deal was found by Cheapflights users on 9/15. 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 12/63:10 pm -
1 stop7h 34m
Deal found 9/15![Multiple Airlines logo]()
$406
This Justfly.com deal was found by Cheapflights users on 9/13. 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 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 9/13![Air Canada logo]()
$407
This Orbitz deal was found by Cheapflights users on 9/14. 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 11/126:55 pm -
1 stop17h 15m
Tue 11/171:10 pm -
1 stop29h 07m
Deal found 9/14![Air Canada logo]()
$427
This Justfly.com deal was found by Cheapflights users on 9/15. 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.
Fri 11/66:55 pm -
1 stop17h 15m
Sat 11/141:10 pm -
1 stop29h 07m
Deal found 9/15![Air Canada logo]()
$480
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Sat 10/318:30 am -
3 stops28h 40m
Sat 11/71:10 pm -
1 stop29h 07m
Deal found 9/16![Multiple Airlines logo]()
$491
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/15![Air Canada logo]()
$514
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/2912:05 pm -
1 stop10h 10m
Thu 11/57:00 am -
1 stop28h 00m
Deal found 9/14![Multiple Airlines logo]()
$522
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 11/124:00 pm -
2 stops20h 35m
Tue 11/171:30 pm -
2 stops8h 15m
Deal found 9/14![Southwest logo]()
$534
Best flights from Cleveland to Grand CaymanDiscover carefully curated flight deals from Cleveland to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
Discover carefully curated flight deals from Cleveland to Grand Cayman that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 16, 2026.
This FlightHub deal was found by Cheapflights users on 9/11. 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 FlightHub 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 12/63:10 pm -
1 stop7h 34m
Deal found 9/11![Multiple Airlines logo]()
$437
This Air Canada deal was found by Cheapflights users on 9/16. 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 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/16![Air Canada logo]()
$535
This United Airlines deal was found by Cheapflights users on 9/16. 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.
Tue 12/226:00 am -
1 stop10h 35m
Wed 12/305:10 pm -
1 stop6h 49m
Deal found 9/16![United Airlines logo]()
$629
This Southwest deal was found by Cheapflights users on 9/13. 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.
Thu 12/34:45 pm -
2 stops19h 50m
Mon 12/71:30 pm -
2 stops8h 10m
Deal found 9/13![Southwest logo]()
$642
This Delta deal was found by Cheapflights users on 9/12. 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.
Sat 1/98:05 am -
1 stop6h 10m
Thu 1/142:05 pm -
1 stop6h 40m
Deal found 9/12![Delta logo]()
$675
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/2912:05 pm -
1 stop10h 10m
Thu 11/57:00 am -
1 stop28h 00m
Deal found 9/14![Multiple Airlines logo]()
$522
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:00 am -
1 stop10h 00m
Wed 12/305:10 pm -
1 stop6h 49m
Deal found 9/13![United Airlines logo]()
$629
This Delta deal was found by Cheapflights users on 9/15. 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 12/227:15 am -
1 stop5h 25m
Wed 12/302:00 pm -
1 stop10h 54m
Deal found 9/15![Delta logo]()
$675
This United Airlines deal was found by Cheapflights users on 9/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/246:00 am -
1 stop10h 00m
Wed 12/302:55 pm -
1 stop9h 04m
Deal found 9/13![United Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 9/12. 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.
Sat 1/98:05 am -
1 stop6h 10m
Wed 1/132:05 pm -
1 stop6h 40m
Deal found 9/12![Delta logo]()
$675
Last-minute flights from Cleveland to Grand CaymanDiscover last-minute flight deals from Cleveland to Grand Cayman. Data last updated September 16, 2026 and is based on user searches.
Discover last-minute flight deals from Cleveland to Grand Cayman. Data last updated September 16, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 9/16. 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.
Thu 10/17:00 am -
2 stops11h 20m
Thu 10/812:25 pm -
1 stop24h 42m
Deal found 9/16![Multiple Airlines logo]()
$547
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/23:45 pm -
2 stops25h 20m
Fri 10/911:25 am -
1 stop12h 33m
Deal found 9/15![Multiple Airlines logo]()
$621
This Air Canada deal was found by Cheapflights users on 9/15. 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 10/32:45 pm -
2 stops45h 40m
Sat 10/1011:25 am -
1 stop25h 42m
Deal found 9/15![Air Canada logo]()
$514
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/2912:05 pm -
1 stop10h 10m
Thu 11/57:00 am -
1 stop28h 00m
Deal found 9/14![Multiple Airlines logo]()
$522
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Sat 10/318:30 am -
3 stops28h 40m
Sat 11/71:10 pm -
1 stop29h 07m
Deal found 9/16![Multiple Airlines logo]()
$491
One-way flights from Cleveland to Grand CaymanSearch for one-way flight options from Cleveland to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
Search for one-way flight options from Cleveland to Grand Cayman. Find affordable one-way fares based on user searches. Data last updated September 16, 2026.
