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Caribbean Islands

$68+ Cheap flights from Cleveland (CLE) to Caribbean Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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Cheap flight deals from Cleveland to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 22, 2025.

Round-trip from

$168
(FlightHub)

One-way from

$68
(Cheapflightsfares)
From Cleveland Hopkins Intl to Caribbean Islands
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One-way flight from Cleveland Hopkins Intl to Caribbean Islands
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Find flight deals from Cleveland to Caribbean Islands

Cheapest flights from Cleveland to Caribbean Islands
Explore the most affordable flight options available from Cleveland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This Frontier deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/109:59 pmCLE - SJU
1 stop12h 31mFrontier
Fri 2/285:55 amSJU - CLE
Nonstop5h 05mFrontier
Deal found 1/22$169
This FlightHub deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/79:13 pmCLE - SJU
1 stop11h 24mMultiple Airlines
Fri 2/149:34 pmSJU - CLE
1 stop18h 55mMultiple Airlines
Deal found 1/21$171
This Booking.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/67:48 pmCLE - SXM
1 stop20h 27mFrontier
Fri 3/146:35 pmSXM - CLE
1 stop15h 31mFrontier
Deal found 1/22$187
This FlightHub deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/18:20 pmCLE - SJU
1 stop12h 01mSpirit Airlines
Fri 2/710:09 pmSJU - CLE
1 stop22h 06mSpirit Airlines
Deal found 1/22$195
This United Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/510:57 amCLE - SJU
2 stops12h 39mUnited Airlines
Fri 2/72:05 amSJU - CLE
1 stop7h 07mUnited Airlines
Deal found 1/22$225
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/111:51 pmCLE - SJU
2 stops8h 59mAmerican Airlines
Wed 3/127:00 amSJU - CLE
2 stops10h 02mAmerican Airlines
Deal found 1/22$234
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/239:30 pmCLE - SXM
1 stop18h 39mMultiple Airlines
Mon 3/33:25 pmSXM - CLE
1 stop25h 04mMultiple Airlines
Deal found 1/22$281
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/55:50 pmCLE - AUA
1 stop20h 55mSpirit Airlines
Tue 3/113:50 pmAUA - CLE
1 stop25h 05mSpirit Airlines
Deal found 1/22$295
This Kiwi.com deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/236:21 pmCLE - MBJ
1 stop19h 22mMultiple Airlines
Wed 2/262:48 pmMBJ - CLE
1 stop10h 42mMultiple Airlines
Deal found 1/21$297
This CheapOair deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/184:57 pmCLE - MBJ
1 stop20h 46mSpirit Airlines
Tue 2/252:48 pmMBJ - CLE
1 stop24h 41mSpirit Airlines
Deal found 1/22$306
This Trip.com deal was found by Cheapflights users on 1/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/186:55 amCLE - NAS
1 stop12h 20mMultiple Airlines
Tue 2/254:00 pmNAS - CLE
1 stop7h 40mMultiple Airlines
Deal found 1/20$357
This Kiwi.com deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/235:30 amCLE - AUA
1 stop9h 10mMultiple Airlines
Sat 3/14:47 pmAUA - CLE
1 stop8h 40mMultiple Airlines
Deal found 1/22$367

Find flights from Cleveland to Caribbean Islands within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 2/8

