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Cheap flights from Cleveland to the Cayman Islands from $335

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 1/28. 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
3:59 pm - 1:53 pm
CLE
-
GCM
21h 54m1 stop
Multiple Airlines Logo
11:30 am - 10:42 pm
GCM
-
CLE
11h 12m2 stops
$335Multiple Airlines
Wed, Jan 28 - Wed, Feb 4
Multiple Airlines Logo
7:01 pm - 1:53 pm
CLE
-
GCM
18h 52m1 stop
Multiple Airlines Logo
11:30 am - 7:14 pm
GCM
-
CLE
31h 44m2 stops
$337Multiple Airlines
Wed, Feb 4 - Tue, Feb 10
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
$361Air Canada
Sun, Jan 25 - Thu, Jan 29
Multiple Airlines Logo
9:26 pm - 11:35 am
CLE
-
GCM
14h 09m1 stop
Multiple Airlines Logo
2:49 pm - 5:20 pm
GCM
-
CLE
26h 31m1 stop
$379Multiple Airlines
Sun, Feb 15 - Sun, Feb 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
$381Air Canada
Wed, Feb 4 - Tue, Feb 10
Multiple Airlines Logo
9:26 pm - 11:35 am
CLE
-
GCM
14h 09m1 stop
Multiple Airlines Logo
4:45 pm - 7:34 am
GCM
-
CLE
38h 49m2 stops
$390Multiple Airlines
Sun, Feb 15 - Sun, Feb 22
Air Canada Logo
6:10 pm - 10:25 am
CLE
-
GCM
17h 15m1 stop
Air Canada Logo
12:30 pm - 5:30 pm
GCM
-
CLE
28h 00m1 stop
$403Air Canada
Sun, Mar 22 - Sun, Mar 29
Multiple Airlines Logo
6:10 pm - 12:25 pm
CLE
-
GCM
18h 15m1 stop
Multiple Airlines Logo
3:30 pm - 8:40 pm
GCM
-
CLE
29h 10m2 stops
$409Multiple Airlines
Thu, Feb 5 - Tue, Feb 10
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
$413Air Canada
Sun, Jan 25 - Thu, Jan 29
Multiple Airlines Logo
2:40 pm - 1:43 pm
CLE
-
GCM
23h 03m2 stops
Multiple Airlines Logo
2:49 pm - 5:20 pm
GCM
-
CLE
26h 31m1 stop
$423Multiple Airlines
Sat, Feb 14 - Sun, Feb 22

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Jan 25
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Jan 29
GCM1:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$361
Find similar
Air Canada
Feb 4
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Feb 10
GCM1:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$381
Find similar
Air Canada
Mar 22
CLE6:10 pmCleveland Hopkins Intl
17h 15m
1 stop
GCM10:25 amGeorge Town Owen Roberts Intl
Mar 29
GCM12:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$403
Find similar

JetBlue flights from Cleveland to Cayman Islands

Our best JetBlue deals on Cleveland to Cayman Islands flight tickets
JetBlue
Feb 5
CLE9:30 amCleveland Hopkins Intl
29h 05m
2 stops
GCM2:35 pmGeorge Town Owen Roberts Intl
Feb 10
GCM3:30 pmGeorge Town Owen Roberts Intl
29h 10m
2 stops
CLE8:40 pmCleveland Hopkins Intl
$431
Find similar
JetBlue
Dec 26
CLE12:44 pmCleveland Hopkins Intl
25h 11m
2 stops
GCM1:55 pmGeorge Town Owen Roberts Intl
Jan 3
GCM2:55 pmGeorge Town Owen Roberts Intl
32h 45m
2 stops
CLE11:40 pmCleveland Hopkins Intl
$1,317
Find similar
JetBlue
Dec 27
CLE6:00 amCleveland Hopkins Intl
11h 07m
1 stop
GCM5:07 pmGeorge Town Owen Roberts Intl
Jan 3
GCM1:54 pmGeorge Town Owen Roberts Intl
9h 46m
1 stop
CLE11:40 pmCleveland Hopkins Intl
$1,398
Find similar

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 December 16, 2025.
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

Wed 1/28

3:59 pm-1:53 pm

1 stop21h 54m

George Town Owen Roberts Intl

Wed 2/4

11:30 am-10:42 pm

2 stops11h 12m

$335

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/4

7:01 pm-1:53 pm

1 stop18h 52m

George Town Owen Roberts Intl

Tue 2/10

11:30 am-7:14 pm

2 stops31h 44m

$337

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/25

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-5:30 pm

1 stop28h 00m

$361

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 2/15

9:26 pm-11:35 am

1 stop14h 09m

George Town Owen Roberts Intl

Sun 2/22

2:49 pm-5:20 pm

1 stop26h 31m

$379

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/4

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Tue 2/10

1:30 pm-5:30 pm

1 stop28h 00m

$381

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 2/15

9:26 pm-11:35 am

1 stop14h 09m

George Town Owen Roberts Intl

Sun 2/22

4:45 pm-7:34 am

2 stops38h 49m

$390

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/22

6:10 pm-10:25 am

1 stop17h 15m

George Town Owen Roberts Intl

Sun 3/29

12:30 pm-5:30 pm

1 stop28h 00m

$403

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 2/5

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Tue 2/10

3:30 pm-8:40 pm

2 stops29h 10m

$409

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 1/25

6:10 pm-12:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Thu 1/29

1:30 pm-5:30 pm

1 stop28h 00m

$413

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 2/14

2:40 pm-1:43 pm

2 stops23h 03m

George Town Owen Roberts Intl

Sun 2/22

2:49 pm-5:20 pm

1 stop26h 31m

$423

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 August, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $510.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Monday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $505. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $651.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the morning. momondo users have found flights departing from Cleveland to Cayman Islands in the morning for as low as $571. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $631 on average. Flights to Cayman Islands from Cleveland in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 $628 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 $554 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

6h 24m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 6h 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 $476Free CancellationRating
7.2
11,048 reviews
Search American Airlines flights
DeltaPriceFrom $482Free CancellationRating
7.9
8,010 reviews
Search Delta flights
United AirlinesPriceFrom $519Free CancellationRating
7.4
9,095 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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