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Cheap flights from Cleveland to Caribbean 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 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

Cheap round-trip flights

Southwest Logo
2:45 pm - 11:45 pmCLE-SJU
9h 00m1 stop
Southwest Logo
5:55 pm - 12:05 amSJU-CLE
7h 10m1 stop
$225Southwest
Find Deal
Sat, Oct 25 - Sun, Nov 2
American Airlines Logo
12:48 pm - 11:05 pmCLE-SJU
10h 17m1 stop
American Airlines Logo
7:10 am - 7:14 pmSJU-CLE
12h 04m2 stops
$231American Airlines
Find Deal
Sat, Oct 25 - Sat, Nov 1
Frontier Logo
7:39 pm - 2:28 pmCLE-SJU
18h 49m1 stop
Frontier Logo
3:31 pm - 12:22 pmSJU-CLE
20h 51m1 stop
$235Frontier
Find Deal
Fri, Oct 24 - Thu, Oct 30
Frontier Logo
7:19 pm - 2:11 pmCLE-SJU
18h 52m1 stop
Frontier Logo
3:14 pm - 11:04 amSJU-CLE
19h 50m1 stop
$241Frontier
Find Deal
Sat, Oct 4 - Fri, Oct 10
Delta Logo
12:00 pm - 11:58 pmCLE-SJU
10h 58m1 stop
Delta Logo
7:30 am - 3:43 pmSJU-CLE
9h 13m1 stop
$245Delta
Find Deal
Fri, Jan 30 - Sat, Feb 14
United Airlines Logo
6:00 am - 12:34 pmCLE-SJU
6h 34m1 stop
United Airlines Logo
1:05 am - 3:17 pmSJU-CLE
14h 12m2 stops
$248United Airlines
Find Deal
Sun, Sep 28 - Tue, Sep 30
United Airlines Logo
6:00 am - 12:34 pmCLE-SJU
6h 34m1 stop
United Airlines Logo
1:05 am - 1:14 pmSJU-CLE
12h 09m2 stops
$253United Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 22
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
$263Spirit Airlines
Find Deal
Thu, Oct 23 - Mon, Oct 27
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
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Fri, Oct 17 - Tue, Oct 28
Spirit Airlines Logo
4:45 pm - 9:56 amCLE-STT
17h 11m1 stop
Spirit Airlines Logo
11:01 am - 6:51 pmSTT-CLE
7h 50m1 stop
$268Spirit Airlines
Find Deal
Sat, Oct 4 - Fri, Oct 10

Frontier flights from Cleveland to Caribbean

Our best Frontier deals on Cleveland to Caribbean flight tickets
Frontier
Oct 24
CLE7:39 pmCleveland Hopkins Intl
18h 49m
1 stop
SJU2:28 pmSan Juan Luis Munoz Marin Intl
Oct 30
SJU3:31 pmSan Juan Luis Munoz Marin Intl
20h 51m
1 stop
CLE12:22 pmCleveland Hopkins Intl
$235
Find similar
Frontier
Oct 4
CLE7:19 pmCleveland Hopkins Intl
18h 52m
1 stop
SJU2:11 pmSan Juan Luis Munoz Marin Intl
Oct 10
SJU3:14 pmSan Juan Luis Munoz Marin Intl
19h 50m
1 stop
CLE11:04 amCleveland Hopkins Intl
$241
Find similar
Frontier
Oct 26
CLE5:45 amCleveland Hopkins Intl
8h 24m
1 stop
SJU2:09 pmSan Juan Luis Munoz Marin Intl
Nov 3
SJU4:24 pmSan Juan Luis Munoz Marin Intl
9h 30m
1 stop
CLE12:54 amCleveland Hopkins Intl
$246
Find similar

Delta flights from Cleveland to Caribbean

Our best Delta deals on Cleveland to Caribbean flight tickets
Delta
Sep 24
CLE1:51 pmCleveland Hopkins Intl
8h 09m
1 stop
SJU10:00 pmSan Juan Luis Munoz Marin Intl
Sep 27
SJU7:00 amSan Juan Luis Munoz Marin Intl
11h 00m
1 stop
CLE6:00 pmCleveland Hopkins Intl
$225
Find similar
Delta
Jan 30
CLE12:00 pmCleveland Hopkins Intl
10h 58m
1 stop
SJU11:58 pmSan Juan Luis Munoz Marin Intl
Feb 14
SJU7:30 amSan Juan Luis Munoz Marin Intl
9h 13m
1 stop
CLE3:43 pmCleveland Hopkins Intl
$245
Find similar
Delta
Oct 17
CLE5:20 amCleveland Hopkins Intl
7h 52m
1 stop
SJU1:12 pmSan Juan Luis Munoz Marin Intl
Oct 28
SJU1:06 pmSan Juan Luis Munoz Marin Intl
9h 58m
1 stop
CLE11:04 pmCleveland Hopkins Intl
$265
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Cleveland to Caribbean 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 16, 2025.
Use the filters below to find and compare flights from Cleveland to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/25

