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$88+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$176
(American Airlines)

One-way from

$88
(American Airlines)

Popular in

November

Cheapest in

February

Average price

$233

Good round-trip deal

$195 or less

Good one-way deal

$99 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. 10% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Caribbean to Cleveland Hopkins Intl.
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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 May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/29. 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 5/82:30 pmSJU - CLE
1 stop10h 08mAmerican Airlines
Sat 5/107:12 pmCLE - SJU
1 stop15h 58mAmerican Airlines
Deal found 4/29$175
This eDestinos deal was found by Cheapflights users on 4/29. 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 6/125:01 amSJU - CLE
Nonstop4h 47mFrontier
Sun 6/158:25 pmCLE - SJU
Nonstop4h 19mFrontier
Deal found 4/29$181
This Delta deal was found by Cheapflights users on 4/29. 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 5/81:12 pmSJU - CLE
1 stop10h 16mDelta
Thu 5/156:05 amCLE - SJU
1 stop6h 40mDelta
Deal found 4/29$215
This CheapOair deal was found by Cheapflights users on 4/30. 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.
Thu 6/125:01 amSJU - CLE
Nonstop4h 47mMultiple Airlines
Mon 6/161:00 pmCLE - SJU
1 stop6h 19mMultiple Airlines
Deal found 4/30$231
This JetBlue deal was found by Cheapflights users on 4/29. 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.
Thu 5/298:00 amSJU - CLE
1 stop8h 03mJetBlue
Sat 5/317:00 amCLE - SJU
1 stop8h 10mJetBlue
Deal found 4/29$300
This OneTravel deal was found by Cheapflights users on 4/29. 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:12 pmSJU - CLE
1 stop22h 03mSpirit Airlines
Sun 5/187:10 pmCLE - SJU
1 stop23h 57mSpirit Airlines
Deal found 4/29$312
This United Airlines deal was found by Cheapflights users on 4/29. 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 03mUnited Airlines
Tue 10/286:15 amCLE - SJU
1 stop9h 21mUnited Airlines
Deal found 4/29$327
This Booking.com deal was found by Cheapflights users on 4/29. 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.
Tue 5/138:00 amSDQ - CLE
1 stop21h 01mFrontier
Sat 6/145:49 pmCLE - SDQ
1 stop16h 55mFrontier
Deal found 4/29$354
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/161:34 pmKIN - CLE
1 stop21h 12mSpirit Airlines
Sat 5/317:10 pmCLE - KIN
1 stop18h 19mSpirit Airlines
Deal found 4/30$364
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/181:34 pmKIN - CLE
1 stop10h 48mMultiple Airlines
Sat 5/317:10 pmCLE - KIN
1 stop18h 19mMultiple Airlines
Deal found 4/30$375
This Delta deal was found by Cheapflights users on 4/30. 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 5/282:23 pmMBJ - CLE
1 stop9h 20mDelta
Tue 6/37:05 amCLE - MBJ
1 stop9h 25mDelta
Deal found 4/30$432
This United Airlines deal was found by Cheapflights users on 4/30. 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 8/2712:52 pmMBJ - CLE
1 stop7h 50mUnited Airlines
Sat 9/276:24 amCLE - MBJ
1 stop8h 06mUnited Airlines
Deal found 4/30$438

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 May 1, 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

Wed 5/14

3:50 pm-12:38 am

1 stop8h 48m

Cleveland Hopkins Intl

Sun 5/18

8:20 am-8:33 pm

1 stop12h 13m

$176

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 6/12

5:01 am-9:48 am

Nonstop4h 47m

Cleveland Hopkins Intl

Sun 6/15

8:25 pm-12:44 am

Nonstop4h 19m

$181

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Tue 10/14

2:28 pm-12:36 am

1 stop10h 08m

Cleveland Hopkins Intl

Tue 10/28

6:00 am-1:23 pm

1 stop7h 23m

$217

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 6/12

5:01 am-9:48 am

Nonstop4h 47m

Cleveland Hopkins Intl

Mon 6/16

1:00 pm-7:19 pm

1 stop6h 19m

$231

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Sat 5/24

4:55 pm-11:59 pm

1 stop7h 04m

Cleveland Hopkins Intl

Mon 5/26

7:00 am-1:45 pm

1 stop6h 45m

$275

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 5/29

8:00 am-4:03 pm

1 stop8h 03m

Cleveland Hopkins Intl

Sat 5/31

7:00 am-3:10 pm

1 stop8h 10m

$300

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 5/15

8:12 pm-6:15 pm

1 stop22h 03m

Cleveland Hopkins Intl

Sun 5/18

7:10 pm-7:07 pm

1 stop23h 57m

$312

Santo DomingoCleveland

SDQ - CLE

SDQCLE

Santo Domingo Las Americas

Tue 5/13

8:00 am-5:01 am

1 stop21h 01m

Cleveland Hopkins Intl

Sat 6/14

5:49 pm-10:44 am

1 stop16h 55m

$354

KingstonCleveland

KIN - CLE

KINCLE

Kingston Norman Manley

Fri 5/16

1:34 pm-11:46 am

1 stop21h 12m

Cleveland Hopkins Intl

Sat 5/31

7:10 pm-12:29 pm

1 stop18h 19m

$364

KingstonCleveland

KIN - CLE

KINCLE

Kingston Norman Manley

Sun 5/18

1:34 pm-1:22 am

1 stop10h 48m

Cleveland Hopkins Intl

Sat 5/31

7:10 pm-12:29 pm

1 stop18h 19m

$375

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

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 May 1, 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.

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 May 1, 2025.
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,968 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,294 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
LATAM Airlines
7.5
Good
1,767 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Copa Airlines
7.5
Good
1,414 reviews
Alaska Airlines
8.0
Very good
9,968 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.1

Crew

8.5

Comfort

7.9

Food

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $88. Frontier flights start at $91 while deals on Spirit Airlines start at $106 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl, Santo Domingo Las Americas - Cleveland Hopkins Intl or Kingston Norman Manley - 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 $94. On average you can expect to pay $190. The most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), can usually be booked for $204.

  • 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 Caribbean?

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

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

Discover the top 7 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$149Average$255FlexibilityNo cancel feeOn-time62%
DeltaCheapest$218Average$470FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$249Average$450FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$256Average$518FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$271Average$430FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$280Average$379FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$286Average$565FlexibilityNo cancel feeOn-time71%

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