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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 12/2. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
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 November 3, 2025.

Round-trip from

$225
(Delta)

One-way from

$113
(Delta)

Popular in

November

Cheapest in

February

Average price

$354

Good round-trip deal

$294 or less

Good one-way deal

$246 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. 11% potential increase in price ($34 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in November 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 November 3, 2025.

This Delta deal was found by Cheapflights users on 11/3. 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.
Fri 11/146:36 pmSJU - CLE
1 stop7h 02mDelta
Mon 11/172:10 pmCLE - SJU
1 stop8h 03mDelta
Deal found 11/3$225
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/215:19 pmSJU - CLE
1 stop19h 11mMultiple Airlines
Tue 12/21:41 pmCLE - SJU
2 stops42h 56mMultiple Airlines
Deal found 11/2$226
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/239:49 amSJU - CLE
1 stop16h 05mFrontier
Fri 1/24:00 pmCLE - SJU
1 stop20h 59mFrontier
Deal found 11/2$228
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/118:20 amSJU - CLE
2 stops10h 11mAmerican Airlines
Sat 11/151:23 pmCLE - SJU
2 stops9h 29mAmerican Airlines
Deal found 11/2$229
This American Airlines deal was found by Cheapflights users on 11/1. 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 11/136:00 amSJU - CLE
2 stops10h 16mAmerican Airlines
Sun 11/165:00 amCLE - SJU
1 stop9h 54mAmerican Airlines
Deal found 11/1$230
This Mytrip deal was found by Cheapflights users on 10/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/254:10 amSJU - CLE
1 stop7h 27mMultiple Airlines
Thu 1/17:59 pmCLE - SJU
Nonstop4h 25mMultiple Airlines
Deal found 10/31$236
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/252:44 pmSJU - CLE
Nonstop5h 05mFrontier
Tue 1/68:30 amCLE - SJU
1 stop14h 19mFrontier
Deal found 11/2$237
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 12/410:42 amSJU - CLE
1 stop14h 14mFrontier
Thu 12/111:53 pmCLE - SJU
1 stop19h 39mFrontier
Deal found 11/1$238
This Trip.com deal was found by Cheapflights users on 11/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:47 amSJU - CLE
1 stop13h 12mMultiple Airlines
Mon 12/810:54 amCLE - SJU
1 stop12h 51mMultiple Airlines
Deal found 11/1$242
This Delta deal was found by Cheapflights users on 11/2. 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 12/254:48 pmSJU - CLE
1 stop6h 43mDelta
Thu 1/16:29 amCLE - SJU
1 stop7h 04mDelta
Deal found 11/2$245
This eDestinos deal was found by Cheapflights users on 11/1. 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.
Wed 12/242:44 pmSJU - CLE
Nonstop5h 05mFrontier
Sun 12/287:59 pmCLE - SJU
Nonstop4h 25mFrontier
Deal found 11/1$251
This Priceline deal was found by Cheapflights users on 11/1. 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.
Tue 12/233:14 pmSJU - CLE
Nonstop5h 05mFrontier
Wed 12/317:59 pmCLE - SJU
Nonstop4h 25mFrontier
Deal found 11/1$252

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 November 3, 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 1/16

6:27 pm-12:39 am

1 stop7h 12m

Cleveland Hopkins Intl

Fri 1/23

2:27 pm-11:44 pm

1 stop8h 17m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Fri 11/14

6:36 pm-12:38 am

1 stop7h 02m

Cleveland Hopkins Intl

Mon 11/17

2:10 pm-11:13 pm

1 stop8h 03m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 11/13

6:36 pm-12:38 am

1 stop7h 02m

Cleveland Hopkins Intl

Sun 11/16

6:00 am-2:17 pm

1 stop7h 17m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Sat 1/17

6:30 pm-12:39 am

1 stop7h 09m

Cleveland Hopkins Intl

Sun 1/25

12:33 pm-11:59 pm

1 stop10h 26m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Tue 2/3

2:15 pm-11:13 pm

1 stop9h 58m

Cleveland Hopkins Intl

Tue 2/10

6:30 am-2:10 pm

1 stop6h 40m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 11/13

1:57 pm-12:38 am

1 stop11h 41m

Cleveland Hopkins Intl

Mon 11/17

11:48 am-11:13 pm

1 stop10h 25m

$225

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 12/25

3:30 pm-9:30 pm

1 stop7h 00m

Cleveland Hopkins Intl

Thu 1/1

6:29 am-2:33 pm

1 stop7h 04m

$245

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Thu 2/26

6:15 am-1:22 pm

1 stop8h 07m

Cleveland Hopkins Intl

Mon 3/2

12:33 pm-11:58 pm

1 stop10h 25m

$245

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Mon 12/29

2:44 pm-6:49 pm

Nonstop5h 05m

Cleveland Hopkins Intl

Thu 1/1

7:59 pm-1:24 am

Nonstop4h 25m

$252

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

Tue 12/23

6:40 pm-12:42 am

1 stop7h 02m

Cleveland Hopkins Intl

Wed 12/31

11:02 am-9:09 pm

1 stop9h 07m

$265

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

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 November is currently the most expensive (average of $180). 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 November 3, 2025.

It’s typically best to fly out from Caribbean to Cleveland in the evening. Doing so could potentially save you 45% on the flight price compared to flying in the afternoon, 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. Friday 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 November 3, 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
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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
7.9
Good
8,001 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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
8,997 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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
11,034 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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
3,118 reviews
Southwest
8.0
Very good
4,240 reviews

Entertainment

7.5

Overall

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

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, Delta can have you in Cleveland from Caribbean in 7h 12m. 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 United Airlines, which is currently one of the cheapest options available, starting at $113. Delta flights start at $113 while deals on American Airlines start at $113 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 Montego Bay Sangster Intl - 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 $128. On average you can expect to pay $278. The most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), can usually be booked for $196.

  • 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 November is currently the most expensive (average of $180). 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
Beachwood
Wooster
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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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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$134Average$495FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$157Average$270FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$528FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$439FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$250Average$416FlexibilityNo cancel feeOn-time63%

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