How long is the flight from Cleveland to Caribbean Islands?

There are many flights that can get you from Cleveland to Caribbean Islands in 6h 21m. Fly via Delta, United Airlines, or Spirit Airlines to get the fastest option. Airlines will cover a distance of 1841 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $113. Users have also found prices from $113 and $139 on Delta and American Airlines, respectively.

In terms of precipitation, rainfall in Caribbean Islands ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Caribbean Islands when rainfall is around 2.2 in.

If weather is an important factor for your trip to Caribbean Islands, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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

While some choose either Cleveland Hopkins Intl - Punta Cana or Cleveland Hopkins Intl - Oranjestad Reina Beatrix, Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl is the most popular route from Cleveland to Caribbean Islands.

What are the cheapest flights from Cleveland to Caribbean Islands?

While on average a flight from Cleveland to Caribbean Islands is generally $305, our data shows the cheapest flight currently is $152. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $225 for that flight.

What are the most popular airlines that fly from Cleveland to Caribbean Islands?

American Airlines, JetBlue and Delta are the most popular airlines when flying from Cleveland to Caribbean Islands.

How far in advance should I book a flight from Cleveland to Caribbean Islands?

To save on the cost of your flight from Cleveland to Caribbean Islands, book at least 55 days before your planned departure. Booking around this time can save you about 53% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $241 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $369.

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

May is one of the best times of the year to fly to Caribbean Islands from Cleveland. Prices for May average $313 per person but you can even find prices for as low as $156. The most expensive prices can be found in the month of December. Opting for a May flight can save you 46% on your journey compared to booking in December

What airport do you fly from for flights from Cleveland to Caribbean Islands?

For a flight from Cleveland to Caribbean Islands, you will be flying from Hopkins Intl. Cleveland Hopkins Intl (CLE) is just 10.1 mi from the center of the city.

Can I find deals for flights from Cleveland to Caribbean Islands that include hotel bookings?

Yes. In addition to deals on Cleveland to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Cleveland to Caribbean Islands?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Caribbean Islands.

Can I find deals for business class flights from Cleveland to Caribbean Islands?

Yes. Cheapflights offers flight deals from Cleveland to Caribbean Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$107+ Flights from Cleveland to Caribbean Islands

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Cheap flight deals from Cleveland to Caribbean Islands

Round-trip from	$191 (Kiwi.com)
One-way from	$107 (Mytrip)
Popular in	December
Cheapest in	May
Average price	$269

From Cleveland Hopkins Intl to Caribbean Islands

Search Deals

One-way flight from Cleveland Hopkins Intl to Caribbean Islands

Search Deals

Highest demand for flights based on searches. 20% potential increase in price ($78 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).

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Average for round-trip flights in September 2025

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Find flight deals from Cleveland to Caribbean Islands

Cheapest flights from Cleveland to Caribbean Islands
Explore the most affordable flight options available from Cleveland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Thu 11/69:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/10

$191

Tue 11/111:56 pmCLE - SJU

1 stop26h 58mFrontier

Tue 11/189:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/10

$192

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Tue 11/49:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/11

$209

Fri 10/317:13 amCLE - SJU

1 stop9h 12mDelta

Thu 11/67:15 amSJU - CLE

1 stop6h 49mDelta

Deal found 9/11

$225

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Sun 11/27:30 amSJU - CLE

1 stop18h 27mFrontier

Deal found 9/10

$226

Thu 10/301:57 pmCLE - SJU

1 stop27h 57mFrontier

Thu 11/69:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/10

$228

Fri 10/317:51 pmCLE - SJU

2 stops22h 03mMultiple Airlines

Tue 11/49:00 amSJU - CLE

1 stop14h 27mMultiple Airlines

Deal found 9/10

$236

Tue 11/111:56 pmCLE - SJU

1 stop26h 58mMultiple Airlines

Mon 11/176:00 amSJU - CLE

2 stops31h 17mMultiple Airlines

Deal found 9/10

$237

Wed 10/82:26 pmCLE - SJU

2 stops24h 33mMultiple Airlines

Wed 10/154:51 pmSJU - CLE

1 stop26h 30mMultiple Airlines

Deal found 9/10

$240

Mon 9/292:44 pmCLE - SJU

2 stops19h 12mFrontier

Fri 10/310:57 amSJU - CLE

2 stops13h 46mFrontier

Deal found 9/11

$244

Fri 10/176:00 amCLE - SJU

1 stop10h 33mDelta

Tue 10/281:06 pmSJU - CLE

1 stop9h 58mDelta

Deal found 9/11

$245

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Sat 11/15:51 pmSJU - CLE

1 stop29h 30mFrontier

Deal found 9/11

$247

Best flights from Cleveland to Caribbean Islands
Discover carefully curated flight deals from Cleveland to Caribbean Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 11, 2025.

