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$91+ 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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CLE
mar. 14 — mar. 211
sáb. 3/14
sáb. 3/21
1 adult, Economy
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Cheap 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 febrero 12, 2026.

This Priceline deal was found by Cheapflights users on 2/10. 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.
sáb. 2/287:05 am
SJU
-
CLE
1 stop13h 49m
Frontier
mar. 3/34:47 pm
CLE
-
SJU
1 stop6h 56m
Frontier
Deal found 2/10$183
This Flightnetwork deal was found by Cheapflights users on 2/10. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/253:53 am
SJU
-
CLE
1 stop9h 45m
Frontier
mié. 3/44:47 pm
CLE
-
SJU
1 stop9h 06m
Frontier
Deal found 2/10$185
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
jue. 2/264:11 pm
SJU
-
CLE
1 stop8h 00m
Frontier
lun. 3/26:29 pm
CLE
-
SJU
1 stop7h 24m
Frontier
Deal found 2/11$190
This Frontier deal was found by Cheapflights users on 2/11. 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.
lun. 3/163:08 am
SJU
-
CLE
1 stop11h 45m
Frontier
mar. 3/243:58 pm
CLE
-
SJU
1 stop6h 47m
Frontier
Deal found 2/11$192
This Frontier deal was found by Cheapflights users on 2/10. 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.
mié. 5/66:30 am
SJU
-
CLE
1 stop12h 26m
Frontier
sáb. 5/94:31 pm
CLE
-
SJU
1 stop6h 17m
Frontier
Deal found 2/10$193
This FlightHub deal was found by Cheapflights users on 2/9. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 2/255:25 pm
SJU
-
CLE
1 stop15h 31m
Frontier
dom. 3/15:41 pm
CLE
-
SJU
1 stop7h 44m
Frontier
Deal found 2/9$194
This Mytrip deal was found by Cheapflights users on 2/8. 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.
mar. 4/712:03 pm
SJU
-
CLE
1 stop21h 11m
Frontier
jue. 4/96:02 pm
CLE
-
SJU
1 stop6h 50m
Frontier
Deal found 2/8$198
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
mar. 3/36:27 pm
SJU
-
CLE
2 stops29h 42m
Multiple Airlines
mar. 3/108:09 pm
CLE
-
SJU
1 stop15h 01m
Multiple Airlines
Deal found 2/11$207
This CheapOair deal was found by Cheapflights users on 2/11. 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.
mar. 2/243:53 am
SJU
-
CLE
1 stop29h 03m
Frontier
sáb. 2/286:29 pm
CLE
-
SJU
1 stop7h 24m
Frontier
Deal found 2/11$211
This Frontier deal was found by Cheapflights users on 2/9. 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.
mié. 2/184:07 pm
SJU
-
CLE
1 stop7h 49m
Frontier
mar. 2/244:47 pm
CLE
-
SJU
1 stop6h 56m
Frontier
Deal found 2/9$213
This American Airlines deal was found by Cheapflights users on 2/9. 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.
vie. 5/812:25 pm
STT
-
CLE
1 stop11h 34m
American Airlines
dom. 5/176:49 pm
CLE
-
STT
2 stops18h 26m
American Airlines
Deal found 2/9$308
This CheapOair deal was found by Cheapflights users on 2/10. 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.
vie. 5/84:40 pm
STT
-
CLE
1 stop24h 00m
Spirit Airlines
dom. 5/175:35 pm
CLE
-
STT
1 stop21h 59m
Spirit Airlines
Deal found 2/10$337

Find 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 febrero 12, 2026.

