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$81+ Cheap flights from Cleveland (CLE) to Caribbean

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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Dec 23 — Dec 301
Mon 12/23
Mon 12/30
1 adult, Economy
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Cheap flight deals from Cleveland to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Caribbean (0CB). 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 December 18, 2024.

Round-trip from

$168
(Frontier)

One-way from

$81
(CheapOair)
From Cleveland Hopkins Intl to Caribbean
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One-way flight from Cleveland Hopkins Intl to Caribbean
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Find flight deals from Cleveland to Caribbean

Cheapest flights from Cleveland to Caribbean
Explore the most affordable flight options available from Cleveland to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2024.

This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Mon 12/3010:00 pmCLE - SJU
1 stop27h 49mFrontier
Sat 2/16:00 amSJU - CLE
1 stop7h 41mFrontier
Deal found 12/16$215
This eDestinos deal was found by Cheapflights users on 12/17. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/185:00 amCLE - SJU
2 stops20h 49mMultiple Airlines
Sun 12/229:22 pmSJU - CLE
1 stop11h 18mMultiple Airlines
Deal found 12/17$447
This Delta deal was found by Cheapflights users on 12/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/206:00 amCLE - STX
1 stop7h 20mDelta
Sun 12/293:21 pmSTX - CLE
1 stop8h 17mDelta
Deal found 12/18$464
This Gotogate deal was found by Cheapflights users on 12/18. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:40 pmCLE - PUJ
1 stop17h 09mFrontier
Tue 12/311:54 pmPUJ - CLE
Nonstop4h 51mFrontier
Deal found 12/18$480
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/256:00 amCLE - SJU
1 stop16h 10mAmerican Airlines
Mon 12/306:25 amSJU - CLE
1 stop15h 00mAmerican Airlines
Deal found 12/17$486
This Cheapflightsfares deal was found by Cheapflights users on 12/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/245:00 amCLE - PUJ
1 stop9h 55mSpirit Airlines
Sun 12/294:50 pmPUJ - CLE
1 stop8h 29mSpirit Airlines
Deal found 12/17$496
This CheapOair deal was found by Cheapflights users on 12/17. 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 12/2412:13 pmCLE - PUJ
Nonstop4h 17mMultiple Airlines
Wed 1/14:50 pmPUJ - CLE
1 stop8h 29mMultiple Airlines
Deal found 12/17$520
This Delta deal was found by Cheapflights users on 12/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/187:15 amCLE - PUJ
1 stop8h 09mDelta
Sat 12/212:40 pmPUJ - CLE
1 stop10h 26mDelta
Deal found 12/17$523
This Delta deal was found by Cheapflights users on 12/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/224:46 pmCLE - SJU
1 stop8h 32mDelta
Sun 12/293:33 pmSJU - CLE
1 stop8h 02mDelta
Deal found 12/18$542
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/249:37 amCLE - PUJ
1 stop25h 03mAmerican Airlines
Tue 12/313:25 pmPUJ - CLE
1 stop7h 54mAmerican Airlines
Deal found 12/18$559
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/208:14 pmCLE - STX
2 stops17h 17mAmerican Airlines
Sun 12/296:20 pmSTX - CLE
1 stop7h 21mAmerican Airlines
Deal found 12/17$564
This CheapOair deal was found by Cheapflights users on 12/18. 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.
Fri 12/205:00 amCLE - STT
1 stop28h 39mSpirit Airlines
Fri 12/2711:44 amSTT - CLE
1 stop13h 35mSpirit Airlines
Deal found 12/18$608

Find flights from Cleveland to Caribbean within your budget

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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 1/12

2:51 pm-12:36 am

1 stop8h 45m

San Juan Luis Munoz Marin Intl

Fri 1/17

10:04 pm-8:51 am

1 stop11h 47m

$168

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 2/19

4:34 pm-10:45 am

1 stop17h 11m

San Juan Luis Munoz Marin Intl

Wed 2/26

9:30 pm-2:32 pm

1 stop18h 02m

$182

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/22

2:47 pm-10:22 pm

1 stop6h 35m

San Juan Luis Munoz Marin Intl

Thu 1/23

2:05 am-8:13 am

1 stop7h 08m

$214

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Thu 2/13

7:02 pm-5:09 pm

1 stop21h 07m

Simpson Bay Princess Juliana

Mon 2/17

6:31 pm-12:06 pm

1 stop18h 35m

$238

ClevelandPunta Cana

CLE - PUJ

CLEPUJ

Cleveland Hopkins Intl

Sun 2/23

9:30 pm-1:14 pm

1 stop14h 44m

Punta Cana

Thu 2/27

2:29 pm-10:00 am

1 stop20h 31m

$240

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 2/20

4:34 pm-10:45 am

1 stop17h 11m

San Juan Luis Munoz Marin Intl

Tue 2/25

3:58 pm-3:29 pm

2 stops24h 31m

$252

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 2/4

11:06 am-10:07 pm

2 stops10h 01m

San Juan Luis Munoz Marin Intl

Sat 2/8

6:15 am-3:49 pm

2 stops10h 34m

$284

ClevelandPunta Cana

CLE - PUJ

CLEPUJ

Cleveland Hopkins Intl

Sat 2/8

8:20 pm-3:45 pm

1 stop18h 25m

Punta Cana

Sun 3/9

1:30 pm-10:10 am

1 stop20h 40m

$299

ClevelandPunta Cana

CLE - PUJ

CLEPUJ

Cleveland Hopkins Intl

Thu 1/30

8:20 pm-3:45 pm

1 stop18h 25m

Punta Cana

Sun 2/2

4:50 pm-7:15 pm

1 stop27h 25m

$329

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/8

7:05 am-4:55 pm

1 stop8h 50m

San Juan Luis Munoz Marin Intl

Thu 1/16

2:00 pm-8:39 pm

1 stop7h 39m

$339

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

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

Have a flexible travel schedule? Discover the best time to fly to Caribbean 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

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

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

Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean (average of $254). Flying from Cleveland to Caribbean in March is currently the most expensive (average of $334). 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 CB?

Find hourly flight availability from Cleveland to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2024.

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

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated December 18, 2024.
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
4,848 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
9,554 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
8,604 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
1,721 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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
3,279 reviews
Southwest
8.1
Very good
4,848 reviews

Crew

8.7

Overall

8.1

Comfort

8.1

Food

7.2

Boarding

8.2

Entertainment

7.7

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. 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?

    Cleveland Hopkins Intl (CLE) is the airport you will fly out of if you book a flight from Cleveland to Caribbean. It is only a 10.1 mi journey to Hopkins Intl (CLE) from Cleveland’s city center.

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

    One-way options have recently been found by users for as low as $81 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $97 and United Airlines from $107 one-way.

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

    While some choose either Cleveland Hopkins Intl - Punta Cana or Cleveland Hopkins Intl - Saint Thomas Island Cyril E King, Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl is the most popular route from Cleveland to Caribbean.

  • What are the cheapest flights from Cleveland to Caribbean?

    Looking for the cheapest flight from Cleveland to Caribbean? While on average our users pay $296, our data indicates the cheapest price to be $96. The most popular route (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), is priced around $144.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean (average of $254). Flying from Cleveland to Caribbean in March is currently the most expensive (average of $334). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Cleveland to Caribbean

Discover the top 7 airlines that operate flights from Cleveland to Caribbean. 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 December 18, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$124Average$340FlexibilityNo cancel feeOn-time65%
FrontierCheapest$141Average$401FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$178Average$593FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$257Average$595FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$526FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$339Average$561FlexibilityNo cancel feeOn-time63%
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