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$113+ Cheap flights from Caribbean to Cleveland (CLE)

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 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheap flight deals from Caribbean to Cleveland

Keep the following information in mind while searching for Caribbean to Cleveland flight deals. Data was last updated September 17, 2025.

Round-trip from

$225
(United Airlines)

One-way from

$113
(Delta)

Popular in

November

Cheapest in

February

Average price

$301

Good one-way deal

$170 or less
From Caribbean to Cleveland Hopkins Intl
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One-way flight from Caribbean to Cleveland Hopkins Intl
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Highest demand for flights based on searches. 9% potential increase in price ($28 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a one-way flight from Caribbean to Cleveland Hopkins Intl.
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Find flight deals from Caribbean to Cleveland

Cheapest flights from Caribbean to Cleveland
Explore the most affordable flight options available from Caribbean to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/251:30 pmSJU - CLE
1 stop8h 30mUnited Airlines
Tue 11/411:00 amCLE - SJU
1 stop9h 00mUnited Airlines
Deal found 9/16$225
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Thu 10/235:30 amSJU - CLE
2 stops9h 21mAmerican Airlines
Sun 10/2612:44 pmCLE - SJU
1 stop11h 15mAmerican Airlines
Deal found 9/17$229
This American Airlines deal was found by Cheapflights users on 9/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/302:35 pmSJU - CLE
2 stops9h 24mAmerican Airlines
Tue 11/46:06 amCLE - SJU
1 stop8h 41mAmerican Airlines
Deal found 9/16$230
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/225:30 amSJU - CLE
2 stops9h 49mAmerican Airlines
Sat 10/258:00 amCLE - SJU
1 stop15h 05mAmerican Airlines
Deal found 9/14$231
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Fri 12/53:59 pmSJU - CLE
1 stop9h 52mFrontier
Wed 12/106:30 amCLE - SJU
1 stop7h 24mFrontier
Deal found 9/16$235
This Delta deal was found by Cheapflights users on 9/17. 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.
Thu 9/2512:58 pmSJU - CLE
1 stop10h 16mDelta
Mon 9/2912:28 pmCLE - SJU
1 stop9h 32mDelta
Deal found 9/17$245
This American Airlines deal was found by Cheapflights users on 9/15. 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.
Sat 9/276:10 amSJU - CLE
2 stops10h 38mAmerican Airlines
Sun 9/285:00 amCLE - SJU
1 stop9h 15mAmerican Airlines
Deal found 9/15$246
This Frontier deal was found by Cheapflights users on 9/15. 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.
Thu 10/169:06 pmSJU - CLE
2 stops13h 41mFrontier
Sun 10/199:30 pmCLE - SJU
2 stops17h 54mFrontier
Deal found 9/15$251
This Frontier deal was found by Cheapflights users on 9/14. 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.
Fri 9/267:15 amSJU - CLE
2 stops13h 09mFrontier
Tue 9/307:03 pmCLE - SJU
2 stops14h 53mFrontier
Deal found 9/14$262
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/259:26 pmSJU - CLE
2 stops19h 32mFrontier
Mon 9/295:53 pmCLE - SJU
2 stops18h 08mFrontier
Deal found 9/16$263
This Southwest deal was found by Cheapflights users on 9/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/264:05 pmSJU - CLE
1 stop7h 05mSouthwest
Wed 10/13:50 pmCLE - SJU
1 stop6h 40mSouthwest
Deal found 9/15$271
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 10/224:02 pmSTX - CLE
1 stop26h 49mSpirit Airlines
Thu 10/309:38 pmCLE - STX
1 stop17h 29mSpirit Airlines
Deal found 9/15$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean to Cleveland 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 September 17, 2025.
Use the filters below to find and compare flights from Caribbean to Cleveland that are best for you.

