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Cheap flights from Cleveland to the Cayman Islands from $128

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 3/29. 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
7:00 am - 1:43 pm
CLE
-
GCM
6h 43m
1 stop
Multiple Airlines Logo
1:52 pm - 1:42 am
GCM
-
CLE
10h 50m
1 stop
$318Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
2:40 pm - 1:43 pm
CLE
-
GCM
23h 03m
2 stops
Multiple Airlines Logo
2:49 pm - 12:29 am
GCM
-
CLE
9h 40m
1 stop
$337Multiple Airlines
Sat, Feb 14 - Thu, Feb 19
Multiple Airlines Logo
6:24 pm - 11:35 am
CLE
-
GCM
17h 11m
1 stop
Multiple Airlines Logo
2:49 pm - 12:29 am
GCM
-
CLE
9h 40m
1 stop
$347Multiple Airlines
Sun, Feb 15 - Thu, Feb 19
Multiple Airlines Logo
7:10 pm - 1:43 pm
CLE
-
GCM
18h 33m
1 stop
Multiple Airlines Logo
2:49 pm - 12:29 am
GCM
-
CLE
9h 40m
1 stop
$353Multiple Airlines
Sat, Feb 14 - Thu, Feb 19
Multiple Airlines Logo
7:01 pm - 1:38 pm
CLE
-
GCM
18h 37m
1 stop
Multiple Airlines Logo
2:49 pm - 10:44 pm
GCM
-
CLE
7h 55m
1 stop
$372Multiple Airlines
Fri, Jan 30 - Thu, Feb 5
Multiple Airlines Logo
7:00 am - 1:43 pm
CLE
-
GCM
6h 43m
1 stop
Multiple Airlines Logo
1:52 pm - 7:42 am
GCM
-
CLE
16h 50m
2 stops
$374Multiple Airlines
Thu, Mar 5 - Thu, Mar 12
Multiple Airlines Logo
6:24 pm - 11:35 am
CLE
-
GCM
17h 11m
1 stop
Multiple Airlines Logo
4:45 pm - 10:50 am
GCM
-
CLE
18h 05m
1 stop
$381Multiple Airlines
Sun, Feb 15 - Fri, Feb 20
Air Canada Logo
6:10 pm - 11:10 am
CLE
-
GCM
18h 00m
1 stop
Air Canada Logo
12:30 pm - 5:30 pm
GCM
-
CLE
28h 00m
1 stop
$382Air Canada
Mon, Mar 30 - Mon, Apr 6
Multiple Airlines Logo
7:10 am - 1:38 pm
CLE
-
GCM
30h 28m
2 stops
Multiple Airlines Logo
2:49 pm - 10:44 pm
GCM
-
CLE
7h 55m
1 stop
$387Multiple Airlines
Fri, Jan 30 - Thu, Feb 5
Multiple Airlines Logo
7:10 pm - 1:43 pm
CLE
-
GCM
18h 33m
1 stop
Multiple Airlines Logo
4:45 pm - 10:50 am
GCM
-
CLE
18h 05m
1 stop
$388Multiple Airlines
Sat, Feb 14 - Fri, Feb 20

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Mar 30
CLE6:10 pmCleveland Hopkins Intl
18h 00m
1 stop
GCM11:10 amGeorge Town Owen Roberts Intl
Apr 6
GCM12:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$382
Air Canada
Feb 1
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM12:25 pmGeorge Town Owen Roberts Intl
Feb 5
GCM1:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$426
Air Canada
May 2
CLE2:40 pmCleveland Hopkins Intl
45h 50m
2 stops
GCM11:30 amGeorge Town Owen Roberts Intl
May 9
GCM12:25 pmGeorge Town Owen Roberts Intl
7h 11m
1 stop
CLE8:36 pmCleveland Hopkins Intl
$447

JetBlue flights from Cleveland to Cayman Islands

Our best JetBlue deals on Cleveland to Cayman Islands flight tickets
JetBlue
Jan 30
CLE9:30 amCleveland Hopkins Intl
29h 17m
2 stops
GCM2:47 pmGeorge Town Owen Roberts Intl
Feb 5
GCM3:40 pmGeorge Town Owen Roberts Intl
28h 45m
2 stops
CLE8:25 pmCleveland Hopkins Intl
$585
JetBlue
Jan 31
CLE9:30 amCleveland Hopkins Intl
29h 02m
2 stops
GCM2:32 pmGeorge Town Owen Roberts Intl
Feb 7
GCM3:55 pmGeorge Town Owen Roberts Intl
28h 30m
2 stops
CLE8:25 pmCleveland Hopkins Intl
$675

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 20, 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

Thu 3/5

7:00 am-1:43 pm

1 stop6h 43m

George Town Owen Roberts Intl

Thu 3/12

1:52 pm-1:42 am

1 stop10h 50m

$318

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

Thu 2/19

2:49 pm-12:29 am

1 stop9h 40m

$337

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 2/15

6:24 pm-11:35 am

1 stop17h 11m

George Town Owen Roberts Intl

Thu 2/19

2:49 pm-12:29 am

1 stop9h 40m

$347

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 2/14

7:10 pm-1:43 pm

1 stop18h 33m

George Town Owen Roberts Intl

Thu 2/19

2:49 pm-12:29 am

1 stop9h 40m

$353

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 1/30

7:01 pm-1:38 pm

1 stop18h 37m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-10:44 pm

1 stop7h 55m

$372

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 3/5

7:00 am-1:43 pm

1 stop6h 43m

George Town Owen Roberts Intl

Thu 3/12

1:52 pm-7:42 am

2 stops16h 50m

$374

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 2/15

6:24 pm-11:35 am

1 stop17h 11m

George Town Owen Roberts Intl

Fri 2/20

4:45 pm-10:50 am

1 stop18h 05m

$381

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Mon 3/30

6:10 pm-11:10 am

1 stop18h 00m

George Town Owen Roberts Intl

Mon 4/6

12:30 pm-5:30 pm

1 stop28h 00m

$382

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 1/30

7:10 am-1:38 pm

2 stops30h 28m

George Town Owen Roberts Intl

Thu 2/5

2:49 pm-10:44 pm

1 stop7h 55m

$387

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 2/14

7:10 pm-1:43 pm

1 stop18h 33m

George Town Owen Roberts Intl

Fri 2/20

4:45 pm-10:50 am

1 stop18h 05m

$388

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 18 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 $626 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 29m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 6h 29m
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
11,164 reviews
Search American Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,077 reviews
Search Delta flights
United AirlinesPriceFrom $519Free CancellationRating
7.4
9,180 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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