Round-trip from

$183
(Priceline)

One-way from

$91
(Kiwi.com)
From Caribbean Islands to Cleveland Hopkins Intl
Search Deals
One-way flight from Caribbean Islands to Cleveland Hopkins Intl
Search Deals

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 febrero 12, 2026.
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

mié. 3/11

6:30 am-3:26 pm

1 stop8h 56m

Cleveland Hopkins Intl

mié. 3/18

10:00 pm-2:09 pm

1 stop16h 09m

$192

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

lun. 5/11

3:08 am-2:08 pm

1 stop11h 00m

Cleveland Hopkins Intl

sáb. 5/16

4:31 pm-2:01 am

1 stop9h 30m

$192

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

mié. 2/25

3:53 am-3:34 pm

1 stop12h 41m

Cleveland Hopkins Intl

lun. 3/2

1:33 pm-2:53 am

1 stop12h 20m

$192

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

mié. 5/13

6:30 am-6:56 pm

1 stop12h 26m

Cleveland Hopkins Intl

dom. 5/17

4:31 pm-2:01 am

1 stop9h 30m

$193

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

mié. 5/6

6:30 am-2:08 pm

1 stop7h 38m

Cleveland Hopkins Intl

sáb. 5/9

4:31 pm-2:01 am

1 stop9h 30m

$193

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

mar. 3/3

6:27 pm-11:09 pm

2 stops29h 42m

Cleveland Hopkins Intl

mar. 3/10

8:09 pm-11:10 am

1 stop15h 01m

$207

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

jue. 2/26

7:09 pm-12:10 pm

1 stop18h 01m

Cleveland Hopkins Intl

mié. 3/4

8:00 am-2:53 am

2 stops17h 53m

$215

San JuanCleveland

SJU - CLE

SJUCLE

San Juan Luis Munoz Marin Intl

lun. 6/1

1:00 am-9:57 am

1 stop8h 57m

Cleveland Hopkins Intl

mar. 6/9

3:21 pm-11:50 pm

1 stop8h 29m

$256

Saint Thomas IslandCleveland

STT - CLE

STTCLE

Saint Thomas Island Cyril E King

vie. 5/8

12:25 pm-11:59 pm

1 stop11h 34m

Cleveland Hopkins Intl

dom. 5/17

6:49 pm-1:15 pm

2 stops18h 26m

$308

Saint Thomas IslandCleveland

STT - CLE

STTCLE

Saint Thomas Island Cyril E King

mié. 5/6

12:25 pm-11:36 pm

2 stops11h 11m

Cleveland Hopkins Intl

jue. 5/14

6:04 am-1:15 pm

1 stop7h 11m

$318

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/11

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, June is the cheapest month in which you can book a flight from Caribbean Islands to Cleveland (average of $102). Flying from Caribbean Islands to Cleveland in November is currently the most expensive (average of $159). 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 febrero 12, 2026.

It’s typically best to fly out from Caribbean Islands to Cleveland in the evening. Doing so could potentially save you 29% on the flight price compared to flying at noon, which is usually more expensive.

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

Use this chart to determine the cheapest time to fly round-trip from Caribbean Islands to Cleveland. Price data was last updated on May 5, 2025.

Travelers seeking maximum savings on their Caribbean Islands to Cleveland flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday afternoons 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 febrero 12, 2026.
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
7.9
Good
8,186 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,186 reviews
Delta
7.9
Good
8,186 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,283 reviews
Delta
7.9
Good
8,186 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,275 reviews
Delta
7.9
Good
8,186 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Food

7.2

Boarding

8.1

Entertainment

7.8

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 8h 21m. Fly via Frontier, American Airlines, or Air Canada 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 Spirit Airlines, which is currently one of the cheapest options available, starting at $84. Frontier flights start at $88 while deals on Southwest start at $102 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, George Town Owen Roberts Intl - Cleveland Hopkins Intl and Saint Thomas Island Cyril E King - 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 $580, our data shows the cheapest flight currently is $347. When looking at the most popular route, (San Juan Luis Munoz Marin Intl - Cleveland Hopkins Intl), you can expect to pay $207 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, June is the cheapest month in which you can book a flight from Caribbean Islands to Cleveland (average of $102). Flying from Caribbean Islands to Cleveland in November is currently the most expensive (average of $159). 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
Independence
Wooster
Lakewood
Streetsboro
Cleveland Heights
North Olmsted
Cuyahoga Falls
Macedonia
Kent
Medina
Strongsville
Elyria

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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 febrero 12, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$102Average$490FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$156Average$261FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$175Average$518FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$205Average$432FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$246Average$400FlexibilityNo cancel feeOn-time63%

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