2:45 pm-11:45 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

Sun 11/2

5:55 pm-12:05 am

1 stop7h 10m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/25

12:48 pm-11:05 pm

1 stop10h 17m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:10 am-7:14 pm

2 stops12h 04m

$231

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/24

7:39 pm-2:28 pm

1 stop18h 49m

San Juan Luis Munoz Marin Intl

Thu 10/30

3:31 pm-12:22 pm

1 stop20h 51m

$235

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/4

7:19 pm-2:11 pm

1 stop18h 52m

San Juan Luis Munoz Marin Intl

Fri 10/10

3:14 pm-11:04 am

1 stop19h 50m

$241

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 1/30

12:00 pm-11:58 pm

1 stop10h 58m

San Juan Luis Munoz Marin Intl

Sat 2/14

7:30 am-3:43 pm

1 stop9h 13m

$245

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 9/28

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Tue 9/30

1:05 am-3:17 pm

2 stops14h 12m

$248

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 10/14

6:00 am-12:34 pm

1 stop6h 34m

San Juan Luis Munoz Marin Intl

Wed 10/22

1:05 am-1:14 pm

2 stops12h 09m

$253

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

$263

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

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

Sat 10/4

4:45 pm-9:56 am

1 stop17h 11m

Saint Thomas Island Cyril E King

Fri 10/10

11:01 am-6:51 pm

1 stop7h 50m

$268

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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How to get the cheapest flight ticket from Cleveland to Caribbean

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?

In general, May is the cheapest month to fly from Cleveland to Caribbean. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $266. If you don’t want to visit Caribbean in May, then you should wait until June to fly from Cleveland, when ticket prices are also cheap, with an average price of $278.

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

The cheapest day to depart from Cleveland to Caribbean is on a Tuesday when prices can be found 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.

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

In the evening is the cheapest time of day to fly from Cleveland to Caribbean when you can find flight prices for as low as $256. Flying to Caribbean in the evening is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $348.

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

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

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

You are more likely to see cheaper flights to Caribbean from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Caribbean 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 from Cleveland for as low as $261 on momondo.

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

There is only 1 cabin class available to choose from on Cleveland Hopkins Intl to Caribbean 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 flights?

You could potentially save up to 7% on your flight if you consider stops on a Cleveland to Caribbean flight.

Cheap Cleveland to Caribbean flight deals and tips

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

Best Price Found

$185

Fastest flight time

3h 59m

Direct flights

Every day

Airports in Caribbean

2 airports
The best one-way flight to Caribbean from Cleveland in the past 72 hours is $185. The best round-trip flight deal from Cleveland to Caribbean found on momondo in the last 72 hours is $345.
The fastest flight from Cleveland to Caribbean takes 3h 59m
Direct flights go from Cleveland to Caribbean every day.
There are 2 airports near Caribbean: 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?

    Prices for flights from Cleveland Hopkins Intl Airport to Caribbean were last updated today.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Cleveland Hopkins Intl Airport to Caribbean.

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

    The required travel and health documents for your Caribbean 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. 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?

Best airlines flying from Cleveland to Caribbean

Compare and see reviews for airlines that fly from Cleveland to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $118Free CancellationRating
6.3
8,019 reviews
Search Spirit Airlines flights
FrontierPriceFrom $146Free CancellationRating
5.8
3,174 reviews
Search Frontier flights
DeltaPriceFrom $170Free CancellationRating
7.9
7,957 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
8,924 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?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Cleveland to Caribbean. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Caribbean from Cleveland which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Cleveland to Caribbean?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Cleveland to Caribbean.

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

Yes. momondo can track prices for Cleveland to Caribbean 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 Caribbean

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Popular flights according to clicks in the last 7 days on momondo
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