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$113+ Cheap flights from Caribbean Islands 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Caribbean Islands to Cleveland

Keep the following information in mind while searching for Caribbean Islands to Cleveland flight deals. Data was last updated September 15, 2025.

Round-trip from

$225
(Delta)

One-way from

$113
(Delta)
From Caribbean Islands to Cleveland Hopkins Intl
Search Deals
One-way flight from Caribbean Islands to Cleveland Hopkins Intl
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Find flight deals from Caribbean Islands to Cleveland

Cheapest flights from Caribbean Islands to Cleveland
Explore the most affordable flight options available from Caribbean Islands to Cleveland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Southwest deal was found by Cheapflights users on 9/13. 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.
Thu 9/254:05 pmSJU - CLE
1 stop7h 05mSouthwest
Tue 9/301:35 pmCLE - SJU
2 stops8h 55mSouthwest
Deal found 9/13$225
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/307:05 amSJU - CLE
1 stop17h 11mAmerican Airlines
Tue 11/46:00 amCLE - SJU
1 stop10h 05mAmerican Airlines
Deal found 9/13$231
This Delta deal was found by Cheapflights users on 9/13. 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 9/251:32 pmSJU - CLE
1 stop9h 31mDelta
Tue 9/307:00 amCLE - SJU
1 stop9h 17mDelta
Deal found 9/13$245
This Frontier deal was found by Cheapflights users on 9/13. 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.
Wed 9/2412:28 amSJU - CLE
2 stops13h 03mFrontier
Tue 9/307:03 pmCLE - SJU
2 stops14h 53mFrontier
Deal found 9/13$249
This United Airlines deal was found by Cheapflights users on 9/13. 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 10/11:05 amSJU - CLE
2 stops12h 09mUnited Airlines
Sun 10/57:15 amCLE - SJU
1 stop6h 30mUnited Airlines
Deal found 9/13$250
This Frontier deal was found by Cheapflights users on 9/12. 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 10/310:57 amSJU - CLE
2 stops13h 46mFrontier
Mon 10/67:41 pmCLE - SJU
2 stops14h 13mFrontier
Deal found 9/12$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
Mon 9/297:34 pmCLE - SJU
2 stops14h 22mFrontier
Deal found 9/14$262
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/203:16 pmSJU - CLE
1 stop19h 23mFrontier
Sat 9/277:19 pmCLE - SJU
1 stop18h 52mFrontier
Deal found 9/14$263
This eDestinos deal was found by Cheapflights users on 9/13. 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.
Fri 10/103:14 pmSJU - CLE
1 stop19h 50mFrontier
Fri 10/177:46 pmCLE - SJU
1 stop18h 42mFrontier
Deal found 9/13$269
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/93:19 pmSJU - CLE
1 stop9h 28mFrontier
Thu 10/166:00 amCLE - SJU
1 stop13h 56mFrontier
Deal found 9/14$270
This Southwest 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 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 9/14$271
This Kiwi.com 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 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 9/14$319

Cheapflights Fare Finder

 
Customize your flight search to find flights from Caribbean Islands 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 15, 2025.
Use the filters below to find and compare flights from Caribbean Islands to Cleveland that are best for you.

Fly from

Caribbean Islands

Fly to

Cleveland

Route

Depart

Return

Price

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Wed 10/22

5:30 am-3:44 pm

1 stop10h 14m

Cleveland Hopkins Intl

Sat 10/25

8:00 am-11:05 pm

1 stop15h 05m

$225

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

2:22 pm-11:49 pm

1 stop9h 27m

Cleveland Hopkins Intl

Wed 10/29

7:13 am-4:25 pm

1 stop9h 12m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 1/29

7:00 am-5:13 pm

1 stop11h 13m

Cleveland Hopkins Intl

Tue 2/3

7:15 am-4:51 pm

1 stop8h 36m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 9/25

5:50 am-4:50 pm

1 stop11h 00m

Cleveland Hopkins Intl

Mon 9/29

4:25 pm-11:30 pm

1 stop7h 05m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 2/26

7:00 am-5:13 pm

1 stop11h 13m

Cleveland Hopkins Intl

Mon 3/2

12:00 pm-11:58 pm

1 stop10h 58m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 10/3

5:41 pm-12:39 am

1 stop6h 58m

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

Thu 1/22

7:30 am-1:26 pm

1 stop6h 56m

Cleveland Hopkins Intl

Mon 1/26

4:25 pm-11:49 pm

1 stop6h 24m

$225

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Sat 11/8

1:21 pm-11:11 pm

1 stop10h 50m

Cleveland Hopkins Intl

Mon 11/17

12:15 pm-12:16 pm

1 stop23h 01m

$327

Punta CanaCleveland

PUJ - CLE

PUJCLE

Punta Cana

Thu 9/25

4:35 pm-11:44 pm

1 stop7h 09m

Cleveland Hopkins Intl

Mon 9/29

7:15 am-2:05 pm

1 stop6h 50m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

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

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

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

Currently, April is the cheapest month in which you can book a flight from Caribbean Islands to Cleveland (average of $250). Flying from Caribbean Islands 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 EPX to CLE?

Find hourly flight availability from Caribbean Islands 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 15, 2025.

When flying from Caribbean Islands 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 15, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Caribbean Islands to Cleveland have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,956 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,931 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,956 reviews

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Caribbean Islands 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 Islands?

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

  • How long is the flight from Caribbean Islands to Cleveland?

    There are many flights that can get you from Caribbean Islands to Cleveland in 9h 27m. Fly via American Airlines, Southwest, or Delta to get the fastest option. The distance from Caribbean Islands to Cleveland is about 1841 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Caribbean Islands 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. Southwest flights start at $113 while deals on United Airlines start at $113 one-way.

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

    The most popular flight routes from Caribbean Islands to Cleveland are San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl, Oranjestad Reina Beatrix - Cleveland Hopkins Intl and Punta Cana - Cleveland Hopkins Intl.

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

    While on average a flight from Caribbean Islands to Cleveland is generally $176, our data shows the cheapest flight currently is $139. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), you can expect to pay $225 for that flight.

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

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

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

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

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

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

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

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Top 5 airlines flying from Caribbean Islands to Cleveland

Discover the top 5 airlines that operate flights from Caribbean Islands 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 15, 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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