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$78+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
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 January 21, 2025.

Round-trip from

$168
(FlightHub)

One-way from

$78
(eDestinos)
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 January 21, 2025.

This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/88:20 pmCLE - SJU
1 stop12h 01mSpirit Airlines
Tue 2/118:40 pmSJU - CLE
1 stop19h 49mSpirit Airlines
Deal found 1/20$168
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/56:37 pmCLE - SJU
Nonstop4h 22mFrontier
Sat 3/86:05 amSJU - CLE
Nonstop5h 04mFrontier
Deal found 1/20$169
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/119:59 pmCLE - SJU
1 stop10h 50mMultiple Airlines
Thu 2/209:34 pmSJU - CLE
1 stop18h 55mMultiple Airlines
Deal found 1/20$173
This Booking.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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/69:17 pmCLE - SXM
1 stop18h 58mFrontier
Fri 3/146:35 pmSXM - CLE
1 stop15h 31mFrontier
Deal found 1/20$187
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/410:57 amCLE - SJU
2 stops10h 25mUnited Airlines
Tue 2/42:05 amSJU - CLE
2 stops12h 08mUnited Airlines
Deal found 1/20$220
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/276:37 amCLE - SJU
2 stops9h 53mAmerican Airlines
Thu 1/308:05 amSJU - CLE
1 stop17h 28mAmerican Airlines
Deal found 1/20$229
This FlightHub 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 FlightHub 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 1/20$281
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/47:00 amCLE - SJU
1 stop7h 55mJetBlue
Tue 3/1112:59 amSJU - CLE
1 stop9h 36mJetBlue
Deal found 1/20$290
This CheapOair 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/174:57 pmCLE - MBJ
1 stop20h 46mSpirit Airlines
Thu 2/202:48 pmMBJ - CLE
1 stop24h 41mSpirit Airlines
Deal found 1/20$294
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/57:05 amCLE - SJU
1 stop8h 51mDelta
Thu 3/131:16 pmSJU - CLE
1 stop9h 23mDelta
Deal found 1/20$325
This Kiwi.com deal was found by Cheapflights users on 1/19. 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 1/268:20 pmCLE - MBJ
1 stop15h 50mMultiple Airlines
Thu 1/301:16 pmMBJ - CLE
2 stops23h 36mMultiple Airlines
Deal found 1/19$352
This Kiwi.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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/188:38 pmCLE - NAS
1 stop14h 22mMultiple Airlines
Tue 3/257:45 amNAS - CLE
1 stop11h 48mMultiple Airlines
Deal found 1/20$364

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 January 21, 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

Wed 3/5

6:37 pm-11:59 pm

Nonstop4h 22m

San Juan Luis Munoz Marin Intl

Sat 3/8

6:05 am-10:09 am

Nonstop5h 04m

$169

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Thu 3/6

9:17 pm-5:15 pm

1 stop18h 58m

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 2/8

8:20 pm-9:21 am

1 stop12h 01m

San Juan Luis Munoz Marin Intl

Tue 2/11

8:45 am-3:29 pm

3 stops31h 44m

$200

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 2/4

10:57 am-10:22 pm

2 stops10h 25m

San Juan Luis Munoz Marin Intl

Tue 2/4

2:05 am-1:13 pm

2 stops12h 08m

$220

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 2/3

10:43 am-9:38 pm

2 stops9h 55m

San Juan Luis Munoz Marin Intl

Fri 2/7

6:00 am-3:49 pm

1 stop10h 49m

$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

ClevelandMontego Bay

CLE - MBJ

CLEMBJ

Cleveland Hopkins Intl

Mon 2/17

4:57 pm-1:43 pm

1 stop20h 46m

Montego Bay Sangster Intl

Thu 2/20

2:48 pm-3:29 pm

1 stop24h 41m

$294

ClevelandNassau

CLE - NAS

CLENAS

Cleveland Hopkins Intl

Tue 2/18

6:55 am-7:15 pm

1 stop12h 20m

Nassau Intl

Tue 2/25

4:00 pm-11:40 pm

1 stop7h 40m

$357

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 $378). 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 January 21, 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 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 January 21, 2025.
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
9,696 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
8,521 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
1,661 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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
3,201 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Comfort

8.1

Crew

8.7

Entertainment

7.7

Boarding

8.2

Overall

8.1

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 $78 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $86 and American Airlines from $115 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 - Oranjestad Reina Beatrix, 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 $290, our data indicates the cheapest price to be $109. The most popular route (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), is priced around $126.

  • 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 $378). 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$113Average$347FlexibilityNo cancel feeOn-time65%
FrontierCheapest$139Average$399FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$207Average$577FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$260Average$594FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$292Average$577FlexibilityNo cancel feeOn-time71%
DeltaCheapest$310Average$534FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$342Average$612FlexibilityNo cancel feeOn-time63%
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