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Cheap flights from Cleveland to Caribbean from $88

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 10/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

American Airlines Logo
12:48 pm - 11:59 pmCLE-SJU
11h 11m1 stop
American Airlines Logo
1:50 pm - 12:15 amSJU-CLE
10h 25m1 stop
$175American Airlines
Find Deal
vie., oct. 24 - mar., oct. 28
United Airlines Logo
7:00 am - 1:45 pmCLE-SJU
6h 45m1 stop
United Airlines Logo
1:05 am - 9:23 amSJU-CLE
8h 18m1 stop
$187United Airlines
Find Deal
dom., sep. 7 - jue., sep. 11
Delta Logo
5:20 am - 12:52 pmCLE-SJU
7h 32m1 stop
Delta Logo
1:10 pm - 11:05 pmSJU-CLE
9h 55m1 stop
$205Delta
Find Deal
lun., oct. 20 - sáb., oct. 25
Delta Logo
5:30 am - 12:59 pmCLE-SJU
7h 29m1 stop
Delta Logo
7:15 am - 5:18 pmSJU-CLE
10h 03m1 stop
$215Delta
Find Deal
sáb., oct. 4 - sáb., oct. 11
Spirit Airlines Logo
4:45 pm - 9:44 amCLE-STT
16h 59m1 stop
Spirit Airlines Logo
10:49 am - 6:56 pmSTT-CLE
8h 07m1 stop
$232Spirit Airlines
Find Deal
sáb., sep. 13 - jue., sep. 18
Spirit Airlines Logo
4:45 pm - 11:04 amCLE-SJU
18h 19m1 stop
Spirit Airlines Logo
1:59 am - 3:50 pmSJU-CLE
13h 51m2 stops
$233Spirit Airlines
Find Deal
sáb., sep. 20 - vie., sep. 26
Frontier Logo
11:37 am - 4:07 pmCLE-SJU
4h 30mnonstop
Frontier Logo
6:00 am - 10:37 amSJU-CLE
4h 37mnonstop
$242Frontier
Find Deal
lun., ago. 11 - vie., ago. 15
Southwest Logo
2:45 pm - 11:45 pmCLE-SJU
9h 00m1 stop
Southwest Logo
4:05 pm - 9:55 pmSJU-CLE
6h 50m1 stop
$247Southwest
Find Deal
sáb., nov. 1 - sáb., nov. 8
Frontier Logo
11:37 am - 4:07 pmCLE-SJU
4h 30mnonstop
Frontier Logo
6:00 am - 10:37 amSJU-CLE
4h 37mnonstop
$251Frontier
Find Deal
lun., ago. 11 - vie., ago. 15
Southwest Logo
11:40 am - 10:30 pmCLE-SJU
10h 50m1 stop
Southwest Logo
1:35 pm - 10:10 pmSJU-CLE
8h 35m2 stops
$284Southwest
Find Deal
mar., ago. 26 - mié., sep. 10

United Airlines flights from Cleveland to Caribbean

Our best United Airlines deals on Cleveland to Caribbean flight tickets
United Airlines
Sep 7
CLE7:00 amCleveland Hopkins Intl
6h 45m
1 stop
SJU1:45 pmSan Juan Luis Munoz Marin Intl
Sep 11
SJU1:05 amSan Juan Luis Munoz Marin Intl
8h 18m
1 stop
CLE9:23 amCleveland Hopkins Intl
$187
Find similar
United Airlines
Sep 20
CLE6:00 amCleveland Hopkins Intl
8h 44m
1 stop
SJU2:44 pmSan Juan Luis Munoz Marin Intl
Sep 26
SJU1:05 amSan Juan Luis Munoz Marin Intl
12h 14m
2 stops
CLE1:19 pmCleveland Hopkins Intl
$252
Find similar
United Airlines
Oct 4
CLE11:15 amCleveland Hopkins Intl
12h 42m
2 stops
SJU11:57 pmSan Juan Luis Munoz Marin Intl
Oct 11
SJU3:56 pmSan Juan Luis Munoz Marin Intl
8h 02m
1 stop
CLE11:58 pmCleveland Hopkins Intl
$265
Find similar

