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Cheap flights from Cleveland to the Cayman Islands from $398

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Cleveland to the Cayman Islands departing on 7/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Cleveland to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
2:45 pm - 10:00 am
CLE
-
GCM
44h 15m
2 stops
Air Canada Logo
12:25 pm - 2:05 pm
GCM
-
CLE
24h 40m
1 stop
$398Air Canada
Thu, Jul 16 - Mon, Jul 20
Air Canada Logo
10:00 am - 10:00 am
CLE
-
GCM
25h 00m
1 stop
Air Canada Logo
12:25 pm - 2:01 pm
GCM
-
CLE
24h 36m
1 stop
$415Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
10:00 am - 10:00 am
CLE
-
GCM
25h 00m
1 stop
Air Canada Logo
12:25 pm - 6:23 pm
GCM
-
CLE
28h 58m
2 stops
$428Air Canada
Fri, Jun 5 - Mon, Jun 8
Air Canada Logo
2:45 pm - 11:25 am
CLE
-
GCM
45h 40m
2 stops
Air Canada Logo
10:55 am - 2:05 pm
GCM
-
CLE
26h 10m
1 stop
$448Air Canada
Sat, Jul 18 - Sat, Jul 25
Air Canada Logo
2:45 pm - 10:00 am
CLE
-
GCM
44h 15m
2 stops
Air Canada Logo
12:25 pm - 6:23 pm
GCM
-
CLE
52h 58m
2 stops
$462Air Canada
Thu, Jul 16 - Mon, Jul 20
Multiple Airlines Logo
3:48 pm - 4:05 pm
CLE
-
GCM
25h 17m
1 stop
Multiple Airlines Logo
11:30 am - 11:43 pm
GCM
-
CLE
11h 13m
1 stop
$480Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Multiple Airlines Logo
7:30 am - 4:05 pm
CLE
-
GCM
9h 35m
2 stops
Multiple Airlines Logo
11:30 am - 11:43 pm
GCM
-
CLE
11h 13m
1 stop
$485Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
JetBlue Logo
6:00 am - 12:54 pm
CLE
-
GCM
7h 54m
1 stop
JetBlue Logo
2:20 pm - 11:17 pm
GCM
-
CLE
7h 57m
1 stop
$495JetBlue
Sat, May 2 - Sat, May 9
Air Canada Logo
10:00 am - 10:00 am
CLE
-
GCM
25h 00m
1 stop
Air Canada Logo
12:25 pm - 6:23 pm
GCM
-
CLE
28h 58m
2 stops
$498Air Canada
Fri, Jun 5 - Mon, Jun 8
Multiple Airlines Logo
5:18 pm - 4:05 pm
CLE
-
GCM
23h 47m
1 stop
Multiple Airlines Logo
11:25 am - 12:38 am
GCM
-
CLE
12h 13m
1 stop
$503Multiple Airlines
Mon, Jun 1 - Sat, Jun 6

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Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Jul 16
CLE2:45 pmCleveland Hopkins Intl
44h 15m
2 stops
GCM10:00 amGeorge Town Owen Roberts Intl
Jul 20
GCM12:25 pmGeorge Town Owen Roberts Intl
24h 40m
1 stop
CLE2:05 pmCleveland Hopkins Intl
$398
Air Canada
Jun 5
CLE10:00 amCleveland Hopkins Intl
25h 00m
1 stop
GCM10:00 amGeorge Town Owen Roberts Intl
Jun 8
GCM12:25 pmGeorge Town Owen Roberts Intl
24h 36m
1 stop
CLE2:01 pmCleveland Hopkins Intl
$415
Air Canada
Jun 5
CLE10:00 amCleveland Hopkins Intl
25h 00m
1 stop
GCM10:00 amGeorge Town Owen Roberts Intl
Jun 8
GCM12:25 pmGeorge Town Owen Roberts Intl
28h 58m
2 stops
CLE6:23 pmCleveland Hopkins Intl
$428

