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Cheap flights from Cleveland to the Cayman Islands from $123

This is the cheapest one-way 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 3/28. 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

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Find the cheapest flights from Cleveland to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:44 pm - 1:55 pm
CLE
-
GCM
20h 11m1 stop
Multiple Airlines Logo
3:15 pm - 12:38 am
GCM
-
CLE
9h 23m1 stop
$339Multiple Airlines
Mon, Feb 23 - Thu, Mar 5
Multiple Airlines Logo
6:45 pm - 12:38 pm
CLE
-
GCM
18h 53m1 stop
Multiple Airlines Logo
1:40 pm - 1:42 am
GCM
-
CLE
11h 02m1 stop
$343Multiple Airlines
Wed, Mar 11 - Sun, Mar 15
Multiple Airlines Logo
4:00 pm - 9:15 pm
CLE
-
GCM
6h 15m1 stop
Multiple Airlines Logo
1:40 pm - 1:42 am
GCM
-
CLE
11h 02m1 stop
$360Multiple Airlines
Thu, Mar 12 - Sun, Mar 15
Multiple Airlines Logo
7:04 pm - 1:43 pm
CLE
-
GCM
18h 39m1 stop
Multiple Airlines Logo
7:00 am - 10:40 pm
GCM
-
CLE
15h 40m1 stop
$362Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Multiple Airlines Logo
8:01 pm - 11:35 am
CLE
-
GCM
16h 34m1 stop
Multiple Airlines Logo
7:00 am - 10:34 pm
GCM
-
CLE
14h 34m1 stop
$364Multiple Airlines
Sun, Mar 15 - Sun, Mar 22
Air Canada Logo
6:10 pm - 12:25 pm
CLE
-
GCM
18h 15m1 stop
Air Canada Logo
1:30 pm - 5:30 pm
GCM
-
CLE
28h 00m1 stop
$369Air Canada
Sun, Jan 18 - Thu, Jan 22
Multiple Airlines Logo
7:04 pm - 1:43 pm
CLE
-
GCM
18h 39m1 stop
Multiple Airlines Logo
4:45 pm - 7:14 pm
GCM
-
CLE
26h 29m2 stops
$370Multiple Airlines
Wed, Feb 18 - Mon, Feb 23
Air Canada Logo
6:10 pm - 11:10 am
CLE
-
GCM
18h 00m1 stop
Air Canada Logo
12:30 pm - 5:30 pm
GCM
-
CLE
28h 00m1 stop
$371Air Canada
Wed, Apr 22 - Mon, Apr 27
Multiple Airlines Logo
8:25 pm - 11:35 am
CLE
-
GCM
16h 10m1 stop
Multiple Airlines Logo
1:40 pm - 1:42 am
GCM
-
CLE
11h 02m1 stop
$378Multiple Airlines
Sun, Mar 22 - Thu, Mar 26
Multiple Airlines Logo
6:45 pm - 12:38 pm
CLE
-
GCM
18h 53m1 stop
Multiple Airlines Logo
1:40 pm - 1:42 am
GCM
-
CLE
11h 02m1 stop
$379Multiple Airlines
Wed, Mar 18 - Sun, Mar 22

American Airlines flights from Cleveland to Cayman Islands

Our best American Airlines deals on Cleveland to Cayman Islands flight tickets
American Airlines
Jan 14
CLE6:00 amCleveland Hopkins Intl
14h 20m
1 stop
GCM8:20 pmGeorge Town Owen Roberts Intl
Jan 19
GCM3:30 pmGeorge Town Owen Roberts Intl
8h 05m
1 stop
CLE11:35 pmCleveland Hopkins Intl
$752
American Airlines
Jan 13
CLE1:10 pmCleveland Hopkins Intl
7h 10m
2 stops
GCM8:20 pmGeorge Town Owen Roberts Intl
Jan 20
GCM12:16 pmGeorge Town Owen Roberts Intl
11h 19m
2 stops
CLE11:35 pmCleveland Hopkins Intl
$767
American Airlines
Jan 16
CLE7:47 pmCleveland Hopkins Intl
15h 39m
2 stops
GCM11:26 amGeorge Town Owen Roberts Intl
Jan 19
GCM12:50 pmGeorge Town Owen Roberts Intl
11h 09m
1 stop
CLE11:59 pmCleveland Hopkins Intl
$782

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Jan 18
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 22
GCM1:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$369
Air Canada
Apr 22
CLE6:10 pmCleveland Hopkins Intl
18h 00m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Apr 27
GCM12:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$371
Air Canada
Mar 21
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Mar 26
GCM12:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$403

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 January 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

Price

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 2/23

5:44 pm-1:55 pm

1 stop20h 11m

George Town Owen Roberts Intl

Thu 3/5

3:15 pm-12:38 am

1 stop9h 23m

$339

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 3/11

6:45 pm-12:38 pm

1 stop18h 53m

George Town Owen Roberts Intl

Sun 3/15

1:40 pm-1:42 am

1 stop11h 02m

$343

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 3/12

4:00 pm-9:15 pm

1 stop6h 15m

George Town Owen Roberts Intl

Sun 3/15

1:40 pm-1:42 am

1 stop11h 02m

$360

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/18

7:04 pm-1:43 pm

1 stop18h 39m

George Town Owen Roberts Intl

Mon 2/23

7:00 am-10:40 pm

1 stop15h 40m

$362

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/15

8:01 pm-11:35 am

1 stop16h 34m

George Town Owen Roberts Intl

Sun 3/22

7:00 am-10:34 pm

1 stop14h 34m

$364

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/18

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Thu 1/22

1:30 pm-5:30 pm

1 stop28h 00m

$369

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/18

7:04 pm-1:43 pm

1 stop18h 39m

George Town Owen Roberts Intl

Mon 2/23

4:45 pm-7:14 pm

2 stops26h 29m

$370

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 4/22

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Mon 4/27

12:30 pm-5:30 pm

1 stop28h 00m

$371

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/22

8:25 pm-11:35 am

1 stop16h 10m

George Town Owen Roberts Intl

Thu 3/26

1:40 pm-1:42 am

1 stop11h 02m

$378

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 3/18

6:45 pm-12:38 pm

1 stop18h 53m

George Town Owen Roberts Intl

Sun 3/22

1:40 pm-1:42 am

1 stop11h 02m

$379

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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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 August, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $510.

How far in advance should I book a flight to Cayman Islands?

You are more likely to see cheaper flights to Cayman Islands from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Cayman Islands for around $630 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cayman Islands from Cleveland for as low as $564 on momondo.

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 24m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 5h 24m
There are no direct flights from Cleveland to Cayman Islands. There are no popular flight routes from Cleveland to Cayman Islands.
Search flight deals

  • 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 $461Free CancellationRating
7.2
11,094 reviews
Search American Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,025 reviews
Search Delta flights
United AirlinesPriceFrom $519Free CancellationRating
7.4
9,139 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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