Frontier flights from Cleveland to Caribbean

Our best Frontier deals on Cleveland to Caribbean flight tickets
Frontier
Aug 7
CLE11:37 amCleveland Hopkins Intl
28h 52m
1 stop
STT4:29 pmSaint Thomas Island Cyril E King
Aug 11
STT5:14 pmSaint Thomas Island Cyril E King
25h 09m
1 stop
CLE6:23 pmCleveland Hopkins Intl
$191
Find similar
Frontier
Aug 11
CLE11:37 amCleveland Hopkins Intl
4h 30m
SJU4:07 pmSan Juan Luis Munoz Marin Intl
Aug 15
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 37m
CLE10:37 amCleveland Hopkins Intl
$242
Find similar
Frontier
Aug 11
CLE11:37 amCleveland Hopkins Intl
4h 30m
SJU4:07 pmSan Juan Luis Munoz Marin Intl
Aug 15
SJU6:00 amSan Juan Luis Munoz Marin Intl
4h 37m
CLE10:37 amCleveland Hopkins Intl
$251
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 julio 31, 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

vie. 10/24

12:48 pm-11:59 pm

1 stop11h 11m

San Juan Luis Munoz Marin Intl

mar. 10/28

1:50 pm-12:15 am

1 stop10h 25m

$175

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

dom. 9/7

7:00 am-1:45 pm

1 stop6h 45m

San Juan Luis Munoz Marin Intl

jue. 9/11

1:05 am-9:23 am

1 stop8h 18m

$187

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

lun. 10/20

5:20 am-12:52 pm

1 stop7h 32m

San Juan Luis Munoz Marin Intl

sáb. 10/25

1:10 pm-11:05 pm

1 stop9h 55m

$205

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

sáb. 10/4

5:30 am-12:59 pm

1 stop7h 29m

San Juan Luis Munoz Marin Intl

sáb. 10/11

7:15 am-5:18 pm

1 stop10h 03m

$215

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

sáb. 9/13

4:45 pm-9:44 am

1 stop16h 59m

Saint Thomas Island Cyril E King

jue. 9/18

10:49 am-6:56 pm

1 stop8h 07m

$232

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

sáb. 9/20

4:45 pm-11:04 am

1 stop18h 19m

San Juan Luis Munoz Marin Intl

vie. 9/26

1:59 am-3:50 pm

2 stops13h 51m

$233

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

lun. 8/11

11:37 am-4:07 pm

Nonstop4h 30m

San Juan Luis Munoz Marin Intl

vie. 8/15

6:00 am-10:37 am

Nonstop4h 37m

$242

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

sáb. 11/1

2:45 pm-11:45 pm

1 stop9h 00m

San Juan Luis Munoz Marin Intl

sáb. 11/8

4:05 pm-9:55 pm

1 stop6h 50m

$247

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

lun. 8/11

11:37 am-4:07 pm

Nonstop4h 30m

San Juan Luis Munoz Marin Intl

vie. 8/15

6:00 am-10:37 am

Nonstop4h 37m

$251

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

mar. 8/26

11:40 am-10:30 pm

1 stop10h 50m

San Juan Luis Munoz Marin Intl

mié. 9/10

1:35 pm-10:10 pm

2 stops8h 35m

$284

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 $267. 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 $277.

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 $227. If your travel schedule is flexible, try to avoid departing on a Saturday because tickets tend to average around $317. 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 $313 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 $254 on momondo.

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

There are 1 cabin classes 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

$88

Fastest flight time

4h 24m

Direct flights

Every day

Airports in Caribbean

9 airports
The best one-way flight to Caribbean from Cleveland in the past 72 hours is $88. The best round-trip flight deal from Cleveland to Caribbean found on momondo in the last 72 hours is $175.
The fastest flight from Cleveland to Caribbean takes 4h 24m
Direct flights go from Cleveland to Caribbean every day.
There are 9 airports near Caribbean: Nassau Intl (NAS), Saint Thomas Island Cyril E King (STT), Montego Bay Sangster Intl (MBJ), Punta Cana (PUJ), Christiansted Henry Rohlsen (STX), Providenciales (PLS), Simpson Bay Princess Juliana (SXM), Oranjestad Reina Beatrix (AUA), San Juan Luis Munoz Marin Intl (SJU)
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  • 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
8,048 reviews
Search Spirit Airlines flights
FrontierPriceFrom $145Free CancellationRating
5.9
3,239 reviews
Search Frontier flights
DeltaPriceFrom $181Free CancellationRating
8.0
7,981 reviews
Search Delta flights
JetBluePriceFrom $203Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
United AirlinesPriceFrom $241Free CancellationRating
7.4
8,900 reviews
Search United Airlines flights
American AirlinesPriceFrom $289Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $319Free CancellationRating
8.0
4,246 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

Popular cities in Caribbean

Popular flights according to clicks in the last 7 days on momondo
Flights to San Juanfrom $105
Flights to Punta Canafrom $195
Flights to Santo Domingofrom $197
Flights to Montego Bayfrom $212
Flights to Oranjestadfrom $280
Flights to Nassaufrom $266
Flights to Saint Thomas Islandfrom $152
Flights to Kingstonfrom $248
Flights to Port of Spainfrom $269
Flights to Simpson Bayfrom $237
Flights to Willemstadfrom $262
Flights to Santiago de los Caballerosfrom $207