JetBlue flights from Cleveland to Cayman Islands

Our best JetBlue deals on Cleveland to Cayman Islands flight tickets
JetBlue
May 2
CLE6:00 amCleveland Hopkins Intl
7h 54m
1 stop
GCM12:54 pmGeorge Town Owen Roberts Intl
May 9
GCM2:20 pmGeorge Town Owen Roberts Intl
7h 57m
1 stop
CLE11:17 pmCleveland Hopkins Intl
$495
JetBlue
May 2
CLE6:00 amCleveland Hopkins Intl
7h 54m
1 stop
GCM12:54 pmGeorge Town Owen Roberts Intl
May 9
GCM2:20 pmGeorge Town Owen Roberts Intl
7h 57m
1 stop
CLE11:17 pmCleveland Hopkins Intl
$523
JetBlue
May 2
CLE6:00 amCleveland Hopkins Intl
7h 54m
1 stop
GCM12:54 pmGeorge Town Owen Roberts Intl
May 9
GCM1:25 pmGeorge Town Owen Roberts Intl
33h 22m
2 stops
CLE11:47 pmCleveland Hopkins Intl
$607

momondo 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, momondo users made 832,500 searches. Data last updated April 22, 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

Price

Cheapest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 7/16

2:45 pm-10:00 am

2 stops44h 15m

George Town Owen Roberts Intl

Mon 7/20

12:25 pm-2:05 pm

1 stop24h 40m

$398

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 6/5

10:00 am-10:00 am

1 stop25h 00m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-2:01 pm

1 stop24h 36m

$415

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 6/5

10:00 am-10:00 am

1 stop25h 00m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-6:23 pm

2 stops28h 58m

$428

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 7/18

2:45 pm-11:25 am

2 stops45h 40m

George Town Owen Roberts Intl

Sat 7/25

10:55 am-2:05 pm

1 stop26h 10m

$448

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 7/16

2:45 pm-10:00 am

2 stops44h 15m

George Town Owen Roberts Intl

Mon 7/20

12:25 pm-6:23 pm

2 stops52h 58m

$462

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 6/2

3:48 pm-4:05 pm

1 stop25h 17m

George Town Owen Roberts Intl

Tue 6/9

11:30 am-11:43 pm

1 stop11h 13m

$480

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 6/2

7:30 am-4:05 pm

2 stops9h 35m

George Town Owen Roberts Intl

Tue 6/9

11:30 am-11:43 pm

1 stop11h 13m

$485
Quickest round-trip

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

$495

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 6/5

10:00 am-10:00 am

1 stop25h 00m

George Town Owen Roberts Intl

Mon 6/8

12:25 pm-6:23 pm

2 stops28h 58m

$498

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 6/1

5:18 pm-4:05 pm

1 stop23h 47m

George Town Owen Roberts Intl

Sat 6/6

11:25 am-12:38 am

1 stop12h 13m

$503

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Cleveland to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of October, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $536.

Cheap Cleveland to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Cayman Islands

Fastest flight time

5h 40m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 5h 40m
There are no direct flights from Cleveland to Cayman Islands. There are no popular flight routes from Cleveland to Cayman Islands.
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Frequently asked questions about flying from Cleveland to the Cayman Islands

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Cayman Islands?

    Prices for flights from Cleveland Hopkins Intl Airport to Cayman Islands were last updated today.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Cayman Islands?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Cayman Islands?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Cleveland Hopkins Intl Airport to Cayman Islands.

  • What documentation or ID do you need to fly to Cayman Islands?

    The travel and health documents you'll need for your trip to Cayman Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Cayman Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Cleveland to Cayman Islands

Compare and see reviews for airlines that fly from Cleveland to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $476Free CancellationRating
7.1
11,647 reviews
Search American Airlines flights
DeltaPriceFrom $510Free CancellationRating
7.9
8,430 reviews
Search Delta flights
United AirlinesPriceFrom $540Free CancellationRating
7.4
9,625 reviews
Search United Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Cayman Islands?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Cleveland to Cayman Islands for you.

Can I find flights from Cleveland to Cayman Islands with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Cleveland to Cayman Islands flights to just show those with flexible booking policies.

How can momondo help me find flights from Cleveland to Cayman Islands?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Cayman Islands from Cleveland.

I’m not ready to book a flight from Cleveland to Cayman Islands right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Cleveland to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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Find better results for your trip to the Cayman Islands

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