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Cheap flights from Cleveland to the Cayman Islands from $148

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 6/3. 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
1 adult, Economy, 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
6:10 pm - 11:10 am
CLE
-
GCM
18h 00m
1 stop
Air Canada Logo
11:25 am - 5:30 pm
GCM
-
CLE
29h 05m
1 stop
$422Air Canada
Mon, Apr 6 - Mon, Apr 13
Multiple Airlines Logo
7:00 pm - 11:25 am
CLE
-
GCM
17h 25m
1 stop
Multiple Airlines Logo
2:15 pm - 11:59 pm
GCM
-
CLE
8h 44m
1 stop
$424Multiple Airlines
Sun, May 31 - Sat, Jun 6
Multiple Airlines Logo
7:25 am - 12:57 pm
CLE
-
GCM
6h 32m
1 stop
Multiple Airlines Logo
1:52 pm - 12:25 am
GCM
-
CLE
33h 33m
2 stops
$431Multiple Airlines
Sun, Apr 5 - Sun, Apr 12
Air Canada Logo
6:10 pm - 11:10 am
CLE
-
GCM
18h 00m
1 stop
Air Canada Logo
11:55 am - 5:30 pm
GCM
-
CLE
28h 35m
1 stop
$435Air Canada
Mon, Apr 13 - Thu, Apr 16
Air Canada Logo
6:10 pm - 10:55 am
CLE
-
GCM
17h 45m
1 stop
Air Canada Logo
11:25 am - 5:30 pm
GCM
-
CLE
29h 05m
1 stop
$447Air Canada
Sat, Apr 4 - Mon, Apr 13
Multiple Airlines Logo
7:25 am - 12:57 pm
CLE
-
GCM
6h 32m
1 stop
Multiple Airlines Logo
1:52 pm - 12:25 am
GCM
-
CLE
33h 33m
2 stops
$450Multiple Airlines
Sun, Apr 5 - Thu, Apr 9
Multiple Airlines Logo
6:31 pm - 12:57 pm
CLE
-
GCM
19h 26m
1 stop
Multiple Airlines Logo
1:52 pm - 12:25 am
GCM
-
CLE
33h 33m
2 stops
$457Multiple Airlines
Sat, Apr 4 - Sun, Apr 12
Multiple Airlines Logo
7:25 am - 12:57 pm
CLE
-
GCM
6h 32m
1 stop
Multiple Airlines Logo
4:45 pm - 10:36 am
GCM
-
CLE
40h 51m
2 stops
$471Multiple Airlines
Sun, Apr 5 - Mon, Apr 13
Multiple Airlines Logo
6:31 pm - 12:57 pm
CLE
-
GCM
19h 26m
1 stop
Multiple Airlines Logo
1:52 pm - 12:25 am
GCM
-
CLE
33h 33m
2 stops
$475Multiple Airlines
Sat, Apr 4 - Thu, Apr 9
Multiple Airlines Logo
6:31 pm - 12:20 pm
CLE
-
GCM
18h 49m
1 stop
Multiple Airlines Logo
1:52 pm - 12:25 am
GCM
-
CLE
33h 33m
2 stops
$479Multiple Airlines
Fri, Apr 3 - Sun, Apr 12

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Apr 6
CLE6:10 pmCleveland Hopkins Intl
18h 00m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Apr 13
GCM11:25 amGeorge Town Owen Roberts Intl
29h 05m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$422
Air Canada
Apr 13
CLE6:10 pmCleveland Hopkins Intl
18h 00m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Apr 16
GCM11:55 amGeorge Town Owen Roberts Intl
28h 35m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$435
Air Canada
Apr 4
CLE6:10 pmCleveland Hopkins Intl
17h 45m
1 stop
GCM10:55 amGeorge Town Owen Roberts Intl
Apr 13
GCM11:25 amGeorge Town Owen Roberts Intl
29h 05m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$447

Southwest flights from Cleveland to Cayman Islands

Our best Southwest deals on Cleveland to Cayman Islands flight tickets
Southwest
Apr 6
CLE6:45 pmCleveland Hopkins Intl
18h 25m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
Apr 15
GCM1:05 pmGeorge Town Owen Roberts Intl
8h 10m
2 stops
CLE10:15 pmCleveland Hopkins Intl
$551
Southwest
May 3
CLE2:35 pmCleveland Hopkins Intl
22h 35m
2 stops
GCM12:10 pmGeorge Town Owen Roberts Intl
May 10
GCM12:50 pmGeorge Town Owen Roberts Intl
10h 15m
2 stops
CLE12:05 amCleveland Hopkins Intl
$615
Southwest
Jun 10
CLE6:35 pmCleveland Hopkins Intl
18h 15m
2 stops
GCM11:50 amGeorge Town Owen Roberts Intl
Jun 14
GCM12:45 pmGeorge Town Owen Roberts Intl
10h 10m
2 stops
CLE11:55 pmCleveland Hopkins Intl
$622

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 24, 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

Mon 4/6

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Mon 4/13

11:25 am-5:30 pm

1 stop29h 05m

$422
Quickest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 5/31

7:00 pm-11:25 am

1 stop17h 25m

George Town Owen Roberts Intl

Sat 6/6

2:15 pm-11:59 pm

1 stop8h 44m

$424

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/5

7:25 am-12:57 pm

1 stop6h 32m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-12:25 am

2 stops33h 33m

$431

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 4/13

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Thu 4/16

11:55 am-5:30 pm

1 stop28h 35m

$435

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:10 pm-10:55 am

1 stop17h 45m

George Town Owen Roberts Intl

Mon 4/13

11:25 am-5:30 pm

1 stop29h 05m

$447

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/5

7:25 am-12:57 pm

1 stop6h 32m

George Town Owen Roberts Intl

Thu 4/9

1:52 pm-12:25 am

2 stops33h 33m

$450

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:31 pm-12:57 pm

1 stop19h 26m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-12:25 am

2 stops33h 33m

$457

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 4/5

7:25 am-12:57 pm

1 stop6h 32m

George Town Owen Roberts Intl

Mon 4/13

4:45 pm-10:36 am

2 stops40h 51m

$471

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:31 pm-12:57 pm

1 stop19h 26m

George Town Owen Roberts Intl

Thu 4/9

1:52 pm-12:25 am

2 stops33h 33m

$475

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 4/3

6:31 pm-12:20 pm

1 stop18h 49m

George Town Owen Roberts Intl

Sun 4/12

1:52 pm-12:25 am

2 stops33h 33m

$479

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.

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.
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
11,492 reviews
Search American Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,320 reviews
Search Delta flights
United AirlinesPriceFrom $540Free CancellationRating
7.4
9,467 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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