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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 11/17. 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

Enter your travel dates to find the best prices.
United Airlines Logo
12:33 pm - 12:36 amCLE-SJU
11h 03m2 stops
United Airlines Logo
8:10 am - 3:14 pmSJU-CLE
8h 04m1 stop
$256United Airlines
Find Deal
Sat, Dec 6 - Thu, Dec 11
Frontier Logo
4:53 pm - 2:50 amCLE-SJU
8h 57m1 stop
Frontier Logo
8:00 am - 11:05 pmSJU-CLE
16h 05m1 stop
$257Frontier
Find Deal
Wed, Jan 7 - Thu, Jan 15
American Airlines Logo
10:28 am - 10:09 pmCLE-SJU
10h 41m2 stops
American Airlines Logo
2:36 pm - 11:49 pmSJU-CLE
10h 13m2 stops
$271American Airlines
Find Deal
Tue, Dec 9 - Fri, Dec 12
Delta Logo
11:48 am - 11:13 pmCLE-SJU
10h 25m1 stop
Delta Logo
2:10 pm - 11:00 pmSJU-CLE
9h 50m1 stop
$292Delta
Find Deal
Tue, Nov 11 - Tue, Nov 18
Spirit Airlines Logo
12:15 pm - 3:45 pmCLE-AUA
26h 30m1 stop
Spirit Airlines Logo
4:50 pm - 11:20 amAUA-CLE
19h 30m1 stop
$294Spirit Airlines
Find Deal
Mon, Feb 2 - Tue, Feb 10
Spirit Airlines Logo
5:45 am - 1:00 pmCLE-STT
6h 15m1 stop
Spirit Airlines Logo
2:00 pm - 8:12 pmSTT-CLE
7h 12m1 stop
$303Spirit Airlines
Find Deal
Sun, Nov 16 - Thu, Nov 20
Delta Logo
7:05 am - 3:20 pmCLE-AUA
7h 15m1 stop
Delta Logo
1:35 pm - 9:34 pmAUA-CLE
8h 59m1 stop
$322Delta
Find Deal
Thu, Jan 29 - Thu, Feb 5
American Airlines Logo
6:00 am - 1:59 pmCLE-AUA
6h 59m1 stop
American Airlines Logo
5:59 pm - 5:36 pmAUA-CLE
24h 37m1 stop
$330American Airlines
Find Deal
Tue, Feb 3 - Tue, Feb 10
Southwest Logo
2:45 pm - 12:00 pmCLE-MBJ
21h 15m2 stops
Southwest Logo
3:10 pm - 10:20 pmMBJ-CLE
7h 10m1 stop
$546Southwest
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Tue, Dec 16 - Tue, Feb 10
Southwest Logo
1:20 pm - 1:00 pmCLE-NAS
23h 40m2 stops
Southwest Logo
2:20 pm - 11:00 pmNAS-CLE
8h 40m2 stops
$608Southwest
Find Deal
Wed, Feb 11 - Sat, Feb 14

Frontier flights from Cleveland to Caribbean Islands

Our best Frontier deals on Cleveland to Caribbean Islands flight tickets
Frontier
Jan 7
CLE4:53 pmCleveland Hopkins Intl
8h 57m
1 stop
SJU2:50 amSan Juan Luis Munoz Marin Intl
Jan 15
SJU8:00 amSan Juan Luis Munoz Marin Intl
16h 05m
1 stop
CLE11:05 pmCleveland Hopkins Intl
$257
Find similar
Frontier
Nov 17
CLE7:20 amCleveland Hopkins Intl
19h 13m
2 stops
SJU3:33 amSan Juan Luis Munoz Marin Intl
Nov 24
SJU9:30 pmSan Juan Luis Munoz Marin Intl
26h 00m
1 stop
CLE10:30 pmCleveland Hopkins Intl
$258
Find similar
Frontier
Jan 4
CLE7:59 pmCleveland Hopkins Intl
4h 25m
SJU1:24 amSan Juan Luis Munoz Marin Intl
Jan 16
SJU6:30 amSan Juan Luis Munoz Marin Intl
8h 20m
1 stop
CLE1:50 pmCleveland Hopkins Intl
$262
Find similar

