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Cheap flights from Cleveland to the Cayman Islands from $251

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 7/8. 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

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
6:55 pm - 12:10 pm
CLE
-
GCM
17h 15m
1 stop
Air Canada Logo
1:10 pm - 6:19 pm
GCM
-
CLE
29h 09m
1 stop
$481Air Canada
Tue, Dec 1 - Tue, Dec 8
Air Canada Logo
6:55 pm - 12:10 pm
CLE
-
GCM
17h 15m
1 stop
Air Canada Logo
1:10 pm - 6:17 pm
GCM
-
CLE
29h 07m
1 stop
$489Air Canada
Fri, Nov 6 - Fri, Nov 20
Air Canada Logo
6:55 pm - 12:10 pm
CLE
-
GCM
17h 15m
1 stop
Air Canada Logo
1:10 pm - 6:19 pm
GCM
-
CLE
29h 09m
1 stop
$490Air Canada
Wed, Dec 2 - Fri, Dec 4
Air Canada Logo
6:55 pm - 12:10 pm
CLE
-
GCM
17h 15m
1 stop
Air Canada Logo
1:10 pm - 6:19 pm
GCM
-
CLE
29h 09m
1 stop
$491Air Canada
Wed, Dec 2 - Fri, Dec 4
Multiple Airlines Logo
4:28 pm - 4:05 pm
CLE
-
GCM
24h 37m
1 stop
Multiple Airlines Logo
4:45 pm - 10:31 pm
GCM
-
CLE
28h 46m
2 stops
$499Multiple Airlines
Mon, Aug 17 - Mon, Aug 24
Multiple Airlines Logo
3:40 pm - 11:35 am
CLE
-
GCM
20h 55m
2 stops
Multiple Airlines Logo
7:00 am - 11:20 pm
GCM
-
CLE
15h 20m
1 stop
$507Multiple Airlines
Wed, Sep 23 - Sun, Sep 27
Multiple Airlines Logo
1:54 pm - 5:20 pm
CLE
-
GCM
28h 26m
1 stop
Multiple Airlines Logo
8:50 am - 12:26 am
GCM
-
CLE
14h 36m
1 stop
$518Multiple Airlines
Sat, Aug 15 - Sat, Aug 22
Multiple Airlines Logo
6:33 pm - 5:20 pm
CLE
-
GCM
23h 47m
1 stop
Multiple Airlines Logo
8:50 am - 10:31 pm
GCM
-
CLE
12h 41m
2 stops
$532Multiple Airlines
Sat, Aug 15 - Sat, Aug 22
Air Canada Logo
2:45 pm - 11:30 am
CLE
-
GCM
45h 45m
2 stops
Air Canada Logo
12:25 pm - 2:07 pm
GCM
-
CLE
24h 42m
1 stop
$545Air Canada
Sat, Oct 3 - Sat, Oct 10
Air Canada Logo
2:45 pm - 11:30 am
CLE
-
GCM
45h 45m
2 stops
Air Canada Logo
12:25 pm - 6:23 pm
GCM
-
CLE
28h 58m
2 stops
$548Air Canada
Sat, Oct 3 - Sat, Oct 10

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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
Dec 1
CLE6:55 pmCleveland Hopkins Intl
17h 15m
1 stop
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 8
GCM1:10 pmGeorge Town Owen Roberts Intl
29h 09m
1 stop
CLE6:19 pmCleveland Hopkins Intl
$481
Air Canada
Nov 6
CLE6:55 pmCleveland Hopkins Intl
17h 15m
1 stop
GCM12:10 pmGeorge Town Owen Roberts Intl
Nov 20
GCM1:10 pmGeorge Town Owen Roberts Intl
29h 07m
1 stop
CLE6:17 pmCleveland Hopkins Intl
$489
Air Canada
Dec 2
CLE6:55 pmCleveland Hopkins Intl
17h 15m
1 stop
GCM12:10 pmGeorge Town Owen Roberts Intl
Dec 4
GCM1:10 pmGeorge Town Owen Roberts Intl
29h 09m
1 stop
CLE6:19 pmCleveland Hopkins Intl
$490

United Airlines flights from Cleveland to Cayman Islands

Our best United Airlines deals on Cleveland to Cayman Islands flight tickets
United Airlines
Dec 22
CLE5:30 amCleveland Hopkins Intl
8h 15m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Dec 28
GCM2:50 pmGeorge Town Owen Roberts Intl
9h 08m
1 stop
CLE11:58 pmCleveland Hopkins Intl
$739
United Airlines
Dec 21
CLE5:50 pmCleveland Hopkins Intl
19h 55m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Dec 29
GCM2:50 pmGeorge Town Owen Roberts Intl
7h 19m
1 stop
CLE10:09 pmCleveland Hopkins Intl
$748
United Airlines
Dec 22
CLE7:30 amCleveland Hopkins Intl
6h 15m
1 stop
GCM1:45 pmGeorge Town Owen Roberts Intl
Dec 25
GCM2:50 pmGeorge Town Owen Roberts Intl
7h 19m
1 stop
CLE10:09 pmCleveland Hopkins Intl
$816

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 July 3, 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

Tue 12/1

6:55 pm-12:10 pm

1 stop17h 15m

George Town Owen Roberts Intl

Tue 12/8

1:10 pm-6:19 pm

1 stop29h 09m

$481

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 11/6

6:55 pm-12:10 pm

1 stop17h 15m

George Town Owen Roberts Intl

Fri 11/20

1:10 pm-6:17 pm

1 stop29h 07m

$489

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 12/2

6:55 pm-12:10 pm

1 stop17h 15m

George Town Owen Roberts Intl

Fri 12/4

1:10 pm-6:19 pm

1 stop29h 09m

$490

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 12/2

6:55 pm-12:10 pm

1 stop17h 15m

George Town Owen Roberts Intl

Fri 12/4

1:10 pm-6:19 pm

1 stop29h 09m

$491

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 8/17

4:28 pm-4:05 pm

1 stop24h 37m

George Town Owen Roberts Intl

Mon 8/24

4:45 pm-10:31 pm

2 stops28h 46m

$499
Quickest round-trip

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 9/23

3:40 pm-11:35 am

2 stops20h 55m

George Town Owen Roberts Intl

Sun 9/27

7:00 am-11:20 pm

1 stop15h 20m

$507

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 8/15

1:54 pm-5:20 pm

1 stop28h 26m

George Town Owen Roberts Intl

Sat 8/22

8:50 am-12:26 am

1 stop14h 36m

$518

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 8/15

6:33 pm-5:20 pm

1 stop23h 47m

George Town Owen Roberts Intl

Sat 8/22

8:50 am-10:31 pm

2 stops12h 41m

$532

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 10/3

2:45 pm-11:30 am

2 stops45h 45m

George Town Owen Roberts Intl

Sat 10/10

12:25 pm-2:07 pm

1 stop24h 42m

$545

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 10/3

2:45 pm-11:30 am

2 stops45h 45m

George Town Owen Roberts Intl

Sat 10/10

12:25 pm-6:23 pm

2 stops28h 58m

$548

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 October, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $145.

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 25m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 5h 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

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 $499Free CancellationRating
7.1
11,764 reviews
Search American Airlines flights
United AirlinesPriceFrom $510Free CancellationRating
7.4
9,927 reviews
Search United Airlines flights
DeltaPriceFrom $510Free CancellationRating
7.8
8,453 reviews
Search Delta 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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