Cheap flights from Cleveland to the Cayman Islands from $554

This is the cheapest round-trip 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 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

United Airlines Logo
6:15 am - 4:30 pmCLE-GCM
10h 15m1 stop
United Airlines Logo
5:45 pm - 11:08 amGCM-CLE
17h 23m1 stop
$554United Airlines
Find Deal
Thu, Nov 27 - Fri, Dec 5
American Airlines Logo
6:06 am - 8:28 pmCLE-GCM
14h 22m1 stop
American Airlines Logo
3:45 pm - 11:56 pmGCM-CLE
8h 11m1 stop
$556American Airlines
Find Deal
Thu, Nov 27 - Fri, Dec 5
American Airlines Logo
6:00 am - 11:20 amCLE-GCM
6h 20m1 stop
American Airlines Logo
3:36 pm - 11:53 pmGCM-CLE
8h 17m1 stop
$557American Airlines
Find Deal
Thu, Oct 30 - Wed, Nov 5
United Airlines Logo
6:20 am - 12:15 pmCLE-GCM
6h 55m1 stop
United Airlines Logo
5:30 pm - 9:41 amGCM-CLE
16h 11m1 stop
$558United Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
6:09 am - 8:28 pmCLE-GCM
14h 19m2 stops
American Airlines Logo
3:45 pm - 11:56 pmGCM-CLE
8h 11m1 stop
$560American Airlines
Find Deal
Thu, Nov 27 - Fri, Dec 5
American Airlines Logo
6:45 am - 7:20 pmCLE-GCM
13h 35m2 stops
American Airlines Logo
9:00 am - 4:44 pmGCM-CLE
7h 44m1 stop
$562American Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
Multiple Airlines Logo
9:38 pm - 4:05 pmCLE-GCM
19h 27m2 stops
Multiple Airlines Logo
1:30 pm - 3:47 pmGCM-CLE
26h 17m3 stops
$579Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
Multiple Airlines Logo
9:38 pm - 12:25 pmCLE-GCM
39h 47m3 stops
Multiple Airlines Logo
1:30 pm - 3:47 pmGCM-CLE
26h 17m3 stops
$604Multiple Airlines
Find Deal
Fri, Oct 31 - Fri, Nov 7
American Airlines Logo
7:36 pm - 2:46 pmCLE-GCM
19h 10m2 stops
American Airlines Logo
3:36 pm - 12:43 amGCM-CLE
9h 07m2 stops
$646American Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
American Airlines Logo
6:04 am - 11:10 amCLE-GCM
6h 06m1 stop
American Airlines Logo
12:10 pm - 12:16 amGCM-CLE
11h 06m1 stop
$712American Airlines
Find Deal
Wed, Oct 15 - Sat, Oct 18

American Airlines flights from Cleveland to Cayman Islands

Our best American Airlines deals on Cleveland to Cayman Islands flight tickets
American Airlines
Nov 27
CLE6:06 amCleveland Hopkins Intl
14h 22m
1 stop
GCM8:28 pmGeorge Town Owen Roberts Intl
Dec 5
GCM3:45 pmGeorge Town Owen Roberts Intl
8h 11m
1 stop
CLE11:56 pmCleveland Hopkins Intl
American Airlines
Oct 30
CLE6:00 amCleveland Hopkins Intl
6h 20m
1 stop
GCM11:20 amGeorge Town Owen Roberts Intl
Nov 5
GCM3:36 pmGeorge Town Owen Roberts Intl
8h 17m
1 stop
CLE11:53 pmCleveland Hopkins Intl
American Airlines
Nov 27
CLE6:09 amCleveland Hopkins Intl
14h 19m
2 stops
GCM8:28 pmGeorge Town Owen Roberts Intl
Dec 5
GCM3:45 pmGeorge Town Owen Roberts Intl
8h 11m
1 stop
CLE11:56 pmCleveland Hopkins Intl