United Airlines flights from Cleveland to Caribbean Islands

Our best United Airlines deals on Cleveland to Caribbean Islands flight tickets
United Airlines
Dec 6
CLE12:33 pmCleveland Hopkins Intl
11h 03m
2 stops
SJU12:36 amSan Juan Luis Munoz Marin Intl
Dec 11
SJU8:10 amSan Juan Luis Munoz Marin Intl
8h 04m
1 stop
CLE3:14 pmCleveland Hopkins Intl
$256
Find similar
United Airlines
Nov 15
CLE6:03 amCleveland Hopkins Intl
9h 33m
1 stop
SJU4:36 pmSan Juan Luis Munoz Marin Intl
Nov 21
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 32m
1 stop
CLE9:37 amCleveland Hopkins Intl
$259
Find similar
United Airlines
Nov 15
CLE11:00 amCleveland Hopkins Intl
10h 22m
2 stops
SJU10:22 pmSan Juan Luis Munoz Marin Intl
Nov 16
SJU2:05 amSan Juan Luis Munoz Marin Intl
8h 32m
1 stop
CLE9:37 amCleveland Hopkins Intl
$265
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 November 3, 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 12/6

12:33 pm-12:36 am

2 stops11h 03m

San Juan Luis Munoz Marin Intl

Thu 12/11

8:10 am-3:14 pm

1 stop8h 04m

$256

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/7

4:53 pm-2:50 am

1 stop8h 57m

San Juan Luis Munoz Marin Intl

Thu 1/15

8:00 am-11:05 pm

1 stop16h 05m

$257

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 12/9

10:28 am-10:09 pm

2 stops10h 41m

San Juan Luis Munoz Marin Intl

Fri 12/12

2:36 pm-11:49 pm

2 stops10h 13m

$271

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 11/11

11:48 am-11:13 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:10 pm-11:00 pm

1 stop9h 50m

$292

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Mon 2/2

12:15 pm-3:45 pm

1 stop26h 30m

Oranjestad Reina Beatrix

Tue 2/10

4:50 pm-11:20 am

1 stop19h 30m

$294

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

Sun 11/16

5:45 am-1:00 pm

1 stop6h 15m

Saint Thomas Island Cyril E King

Thu 11/20

2:00 pm-8:12 pm

1 stop7h 12m

$303

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Thu 1/29

7:05 am-3:20 pm

1 stop7h 15m

Oranjestad Reina Beatrix

Thu 2/5

1:35 pm-9:34 pm

1 stop8h 59m

$322

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Tue 2/3

6:00 am-1:59 pm

1 stop6h 59m

Oranjestad Reina Beatrix

Tue 2/10

5:59 pm-5:36 pm

1 stop24h 37m

$330

ClevelandMontego Bay

CLE - MBJ

CLEMBJ

Cleveland Hopkins Intl

Tue 12/16

2:45 pm-12:00 pm

2 stops21h 15m

Montego Bay Sangster Intl

Tue 2/10

3:10 pm-10:20 pm

1 stop7h 10m

$546

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Wed 2/11

1:20 pm-1:00 pm

2 stops23h 40m

Nassau Intl

Sat 2/14

2:20 pm-11:00 pm

2 stops8h 40m

$608

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 $275.

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 $231. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $321. 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 $257. 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 $319 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 $264 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

4h 12m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Caribbean Islands

2 airports
The fastest flight from Cleveland to Caribbean Islands takes 4h 12m
Direct flights go from Cleveland to Caribbean Islands on Monday, Tuesday, Wednesday, 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
8,114 reviews
Search Spirit Airlines flights
FrontierPriceFrom $150Free CancellationRating
5.8
3,117 reviews
Search Frontier flights
DeltaPriceFrom $168Free CancellationRating
7.9
8,001 reviews
Search Delta flights
JetBluePriceFrom $193Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
American AirlinesPriceFrom $210Free CancellationRating
7.2
11,036 reviews
Search American Airlines flights
United AirlinesPriceFrom $225Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights
SouthwestPriceFrom $267Free CancellationRating
8.0
4,238 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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