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Cheap flights from Cleveland to the Cayman Islands from $241

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 7/18. 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.
Air Canada Logo
10:00 am - 10:00 am
CLE
-
GCM
25h 00m
1 stop
Air Canada Logo
12:25 pm - 8:36 pm
GCM
-
CLE
7h 11m
1 stop
$345Air Canada
Fri, May 29 - Thu, Jun 4
Air Canada Logo
7:00 pm - 10:00 am
CLE
-
GCM
16h 00m
1 stop
Air Canada Logo
12:25 pm - 6:23 pm
GCM
-
CLE
28h 58m
2 stops
$359Air Canada
Fri, May 29 - Thu, Jun 4
Multiple Airlines Logo
8:25 pm - 6:00 pm
CLE
-
GCM
22h 35m
1 stop
Multiple Airlines Logo
8:50 am - 11:14 pm
GCM
-
CLE
13h 24m
2 stops
$416Multiple Airlines
Tue, May 5 - Sat, May 9
Multiple Airlines Logo
4:22 pm - 4:05 pm
CLE
-
GCM
24h 43m
2 stops
Multiple Airlines Logo
5:05 pm - 11:05 am
GCM
-
CLE
17h 00m
1 stop
$422Multiple Airlines
Mon, May 4 - Fri, May 8
Multiple Airlines Logo
11:13 am - 11:35 am
CLE
-
GCM
25h 22m
1 stop
Multiple Airlines Logo
5:05 pm - 7:44 am
GCM
-
CLE
37h 39m
2 stops
$423Multiple Airlines
Sun, Apr 19 - Sun, Apr 26
Multiple Airlines Logo
7:00 pm - 10:00 am
CLE
-
GCM
16h 00m
1 stop
Multiple Airlines Logo
2:15 pm - 11:55 pm
GCM
-
CLE
8h 40m
1 stop
$441Multiple Airlines
Fri, May 1 - Sat, May 9
JetBlue Logo
6:00 am - 1:50 pm
CLE
-
GCM
8h 50m
1 stop
JetBlue Logo
1:55 pm - 11:50 pm
GCM
-
CLE
32h 55m
2 stops
$448JetBlue
Tue, Apr 7 - Tue, Apr 21
Multiple Airlines Logo
7:25 am - 12:57 pm
CLE
-
GCM
6h 32m
1 stop
Multiple Airlines Logo
5:05 pm - 7:44 am
GCM
-
CLE
37h 39m
2 stops
$450Multiple Airlines
Sun, Apr 12 - Sun, Apr 19
Multiple Airlines Logo
6:10 pm - 10:15 am
CLE
-
GCM
17h 05m
1 stop
Multiple Airlines Logo
6:00 pm - 11:50 pm
GCM
-
CLE
28h 50m
1 stop
$455Multiple Airlines
Sun, Apr 5 - Thu, Apr 9
Multiple Airlines Logo
3:33 pm - 9:15 pm
CLE
-
GCM
30h 42m
2 stops
Multiple Airlines Logo
11:30 am - 10:03 am
GCM
-
CLE
21h 33m
1 stop
$459Multiple Airlines
Wed, Apr 15 - Wed, Apr 22

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
May 29
CLE10:00 amCleveland Hopkins Intl
25h 00m
1 stop
GCM10:00 amGeorge Town Owen Roberts Intl
Jun 4
GCM12:25 pmGeorge Town Owen Roberts Intl
7h 11m
1 stop
CLE8:36 pmCleveland Hopkins Intl
$345
Air Canada
May 29
CLE7:00 pmCleveland Hopkins Intl
16h 00m
1 stop
GCM10:00 amGeorge Town Owen Roberts Intl
Jun 4
GCM12:25 pmGeorge Town Owen Roberts Intl
28h 58m
2 stops
CLE6:23 pmCleveland Hopkins Intl
$359
Air Canada
Apr 26
CLE6:10 pmCleveland Hopkins Intl
17h 05m
1 stop
GCM10:15 amGeorge Town Owen Roberts Intl
Apr 30
GCM12:30 pmGeorge Town Owen Roberts Intl
24h 31m
1 stop
CLE2:01 pmCleveland Hopkins Intl
$478

JetBlue flights from Cleveland to Cayman Islands

Our best JetBlue deals on Cleveland to Cayman Islands flight tickets
JetBlue
Apr 7
CLE6:00 amCleveland Hopkins Intl
8h 50m
1 stop
GCM1:50 pmGeorge Town Owen Roberts Intl
Apr 21
GCM1:55 pmGeorge Town Owen Roberts Intl
32h 55m
2 stops
CLE11:50 pmCleveland Hopkins Intl
$448
JetBlue
Apr 7
CLE6:00 amCleveland Hopkins Intl
8h 50m
1 stop
GCM1:50 pmGeorge Town Owen Roberts Intl
Apr 21
GCM3:05 pmGeorge Town Owen Roberts Intl
7h 45m
1 stop
CLE11:50 pmCleveland Hopkins Intl
$469
JetBlue
May 2
CLE6:00 amCleveland Hopkins Intl
7h 55m
1 stop
GCM12:55 pmGeorge Town Owen Roberts Intl
May 9
GCM2:15 pmGeorge Town Owen Roberts Intl
8h 40m
1 stop
CLE11:55 pmCleveland Hopkins Intl
$493

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 March 5, 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

Fri 5/29

10:00 am-10:00 am

1 stop25h 00m

George Town Owen Roberts Intl

Thu 6/4

12:25 pm-8:36 pm

1 stop7h 11m

$345

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 5/29

7:00 pm-10:00 am

1 stop16h 00m

George Town Owen Roberts Intl

Thu 6/4

12:25 pm-6:23 pm

2 stops28h 58m

$359

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 5/5

8:25 pm-6:00 pm

1 stop22h 35m

George Town Owen Roberts Intl

Sat 5/9

8:50 am-11:14 pm

2 stops13h 24m

$416

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 5/4

4:22 pm-4:05 pm

2 stops24h 43m

George Town Owen Roberts Intl

Fri 5/8

5:05 pm-11:05 am

1 stop17h 00m

$422

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/19

11:13 am-11:35 am

1 stop25h 22m

George Town Owen Roberts Intl

Sun 4/26

5:05 pm-7:44 am

2 stops37h 39m

$423
Quickest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 5/1

7:00 pm-10:00 am

1 stop16h 00m

George Town Owen Roberts Intl

Sat 5/9

2:15 pm-11:55 pm

1 stop8h 40m

$441

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 4/7

6:00 am-1:50 pm

1 stop8h 50m

George Town Owen Roberts Intl

Tue 4/21

1:55 pm-11:50 pm

2 stops32h 55m

$448

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/12

7:25 am-12:57 pm

1 stop6h 32m

George Town Owen Roberts Intl

Sun 4/19

5:05 pm-7:44 am

2 stops37h 39m

$450

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/5

6:10 pm-10:15 am

1 stop17h 05m

George Town Owen Roberts Intl

Thu 4/9

6:00 pm-11:50 pm

1 stop28h 50m

$455

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 4/15

3:33 pm-9:15 pm

2 stops30h 42m

George Town Owen Roberts Intl

Wed 4/22

11:30 am-10:03 am

1 stop21h 33m

$459

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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 $615 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 $507 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 25m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 6h 25m
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
7.1
11,381 reviews
Search American Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,250 reviews
Search Delta flights
United AirlinesPriceFrom $540Free CancellationRating
7.4
9,388 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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