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Cheap flights from Cleveland to the Cayman Islands from $138

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.
Spirit Airlines Logo
6:26 pm - 12:57 pm
CLE
-
GCM
19h 31m
1 stop
Spirit Airlines Logo
1:52 pm - 5:11 pm
GCM
-
CLE
26h 19m
1 stop
$360Spirit Airlines
Wed, Mar 18 - Sun, Mar 22
Multiple Airlines Logo
6:26 pm - 12:20 pm
CLE
-
GCM
18h 54m
1 stop
Multiple Airlines Logo
7:00 am - 12:26 am
GCM
-
CLE
16h 26m
1 stop
$374Multiple Airlines
Fri, Mar 13 - Fri, Mar 20
Multiple Airlines Logo
7:04 pm - 12:43 pm
CLE
-
GCM
17h 39m
1 stop
Multiple Airlines Logo
1:15 pm - 1:42 am
GCM
-
CLE
11h 27m
1 stop
$376Multiple Airlines
Sat, Mar 7 - Sat, Mar 14
Multiple Airlines Logo
7:04 pm - 1:43 pm
CLE
-
GCM
18h 39m
1 stop
Multiple Airlines Logo
11:30 am - 7:34 am
GCM
-
CLE
20h 04m
2 stops
$382Multiple Airlines
Wed, Feb 25 - Wed, Mar 4
Spirit Airlines Logo
5:35 pm - 12:43 pm
CLE
-
GCM
20h 08m
1 stop
Spirit Airlines Logo
1:40 pm - 4:40 pm
GCM
-
CLE
26h 00m
1 stop
$387Spirit Airlines
Wed, Apr 15 - Sun, Apr 19
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
$389Air Canada
Sun, Mar 29 - Mon, Apr 6
Multiple Airlines Logo
7:04 pm - 12:43 pm
CLE
-
GCM
17h 39m
1 stop
Multiple Airlines Logo
1:15 pm - 10:35 am
GCM
-
CLE
20h 20m
2 stops
$390Multiple Airlines
Sat, Mar 7 - Sat, Mar 14
Multiple Airlines Logo
6:26 pm - 12:57 pm
CLE
-
GCM
19h 31m
1 stop
Multiple Airlines Logo
11:30 am - 12:26 pm
GCM
-
CLE
23h 56m
1 stop
$396Multiple Airlines
Sat, Apr 4 - Wed, Apr 8
Multiple Airlines Logo
8:44 pm - 12:57 pm
CLE
-
GCM
17h 13m
2 stops
Multiple Airlines Logo
1:52 pm - 5:11 pm
GCM
-
CLE
26h 19m
1 stop
$398Multiple Airlines
Wed, Mar 18 - Sun, Mar 22
Multiple Airlines Logo
10:00 pm - 12:57 pm
CLE
-
GCM
39h 57m
2 stops
Multiple Airlines Logo
7:00 am - 12:26 am
GCM
-
CLE
16h 26m
1 stop
$417Multiple Airlines
Fri, Mar 13 - Fri, Mar 20

JetBlue flights from Cleveland to Cayman Islands

Our best JetBlue deals on Cleveland to Cayman Islands flight tickets
JetBlue
Feb 23
CLE8:29 pmCleveland Hopkins Intl
17h 26m
2 stops
GCM1:55 pmGeorge Town Owen Roberts Intl
Mar 2
GCM3:40 pmGeorge Town Owen Roberts Intl
27h 49m
2 stops
CLE7:29 pmCleveland Hopkins Intl
$463
JetBlue
Mar 18
CLE10:35 amCleveland Hopkins Intl
27h 59m
2 stops
GCM1:34 pmGeorge Town Owen Roberts Intl
Mar 22
GCM2:40 pmGeorge Town Owen Roberts Intl
31h 27m
2 stops
CLE11:07 pmCleveland Hopkins Intl
$561
JetBlue
Jan 30
CLE9:30 amCleveland Hopkins Intl
29h 17m
2 stops
GCM2:47 pmGeorge Town Owen Roberts Intl
Feb 3
GCM3:30 pmGeorge Town Owen Roberts Intl
28h 55m
2 stops
CLE8:25 pmCleveland Hopkins Intl
$704

Air Canada flights from Cleveland to Cayman Islands

Our best Air Canada deals on Cleveland to Cayman Islands flight tickets
Air Canada
Mar 29
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
$389
Air Canada
Mar 25
CLE6:10 pmCleveland Hopkins Intl
18h 15m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Mar 30
GCM12:30 pmGeorge Town Owen Roberts Intl
28h 00m
1 stop
CLE5:30 pmCleveland Hopkins Intl
$423
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
$428

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 29, 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

Wed 3/18

6:26 pm-12:57 pm

1 stop19h 31m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-5:11 pm

1 stop26h 19m

$360

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 3/13

6:26 pm-12:20 pm

1 stop18h 54m

George Town Owen Roberts Intl

Fri 3/20

7:00 am-12:26 am

1 stop16h 26m

$374

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 3/7

7:04 pm-12:43 pm

1 stop17h 39m

George Town Owen Roberts Intl

Sat 3/14

1:15 pm-1:42 am

1 stop11h 27m

$376

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 2/25

7:04 pm-1:43 pm

1 stop18h 39m

George Town Owen Roberts Intl

Wed 3/4

11:30 am-7:34 am

2 stops20h 04m

$382

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 4/15

5:35 pm-12:43 pm

1 stop20h 08m

George Town Owen Roberts Intl

Sun 4/19

1:40 pm-4:40 pm

1 stop26h 00m

$387

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sun 3/29

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

$389

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 3/7

7:04 pm-12:43 pm

1 stop17h 39m

George Town Owen Roberts Intl

Sat 3/14

1:15 pm-10:35 am

2 stops20h 20m

$390

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 4/4

6:26 pm-12:57 pm

1 stop19h 31m

George Town Owen Roberts Intl

Wed 4/8

11:30 am-12:26 pm

1 stop23h 56m

$396

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 3/18

8:44 pm-12:57 pm

2 stops17h 13m

George Town Owen Roberts Intl

Sun 3/22

1:52 pm-5:11 pm

1 stop26h 19m

$398

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 3/13

10:00 pm-12:57 pm

2 stops39h 57m

George Town Owen Roberts Intl

Fri 3/20

7:00 am-12:26 am

1 stop16h 26m

$417

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 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 26m

Direct flights

None
The fastest flight from Cleveland to Cayman Islands takes 6h 26m
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
11,205 reviews
Search American Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,128 reviews
Search Delta flights
United AirlinesPriceFrom $519Free CancellationRating
7.4
9,215 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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