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Cheap flights from Cleveland to Caribbean Islands from $113

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 Caribbean Islands departing on 11/15. 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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Find the cheapest flights from Cleveland to Caribbean Islands

Cheap round-trip flights

Frontier Logo
6:27 pm - 12:01 pmCLE-SJU
17h 34m1 stop
Frontier Logo
7:30 am - 11:57 pmSJU-CLE
16h 27m1 stop
$205Frontier
Find Deal
Sat, Oct 25 - Sat, Nov 1
Frontier Logo
8:00 am - 11:23 pmCLE-SJU
15h 23m2 stops
Frontier Logo
5:51 pm - 12:22 pmSJU-CLE
18h 31m2 stops
$207Frontier
Find Deal
Wed, Oct 1 - Wed, Oct 29
American Airlines Logo
6:00 am - 6:15 pmCLE-SJU
12h 15m2 stops
American Airlines Logo
4:43 pm - 8:59 amSJU-CLE
16h 16m2 stops
$226American Airlines
Find Deal
Mon, Sep 22 - Wed, Oct 1
American Airlines Logo
6:00 am - 11:05 pmCLE-SJU
17h 05m1 stop
American Airlines Logo
7:10 am - 12:25 amSJU-CLE
17h 15m1 stop
$229American Airlines
Find Deal
Sat, Oct 18 - Sat, Oct 25
Delta Logo
1:51 pm - 10:00 pmCLE-SJU
8h 09m1 stop
Delta Logo
7:00 am - 5:10 pmSJU-CLE
10h 10m1 stop
$245Delta
Find Deal
Fri, Oct 3 - Wed, Oct 8
Spirit Airlines Logo
7:56 pm - 9:56 amCLE-STT
14h 00m1 stop
Spirit Airlines Logo
11:01 am - 8:33 pmSTT-CLE
9h 32m1 stop
$245Spirit Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
United Airlines Logo
8:40 am - 8:38 pmCLE-SJU
11h 58m2 stops
United Airlines Logo
1:05 am - 9:38 amSJU-CLE
8h 33m1 stop
$247United Airlines
Find Deal
Wed, Oct 1 - Fri, Oct 3
United Airlines Logo
7:00 am - 2:44 pmCLE-SJU
7h 44m1 stop
United Airlines Logo
1:05 am - 10:23 amSJU-CLE
9h 18m1 stop
$248United Airlines
Find Deal
Sun, Sep 28 - Tue, Sep 30
Spirit Airlines Logo
7:19 pm - 9:44 amCLE-STT
14h 25m1 stop
Spirit Airlines Logo
11:01 am - 6:51 pmSTT-CLE
7h 50m1 stop
$257Spirit Airlines
Find Deal
Fri, Oct 3 - Fri, Oct 10
Delta Logo
5:20 am - 1:12 pmCLE-SJU
7h 52m1 stop
Delta Logo
1:06 pm - 11:04 pmSJU-CLE
9h 58m1 stop
$265Delta
Find Deal
Fri, Oct 17 - Tue, Oct 28

Frontier flights from Cleveland to Caribbean Islands

Our best Frontier deals on Cleveland to Caribbean Islands flight tickets
Frontier
Oct 25
CLE6:27 pmCleveland Hopkins Intl
17h 34m
1 stop
SJU12:01 pmSan Juan Luis Munoz Marin Intl
Nov 1
SJU7:30 amSan Juan Luis Munoz Marin Intl
16h 27m
1 stop
CLE11:57 pmCleveland Hopkins Intl
$205
Find similar
Frontier
Oct 1
CLE8:00 amCleveland Hopkins Intl
15h 23m
2 stops
SJU11:23 pmSan Juan Luis Munoz Marin Intl
Oct 29
SJU5:51 pmSan Juan Luis Munoz Marin Intl
18h 31m
2 stops
CLE12:22 pmCleveland Hopkins Intl
$207
Find similar
Frontier
Oct 4
CLE8:00 amCleveland Hopkins Intl
15h 23m
2 stops
SJU11:23 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU7:58 pmSan Juan Luis Munoz Marin Intl
14h 49m
2 stops
CLE10:47 amCleveland Hopkins Intl
$215
Find similar

United Airlines flights from Cleveland to Caribbean Islands

Our best United Airlines deals on Cleveland to Caribbean Islands flight tickets
United Airlines
Oct 1
CLE8:40 amCleveland Hopkins Intl
11h 58m
2 stops
SJU8:38 pmSan Juan Luis Munoz Marin Intl
Oct 3
SJU1:05 amSan Juan Luis Munoz Marin Intl
8h 33m
1 stop
CLE9:38 amCleveland Hopkins Intl
$247
Find similar
United Airlines
Sep 28
CLE7:00 amCleveland Hopkins Intl
7h 44m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU1:05 amSan Juan Luis Munoz Marin Intl
9h 18m
1 stop
CLE10:23 amCleveland Hopkins Intl
$248
Find similar
United Airlines
Sep 25
CLE6:00 amCleveland Hopkins Intl
6h 34m
1 stop
SJU12:34 pmSan Juan Luis Munoz Marin Intl
Sep 30
SJU1:05 amSan Juan Luis Munoz Marin Intl
14h 12m
2 stops
CLE3:17 pmCleveland Hopkins Intl
$252
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to Caribbean 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 Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/25