This Expedia deal was found by Cheapflights users on 9/14. 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.
Tue 10/202:45 pm -
2 stops45h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Air Canada logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/313:46 pm -
2 stops44h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$215
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 10/209:59 pm -
3 stops38h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$296
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/206:00 am -
1 stop6h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$313
Find flight deals from Cleveland to Grand Cayman
Keep the following information in mind while searching for Cleveland to Grand Cayman flight deals. Data was last updated September 16, 2026.
Round-trip from | $347 (Travelocity) |
|---|---|
One-way from | $127 (Expedia) |
Popular in | May |
Cheapest in | March |
Average price | $735 |
Cheapflights Fare Finder
Customize your flight search to find flights from Cleveland to Grand Cayman 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 September 16, 2026.
Use the filters below to find and compare flights from Cleveland to Grand Cayman 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 10/20
2:45 pm-11:25 am
2 stops45h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 10/31
3:40 pm-5:20 pm
1 stop26h 40m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$253
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Tue 10/20
9:59 pm-11:35 am
3 stops38h 36m
George Town Owen Roberts Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$296
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/2
6:55 pm-12:10 pm
1 stop17h 15m
George Town Owen Roberts Intl
Sun 12/6
3:10 pm-10:44 pm
1 stop7h 34m
$437
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 10/29
12:05 pm-9:15 pm
1 stop10h 10m
George Town Owen Roberts Intl
Thu 11/5
7:00 am-11:00 am
1 stop28h 00m
$522
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Sat 10/3
2:45 pm-11:25 am
2 stops45h 40m
George Town Owen Roberts Intl
Sat 10/10
11:25 am-2:07 pm
1 stop25h 42m
$535
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Tue 12/22
6:00 am-4:35 pm
1 stop10h 35m
George Town Owen Roberts Intl
Wed 12/30
5:10 pm-11:59 pm
1 stop6h 49m
$629
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Wed 12/23
6:00 am-4:00 pm
1 stop10h 00m
George Town Owen Roberts Intl
Wed 12/30
5:10 pm-11:59 pm
1 stop6h 49m
$629
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 12/3
4:45 pm-12:35 pm
2 stops19h 50m
George Town Owen Roberts Intl
Mon 12/7
1:30 pm-9:40 pm
2 stops8h 10m
$642
ClevelandGeorge Town
CLE Cleveland Hopkins Intl - GCM George Town Owen Roberts Intl
CLEGCM
Cleveland Hopkins Intl
Thu 12/24
6:00 am-4:00 pm
1 stop10h 00m
George Town Owen Roberts Intl
Wed 12/30
2:55 pm-11:59 pm
1 stop9h 04m
$655
Showing 1-10 of 13 resultsSorted by cheapest first
Best time to book a flight from Cleveland to Grand Cayman
Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman
CLE-zzLAW
CLE-GCM
What is the cheapest month to book a flight from Cleveland to Grand Cayman?
Currently, March is the cheapest month in which you can book a flight from Cleveland to Grand Cayman (average of $567). Flying from Cleveland to Grand Cayman in May is currently the most expensive (average of $856). 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 Grand Cayman
Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated September 16, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from Cleveland to Grand Cayman. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
Reviews
1 / 20
4.0
OkayJennifer,Sep 2026
ORD - LGA
Boarding
8.1
Crew
8.5
Food
7.2
Overall
7.8
Comfort
7.8
Entertainment
7.8
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 Grand Cayman. 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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Cleveland and Grand Cayman flights
Browse other Cleveland and Grand Cayman flight options. Last updated on September 16, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Cleveland to Grand Cayman
Discover the top 3 airlines that operate flights from Cleveland to Grand Cayman. 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 September 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$499 | Average$665 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$510 | Average$681 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$510 | Average$665 | FlexibilityNo cancel fee | On-timeN/A |