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$88+ 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 June 18, 2025.

Round-trip from

$175
(Southwest)

One-way from

$88
(Southwest)
From Caribbean Islands to Cleveland Hopkins Intl
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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 June 18, 2025.

This Southwest deal was found by Cheapflights users on 6/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/125:50 amSJU - CLE
1 stop7h 00mSouthwest
Tue 9/165:35 amCLE - SJU
1 stop7h 10mSouthwest
Deal found 6/18$175
This American Airlines deal was found by Cheapflights users on 6/18. 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.
Fri 10/34:42 pmSJU - CLE
1 stop6h 26mAmerican Airlines
Mon 10/68:56 pmCLE - SJU
1 stop16h 49mAmerican Airlines
Deal found 6/18$179
This eDestinos deal was found by Cheapflights users on 6/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/316:00 amSJU - CLE
Nonstop4h 37mFrontier
Mon 8/411:37 amCLE - SJU
Nonstop4h 30mFrontier
Deal found 6/15$184
This Delta deal was found by Cheapflights users on 6/18. 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.
Thu 9/45:46 pmSJU - CLE
1 stop6h 54mDelta
Sat 9/135:30 amCLE - SJU
1 stop7h 40mDelta
Deal found 6/18$205
This CheapOair deal was found by Cheapflights users on 6/16. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/295:43 pmSJU - CLE
1 stop7h 11mMultiple Airlines
Mon 6/301:00 pmCLE - SJU
1 stop6h 19mMultiple Airlines
Deal found 6/16$279
This SmartFares deal was found by Cheapflights users on 6/17. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/161:21 amSJU - CLE
2 stops34h 11mSpirit Airlines
Sat 7/1912:37 pmCLE - SJU
2 stops22h 55mSpirit Airlines
Deal found 6/17$280
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/131:05 amSJU - CLE
1 stop9h 18mUnited Airlines
Tue 10/2811:00 amCLE - SJU
2 stops10h 22mUnited Airlines
Deal found 6/17$295
This Priceline deal was found by Cheapflights users on 6/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/96:41 pmSDQ - CLE
1 stop15h 56mFrontier
Sat 7/198:00 amCLE - SDQ
1 stop9h 25mFrontier
Deal found 6/17$326
This Booking.com deal was found by Cheapflights users on 6/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1212:12 pmMBJ - CLE
1 stop23h 00mFrontier
Sat 7/195:30 amCLE - MBJ
1 stop27h 25mFrontier
Deal found 6/18$333
This United Airlines deal was found by Cheapflights users on 6/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/132:48 pmMBJ - CLE
1 stop27h 37mUnited Airlines
Mon 11/176:20 amCLE - MBJ
1 stop8h 09mUnited Airlines
Deal found 6/17$353
This Kiwi.com deal was found by Cheapflights users on 6/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/41:37 pmKIN - CLE
1 stop21h 18mSpirit Airlines
Sat 7/1212:37 pmCLE - KIN
1 stop23h 23mSpirit Airlines
Deal found 6/18$354
This American Airlines deal was found by Cheapflights users on 6/17. 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 11/1312:05 pmMBJ - CLE
2 stops10h 40mAmerican Airlines
Mon 11/176:22 amCLE - MBJ
2 stops7h 53mAmerican Airlines
Deal found 6/17$363

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 June 18, 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

Fri 9/12

5:50 am-12:50 pm

1 stop7h 00m

Cleveland Hopkins Intl

Tue 9/16

5:35 am-12:45 pm

1 stop7h 10m

$175

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 10/3

4:42 pm-11:08 pm

1 stop6h 26m

Cleveland Hopkins Intl

Mon 10/6

8:56 pm-1:45 pm

1 stop16h 49m

$179

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 7/31

6:00 am-10:37 am

Nonstop4h 37m

Cleveland Hopkins Intl

Mon 8/4

11:37 am-4:07 pm

Nonstop4h 30m

$184

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 9/4

5:46 pm-12:40 am

1 stop6h 54m

Cleveland Hopkins Intl

Sat 9/13

5:30 am-1:10 pm

1 stop7h 40m

$205

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Sun 6/29

5:43 pm-12:54 am

1 stop7h 11m

Cleveland Hopkins Intl

Mon 6/30

1:00 pm-7:19 pm

1 stop6h 19m

$279

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Wed 7/16

1:21 am-11:32 am

2 stops34h 11m

Cleveland Hopkins Intl

Sat 7/19

12:37 pm-11:32 am

2 stops22h 55m

$280

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mon 10/13

1:05 am-10:23 am

1 stop9h 18m

Cleveland Hopkins Intl

Tue 10/28

11:00 am-9:22 pm

2 stops10h 22m

$295

Santo DomingoCleveland

SDQ - CLE

SDQCLE

Santo Domingo Las Americas

Wed 7/9

6:41 pm-10:37 am

1 stop15h 56m

Cleveland Hopkins Intl

Sat 7/19

8:00 am-5:25 pm

1 stop9h 25m

$326

Montego BayCleveland

MBJ - CLE

MBJCLE

Montego Bay Sangster Intl

Sat 7/12

12:12 pm-12:12 pm

1 stop23h 00m

Cleveland Hopkins Intl

Sat 7/19

5:30 am-7:55 am

1 stop27h 25m

$333

Montego BayCleveland

MBJ - CLE

MBJCLE

Montego Bay Sangster Intl

Thu 11/13

2:48 pm-6:25 pm

1 stop27h 37m

Cleveland Hopkins Intl

Mon 11/17

6:20 am-2:29 pm

1 stop8h 09m

$353

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

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 June 18, 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.

Weekly flight availability from Caribbean Islands to Cleveland

Explore weekly flight availability from Caribbean Islands to Cleveland. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 18, 2025.

The most flights from zzEPX to CLE are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Cleveland by month

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

In terms of precipitation, rainfall in Cleveland ranges from 2.3 - 3.8 inches per month. September is typically the wettest month, when rainfall can reach 3.8 in. February is typically the driest time to visit Cleveland when rainfall is around 2.3 in.

Temperature in Cleveland by month

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

If weather is an important factor for your trip to Cleveland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 28.4 F).

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 June 18, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and LATAM Airlines from Caribbean Islands to Cleveland to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,964 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
LATAM Airlines
7.5
Good
1,787 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Copa Airlines
7.5
Good
1,455 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,810 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Entertainment

7.6

Food

7.1

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $88. American Airlines flights start at $90 while deals on Frontier start at $92 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, Santo Domingo Las Americas - 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 $173, our data shows the cheapest flight currently is $97. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), you can expect to pay $175 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 Caribbean Islands?

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

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Alternative routes for Caribbean Islands to Cleveland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Caribbean Islands to Cleveland

Discover the top 6 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$148Average$255FlexibilityNo cancel feeOn-time62%
DeltaCheapest$218Average$473FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$249Average$395FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$256Average$501FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$280Average$392FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$286Average$561FlexibilityNo cancel feeOn-time71%

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