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$66+ 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 2/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/293:54 amSJU - CLE
1 stop22h 00mFrontier
Wed 1/74:53 pmCLE - SJU
1 stop23h 15mFrontier
Deal found 12/15$173
This Super.com deal was found by Cheapflights users on 12/15. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/193:55 amSJU - CLE
1 stop7h 26mFrontier
Sat 1/107:24 pmCLE - SJU
1 stop12h 30mFrontier
Deal found 12/15$197
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/293:54 amSJU - CLE
1 stop22h 00mFrontier
Mon 1/57:45 amCLE - SJU
1 stop17h 54mFrontier
Deal found 12/15$205
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/299:37 pmSJU - CLE
1 stop11h 06mFrontier
Wed 1/74:53 pmCLE - SJU
1 stop23h 15mFrontier
Deal found 12/15$206
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Mon 12/293:54 amSJU - CLE
1 stop22h 00mFrontier
Tue 1/62:23 pmCLE - SJU
1 stop8h 21mFrontier
Deal found 12/15$208
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/228:25 amSJU - CLE
1 stop17h 00mAmerican Airlines
Wed 12/316:00 amCLE - SJU
1 stop16h 34mAmerican Airlines
Deal found 12/15$225
This American Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/2412:30 pmSJU - CLE
1 stop6h 36mAmerican Airlines
Fri 1/24:11 pmCLE - SJU
1 stop6h 48mAmerican Airlines
Deal found 12/16$226
This Frontier deal was found by Cheapflights users on 12/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/249:37 pmSJU - CLE
1 stop11h 06mFrontier
Sun 1/45:22 pmCLE - SJU
1 stop8h 17mFrontier
Deal found 12/17$227
This Frontier deal was found by Cheapflights users on 12/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amSJU - CLE
1 stop12h 50mFrontier
Fri 1/24:48 pmCLE - SJU
1 stop9h 02mFrontier
Deal found 12/17$228
This American Airlines deal was found by Cheapflights users on 12/15. 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.
Wed 12/248:35 pmSJU - CLE
1 stop15h 15mAmerican Airlines
Wed 12/317:06 pmCLE - SJU
1 stop13h 29mAmerican Airlines
Deal found 12/15$229
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Tue 12/303:43 amSTI - CLE
1 stop7h 54mMultiple Airlines
Sat 1/317:10 amCLE - STI
2 stops31h 23mMultiple Airlines
Deal found 12/16$351
This eDestinos deal was found by Cheapflights users on 12/15. 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 12/254:39 pmSDQ - CLE
1 stop24h 51mFrontier
Wed 1/77:10 amCLE - SDQ
2 stops25h 31mFrontier
Deal found 12/15$361

Find flight deals from Caribbean to Cleveland

Keep the following information in mind while searching for Caribbean to Cleveland flight deals. Data was last updated December 18, 2025.

Round-trip from

$154
(Mytrip)

One-way from

$66
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$310

Good round-trip deal

$296 or less

Good one-way deal

$99 or less
From Caribbean to Cleveland Hopkins Intl
Search Deals
One-way flight from Caribbean to Cleveland Hopkins Intl
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($39 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Caribbean to Cleveland Hopkins Intl.
Search Deals
Price to beat on a one-way flight from Caribbean to Cleveland Hopkins Intl.
Search Deals

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 December 18, 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

Thu 2/19

4:25 pm-11:09 pm

1 stop7h 44m

Cleveland Hopkins Intl

Mon 3/2

8:39 pm-3:06 pm

2 stops17h 27m

$162

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 2/5

4:22 pm-11:11 pm

1 stop7h 49m

Cleveland Hopkins Intl

Sun 2/8

3:10 pm-1:36 am

1 stop9h 26m

$163

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 1/22

8:00 am-4:40 pm

1 stop9h 40m

Cleveland Hopkins Intl

Tue 1/27

6:00 pm-11:59 pm

1 stop28h 59m

$177

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-2:03 pm

1 stop9h 03m

Cleveland Hopkins Intl

Mon 1/19

7:10 am-3:35 pm

2 stops31h 25m

$191

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 1/15

6:00 am-1:38 pm

1 stop8h 38m

Cleveland Hopkins Intl

Mon 1/19

7:10 am-3:35 pm

2 stops31h 25m

$192

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 1/16

6:00 am-2:03 pm

1 stop9h 03m

Cleveland Hopkins Intl

Mon 1/19

7:10 am-3:27 pm

1 stop7h 17m

$193

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 2/19

7:54 pm-7:54 pm

2 stops25h 00m

Cleveland Hopkins Intl

Mon 2/23

6:29 pm-2:53 am

1 stop7h 24m

$207

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 1/8

10:47 pm-9:35 am

1 stop11h 48m

Cleveland Hopkins Intl

Sun 1/11

10:45 am-12:35 pm

1 stop24h 50m

$215

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 2/19

4:25 pm-11:09 pm

1 stop7h 44m

Cleveland Hopkins Intl

Fri 2/27

7:00 am-12:43 am

1 stop16h 43m

$215

OranjestadCleveland

AUA - CLE

AUACLE

Oranjestad Reina Beatrix

Thu 1/15

3:00 pm-10:14 pm

1 stop8h 14m

Cleveland Hopkins Intl

Sun 1/18

7:55 pm-1:50 pm

1 stop16h 55m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

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, June is the cheapest month in which you can book a flight from Caribbean to Cleveland (average of $102). Flying from Caribbean to Cleveland in April is currently the most expensive (average of $158). 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 December 18, 2025.

It’s typically best to fly out from Caribbean to Cleveland in the evening. Doing so could potentially save you 44% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Caribbean to Cleveland?

Use this chart to determine the cheapest time to fly round-trip from Caribbean to Cleveland. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Caribbean to Cleveland flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 December 18, 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
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.8
Fair
3,081 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Overall

7.9

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 $162, Frontier can have you in Cleveland from Caribbean in 7h 44m. 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 Frontier, which is currently one of the cheapest options available, starting at $74. Spirit Airlines flights start at $84 while deals on American Airlines start at $102 one-way.

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

    Most travelers choose San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl, Santiago de los Caballeros - Cleveland Hopkins Intl or Oranjestad Reina Beatrix - 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 $80. On average you can expect to pay $223. The most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), can usually be booked for $187.

  • 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, June is the cheapest month in which you can book a flight from Caribbean to Cleveland (average of $102). Flying from Caribbean to Cleveland in April is currently the most expensive (average of $158). 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
Mansfield
Avon
Wooster
Beachwood
Independence
Willoughby
Lakewood
Streetsboro
Medina
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Strongsville
Elyria
Westlake

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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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$494FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$156Average$376FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$518FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$437FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$250Average$416FlexibilityNo cancel feeOn-time63%

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