3:26 pm-11:57 pm

1 stop7h 31m

San Juan Luis Munoz Marin Intl

Tue 2/11

8:40 pm-3:29 pm

1 stop19h 49m

$168

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 2/10

9:59 pm-11:30 am

1 stop12h 31m

San Juan Luis Munoz Marin Intl

Fri 2/28

5:55 am-10:00 am

Nonstop5h 05m

$169

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Thu 3/6

7:48 pm-5:15 pm

1 stop20h 27m

Simpson Bay Princess Juliana

Fri 3/14

6:35 pm-10:06 am

1 stop15h 31m

$187

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 2/1

8:20 pm-9:21 am

1 stop12h 01m

San Juan Luis Munoz Marin Intl

Fri 2/7

10:09 pm-7:15 pm

1 stop22h 06m

$195

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 2/4

7:00 am-2:40 pm

1 stop6h 40m

San Juan Luis Munoz Marin Intl

Tue 2/4

2:05 am-10:06 am

1 stop9h 01m

$220

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 2/3

6:37 am-3:45 pm

2 stops8h 08m

San Juan Luis Munoz Marin Intl

Fri 2/7

6:15 am-3:49 pm

2 stops10h 34m

$229

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Sun 2/23

9:30 pm-5:09 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Mon 3/3

3:25 pm-3:29 pm

1 stop25h 04m

$281

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 3/4

7:00 am-3:55 pm

1 stop7h 55m

San Juan Luis Munoz Marin Intl

Mon 3/10

12:59 am-10:35 am

1 stop9h 36m

$290

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Wed 3/5

5:50 pm-3:45 pm

1 stop20h 55m

Oranjestad Reina Beatrix

Tue 3/11

3:50 pm-4:55 pm

1 stop25h 05m

$295

ClevelandMontego Bay

CLE - MBJ

CLEMBJ

Cleveland Hopkins Intl

Sun 2/23

6:21 pm-1:43 pm

1 stop19h 22m

Montego Bay Sangster Intl

Wed 2/26

2:48 pm-1:30 am

1 stop10h 42m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 60 results
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Best time to book a flight from Cleveland to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Cleveland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Cleveland to Caribbean Islands

Get recent, data-driven insights about flights from Cleveland to Caribbean Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Cleveland to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean Islands (average of $254). Flying from Cleveland to Caribbean Islands in March is currently the most expensive (average of $375). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CLE to EPX?

Find hourly flight availability from Cleveland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cleveland to Caribbean Islands as you normally would.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean Islands. Reviews last updated January 22, 2025.
Get a feel of what it's like to fly with Frontier, Spirit Airlines and United Airlines from Cleveland to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,654 reviews
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,707 reviews
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,514 reviews
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,659 reviews
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,190 reviews
Southwest
8.1
Very good
4,654 reviews

Crew

8.7

Entertainment

7.7

Comfort

8.1

Boarding

8.2

Overall

8.1

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Caribbean Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Cleveland to Caribbean Islands?

    For a flight from Cleveland to Caribbean Islands, you will be flying from Hopkins Intl. Cleveland Hopkins Intl (CLE) is just 10.1 mi from the center of the city.

  • What are the cheapest airlines to fly from Cleveland to Caribbean Islands one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $68. Users have also found prices from $75 and $113 on Frontier and United Airlines, respectively.

  • What are the most popular routes from Cleveland to Caribbean Islands?

    While some choose either Cleveland Hopkins Intl - Punta Cana or Cleveland Hopkins Intl - Oranjestad Reina Beatrix, Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl is the most popular route from Cleveland to Caribbean Islands.

  • What are the cheapest flights from Cleveland to Caribbean Islands?

    While on average a flight from Cleveland to Caribbean Islands is generally $243, our data shows the cheapest flight currently is $67. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $129 for that flight.

  • Can I find deals for flights from Cleveland to Caribbean Islands that include hotel bookings?

    Yes. In addition to deals on Cleveland to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Cleveland to Caribbean Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Caribbean Islands.

  • Can I find deals for business class flights from Cleveland to Caribbean Islands?

    Yes. Cheapflights offers flight deals from Cleveland to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Cleveland to Caribbean Islands?

    Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean Islands (average of $254). Flying from Cleveland to Caribbean Islands in March is currently the most expensive (average of $375). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Cleveland to Caribbean Islands

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Top 7 airlines flying from Cleveland to Caribbean Islands

Discover the top 7 airlines that operate flights from Cleveland to Caribbean Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$113Average$350FlexibilityNo cancel feeOn-time65%
FrontierCheapest$138Average$398FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$207Average$586FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$261Average$623FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$292Average$579FlexibilityNo cancel feeOn-time71%
DeltaCheapest$309Average$530FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$342Average$615FlexibilityNo cancel feeOn-time63%
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