United Airlines flights from Cleveland to Cayman Islands

Our best United Airlines deals on Cleveland to Cayman Islands flight tickets
United Airlines
Nov 27
CLE6:15 amCleveland Hopkins Intl
10h 15m
1 stop
GCM4:30 pmGeorge Town Owen Roberts Intl
Dec 5
GCM5:45 pmGeorge Town Owen Roberts Intl
17h 23m
1 stop
CLE11:08 amCleveland Hopkins Intl
United Airlines
Nov 1
CLE6:20 amCleveland Hopkins Intl
6h 55m
1 stop
GCM12:15 pmGeorge Town Owen Roberts Intl
Nov 8
GCM5:30 pmGeorge Town Owen Roberts Intl
16h 11m
1 stop
CLE9:41 amCleveland Hopkins Intl

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 September 17, 2025.
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 11/27

6:15 am-4:30 pm

1 stop10h 15m

George Town Owen Roberts Intl

Fri 12/5

5:45 pm-11:08 am

1 stop17h 23m

$554

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 11/27

6:06 am-8:28 pm

1 stop14h 22m

George Town Owen Roberts Intl

Fri 12/5

3:45 pm-11:56 pm

1 stop8h 11m

$556

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 10/30

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Wed 11/5

3:36 pm-11:53 pm

1 stop8h 17m

$557

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 11/1

6:20 am-12:15 pm

1 stop6h 55m

George Town Owen Roberts Intl

Sat 11/8

5:30 pm-9:41 am

1 stop16h 11m

$558

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Thu 11/27

6:09 am-8:28 pm

2 stops14h 19m

George Town Owen Roberts Intl

Fri 12/5

3:45 pm-11:56 pm

1 stop8h 11m

$560

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Sat 11/1

6:45 am-7:20 pm

2 stops13h 35m

George Town Owen Roberts Intl

Sat 11/8

9:00 am-4:44 pm

1 stop7h 44m

$562

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 10/31

9:38 pm-4:05 pm

2 stops19h 27m

George Town Owen Roberts Intl

Fri 11/7

1:30 pm-3:47 pm

3 stops26h 17m

$579

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Fri 10/31

9:38 pm-12:25 pm

3 stops39h 47m

George Town Owen Roberts Intl

Fri 11/7

1:30 pm-3:47 pm

3 stops26h 17m

$604

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Tue 11/4

7:36 pm-2:46 pm

2 stops19h 10m

George Town Owen Roberts Intl

Sat 11/8

3:36 pm-12:43 am

2 stops9h 07m

$646

ClevelandGeorge Town

CLE - GCM

CLEGCM

Cleveland Hopkins Intl

Wed 10/15

6:04 am-11:10 am

1 stop6h 06m

George Town Owen Roberts Intl

Sat 10/18

12:10 pm-12:16 am

1 stop11h 06m

$712

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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 February is also cheap. Prices for this month can be found on momondo for an average of $576.

What is the cheapest day to depart on your flight to Cayman Islands?

Our data shows that Monday is the least expensive day to fly to Cayman Islands. Tickets to fly out on this day can be as low as $505. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cayman Islands on Sunday is $651.

What is the cheapest time of day to depart on your flight to Cayman Islands?

According to our data, the cheapest time of day to fly to Cayman Islands is in the morning. momondo users have found flights departing from Cleveland to Cayman Islands in the morning for as low as $571. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. If you have a flexible travel schedule, then try to avoid flying in the evening when prices are $631 on average. Flights to Cayman Islands from Cleveland in the evening are generally more expensive because this time of day is more convenient for travelers’ schedules.

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 $620 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 $530 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

Direct flights

None
There are no direct flights from Cleveland to Cayman Islands. There are no popular flight routes from Cleveland to 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
DeltaPriceFrom $461Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $482Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $537Free CancellationRating
7.4
8,926 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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1 adult
Fri 10/17
Fri 10/24

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