6:27 pm-12:01 pm

1 stop17h 34m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:30 am-11:57 pm

1 stop16h 27m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/1

8:00 am-11:23 pm

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Wed 10/29

5:51 pm-12:22 pm

2 stops18h 31m

$207

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 9/22

6:00 am-6:15 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Wed 10/1

4:43 pm-8:59 am

2 stops16h 16m

$226

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/18

6:00 am-11:05 pm

1 stop17h 05m

San Juan Luis Munoz Marin Intl

Sat 10/25

7:10 am-12:25 am

1 stop17h 15m

$229

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/3

1:51 pm-10:00 pm

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Wed 10/8

7:00 am-5:10 pm

1 stop10h 10m

$245

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

Thu 10/23

7:56 pm-9:56 am

1 stop14h 00m

Saint Thomas Island Cyril E King

Mon 10/27

11:01 am-8:33 pm

1 stop9h 32m

$245

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/1

8:40 am-8:38 pm

2 stops11h 58m

San Juan Luis Munoz Marin Intl

Fri 10/3

1:05 am-9:38 am

1 stop8h 33m

$247

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 9/28

7:00 am-2:44 pm

1 stop7h 44m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:05 am-10:23 am

1 stop9h 18m

$248

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

Fri 10/3

7:19 pm-9:44 am

1 stop14h 25m

Saint Thomas Island Cyril E King

Fri 10/10

11:01 am-6:51 pm

1 stop7h 50m

$257

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/17

5:20 am-1:12 pm

1 stop7h 52m

San Juan Luis Munoz Marin Intl

Tue 10/28

1:06 pm-11:04 pm

1 stop9h 58m

$265

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Cleveland to Caribbean 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 Caribbean Islands?

The month of May is, on average, the cheapest month to fly to Caribbean Islands from Cleveland, with most prices found around $266. The month of June is another great option to travel to Caribbean Islands, with average flight prices from Cleveland averaging around $278.

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

The cheapest day to depart from Cleveland to Caribbean Islands is on a Tuesday. Travelers who choose to depart for Caribbean Islands on a Tuesday will often find tickets for as low as $229. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $322. These prices are subject to change though, so be sure to set up a Price Alert for flights to Caribbean Islands.

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

According to our data, the cheapest time of day to fly to Caribbean Islands is in the evening. momondo users have found flights departing from Cleveland to Caribbean Islands in the evening for as low as $256. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Try not to purchase tickets at noon because they tend to be around $348. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Cleveland Hopkins Intl to Caribbean Islands flight route?

Fly from Cleveland Hopkins Intl to San Juan Luis Munoz Marin Intl for the best Cleveland Hopkins Intl - Caribbean Islands flight prices

How far in advance should I book a flight to Caribbean Islands?

You are more likely to see cheaper flights to Caribbean Islands from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean Islands for around $315 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Caribbean Islands from Cleveland for as low as $261 on momondo.

What cabin class options are available on Cleveland Hopkins Intl to Caribbean Islands flights?

There is only 1 cabin class available to choose from on Cleveland Hopkins Intl to Caribbean Islands flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Cleveland to Caribbean Islands flights?

No. A direct flight is the cheapest option for a flight between Cleveland to Caribbean Islands.

Cheap Cleveland to Caribbean Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Cleveland to Caribbean Islands

Fastest flight time

3h 59m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Caribbean Islands

2 airports
The fastest flight from Cleveland to Caribbean Islands takes 3h 59m
Direct flights go from Cleveland to Caribbean Islands on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There are 2 airports near Caribbean Islands: Punta Cana (PUJ), San Juan Luis Munoz Marin Intl (SJU)
Search flight deals

  • When did momondo last update prices for flights from Cleveland Hopkins Intl Airport to Caribbean Islands?

    Prices for flights from Cleveland Hopkins Intl Airport to Caribbean Islands are updated daily.

  • How many operators does momondo search for flights from Cleveland Hopkins Intl Airport to Caribbean Islands?

  • How old do you have to be to fly from Cleveland Hopkins Intl Airport to Caribbean Islands?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Caribbean Islands.

  • What documentation or ID do you need to fly to Caribbean Islands?

    The required travel and health documents for your Caribbean Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Cleveland to Caribbean Islands?

Best airlines flying from Cleveland to Caribbean Islands

Compare and see reviews for airlines that fly from Cleveland to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $118Free CancellationRating
6.3
8,023 reviews
Search Spirit Airlines flights
FrontierPriceFrom $146Free CancellationRating
5.8
3,173 reviews
Search Frontier flights
DeltaPriceFrom $170Free CancellationRating
7.9
7,961 reviews
Search Delta flights
JetBluePriceFrom $178Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
American AirlinesPriceFrom $215Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $240Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
SouthwestPriceFrom $294Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Why use momondo?

Why should I use momondo to find a flight deal from Cleveland to Caribbean 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 Caribbean Islands for you.

Can I find flights from Cleveland to Caribbean Islands with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Caribbean Islands from Cleveland with this policy.

How can momondo help me find flights from Cleveland to Caribbean 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 Caribbean Islands from Cleveland.

I’m not ready to book a flight from Cleveland to Caribbean Islands right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Cleveland to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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