Fly from

Caribbean

Fly to

Cleveland

Route

Depart

Return

Price

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 9/26

5:50 am-4:50 pm

1 stop11h 00m

Cleveland Hopkins Intl

Tue 9/30

11:35 am-10:30 pm

2 stops10h 55m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 10/24

5:43 pm-12:36 am

1 stop6h 53m

Cleveland Hopkins Intl

Wed 10/29

12:40 pm-9:59 pm

1 stop9h 19m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 9/25

1:05 am-10:23 am

1 stop9h 18m

Cleveland Hopkins Intl

Tue 9/30

6:05 am-3:42 pm

1 stop9h 37m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Sat 10/25

5:25 am-12:17 pm

1 stop6h 52m

Cleveland Hopkins Intl

Tue 11/4

1:14 pm-11:52 pm

2 stops9h 38m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 10/23

1:05 am-10:23 am

1 stop9h 18m

Cleveland Hopkins Intl

Sun 10/26

7:10 am-2:40 pm

1 stop7h 30m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 10/3

12:58 pm-10:10 pm

1 stop9h 12m

Cleveland Hopkins Intl

Mon 10/6

12:10 pm-11:56 pm

1 stop11h 46m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 10/24

1:05 am-9:38 am

1 stop8h 33m

Cleveland Hopkins Intl

Tue 11/4

11:00 am-10:22 pm

2 stops10h 22m

$225

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Thu 10/23

1:50 pm-9:12 pm

1 stop7h 22m

Cleveland Hopkins Intl

Thu 10/30

11:00 am-3:02 pm

1 stop28h 02m

$335

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Thu 10/23

3:57 pm-5:33 pm

2 stops25h 36m

Cleveland Hopkins Intl

Thu 10/30

9:38 pm-3:00 pm

1 stop17h 22m

$357

Santo DomingoCleveland

SDQ - CLE

SDQCLE

Santo Domingo Las Americas

Wed 10/1

5:05 pm-6:56 pm

1 stop25h 51m

Cleveland Hopkins Intl

Sun 10/12

7:56 pm-4:07 pm

1 stop20h 11m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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

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

Cheapflights Insights

Everything you need to know about your flight from Caribbean to Cleveland

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

Currently, April is the cheapest month in which you can book a flight from Caribbean to Cleveland (average of $250). Flying from Caribbean to Cleveland in June is currently the most expensive (average of $290). 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 CB to CLE?

Find hourly flight availability from Caribbean to Cleveland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

When flying from Caribbean to Cleveland, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cleveland

Get insights into the airlines that provide service to Cleveland. 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 Cleveland. Reviews last updated September 17, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Caribbean to Cleveland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,173 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Caribbean to Cleveland. 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 into for flights to Cleveland from Caribbean?

    Most people fly into Cleveland Hopkins Intl (CLE) if they book a flight to Cleveland from Caribbean. Hopkins Intl is conveniently located just 10.1 mi from Cleveland’s city center.

  • How long is the flight from Caribbean to Cleveland?

    For as low as $225, Southwest can have you in Cleveland from Caribbean in 6h 53m. There are 1841 mi between Caribbean and Cleveland. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $113. American Airlines flights start at $113 while deals on Spirit Airlines start at $167 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl, Christiansted Henry Rohlsen - Cleveland Hopkins Intl or Santo Domingo Las Americas - Cleveland Hopkins Intl when deciding on the best route from Caribbean to Cleveland.

  • What are the cheapest flights from Caribbean to Cleveland?

    The cheapest flight price from Caribbean to Cleveland is $144. On average you can expect to pay $176. The most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), can usually be booked for $225.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Caribbean to Cleveland 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 Caribbean to Cleveland?

    Currently, April is the cheapest month in which you can book a flight from Caribbean to Cleveland (average of $250). Flying from Caribbean to Cleveland in June is currently the most expensive (average of $290). 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.

See more FAQs

Traveling to a place near Cleveland?

Book flights to Cleveland if you plan to visit one of these locations
Sandusky
Mentor
Beachwood
Wooster
Avon
Mansfield
Independence
Willoughby
Elyria
Streetsboro
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Strongsville
Kent
Medina
Westlake

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Caribbean to Cleveland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Caribbean to Cleveland

Discover the top 5 airlines that operate flights from Caribbean to Cleveland. 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$147Average$260FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$539FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$461FlexibilityNo cancel feeOn-time71%
DeltaCheapest$205Average$517FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$250Average$395FlexibilityNo cancel feeOn-time63%

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