Fri 10/316:00 amCLE - SJU

1 stop10h 33mDelta

Thu 11/67:15 amSJU - CLE

1 stop6h 49mDelta

Deal found 9/9

$225

Tue 10/285:15 pmCLE - SJU

1 stop6h 21mUnited Airlines

Mon 11/32:05 amSJU - CLE

2 stops12h 09mUnited Airlines

Deal found 9/10

$225

Thu 9/257:51 pmCLE - STT

1 stop13h 53mSpirit Airlines

Thu 10/210:49 amSTT - CLE

1 stop8h 07mSpirit Airlines

Deal found 9/10

$281

Tue 10/710:26 amCLE - STT

2 stops23h 30mMultiple Airlines

Sat 10/1111:01 amSTT - CLE

1 stop7h 50mMultiple Airlines

Deal found 9/9

$302

Sat 9/274:22 pmCLE - AUA

2 stops19h 02mAmerican Airlines

Thu 10/92:35 pmAUA - CLE

1 stop9h 17mAmerican Airlines

Deal found 9/11

$342

Wed 12/36:30 amCLE - MBJ

1 stop27h 27mFrontier

Sun 12/74:53 pmMBJ - CLE

1 stop7h 58mFrontier

Deal found 9/10

$351

Wed 10/297:13 amCLE - SJU

1 stop9h 12mDelta

Mon 11/36:43 pmSJU - CLE

1 stop6h 53mDelta

Deal found 9/9

$225

Wed 10/156:15 amCLE - SJU

1 stop9h 27mUnited Airlines

Wed 10/223:56 pmSJU - CLE

1 stop8h 02mUnited Airlines

Deal found 9/10

$225

Fri 12/56:15 pmCLE - SXM

2 stops19h 25mAir Canada

Sat 12/133:40 pmSXM - CLE

2 stops26h 59mAir Canada

Deal found 9/10

$473

Mon 9/297:00 amCLE - SJU

1 stop9h 20mDelta

Fri 10/35:41 pmSJU - CLE

1 stop6h 58mDelta

Deal found 9/11

$225

Sun 10/52:13 pmCLE - SJU

1 stop9h 44mUnited Airlines

Wed 10/81:05 amSJU - CLE

1 stop9h 18mUnited Airlines

Deal found 9/9

$225

Sat 10/2512:10 pmCLE - SJU

1 stop11h 46mDelta

Sat 11/17:00 amSJU - CLE

1 stop10h 10mDelta

Deal found 9/11

$225

Last-minute flights from Cleveland to Caribbean Islands
Discover last-minute flight deals from Cleveland to Caribbean Islands. Data last updated September 11, 2025 and is based on user searches.

Fri 9/267:34 pmCLE - SJU

2 stops14h 22mFrontier

Mon 9/293:39 amSJU - CLE

1 stop10h 36mFrontier

Deal found 9/11

$249

Mon 9/292:44 pmCLE - SJU

2 stops19h 12mFrontier

Fri 10/310:57 amSJU - CLE

2 stops13h 46mFrontier

Deal found 9/11

$244

Fri 10/37:19 pmCLE - STT

1 stop14h 25mSpirit Airlines

Fri 10/1011:01 amSTT - CLE

1 stop7h 50mSpirit Airlines

Deal found 9/10

$257

Wed 10/82:26 pmCLE - SJU

2 stops24h 33mMultiple Airlines

Wed 10/154:51 pmSJU - CLE

1 stop26h 30mMultiple Airlines

Deal found 9/10

$240

Fri 10/176:00 amCLE - SJU

1 stop10h 33mDelta

Tue 10/281:06 pmSJU - CLE

1 stop9h 58mDelta

Deal found 9/11

$245

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Thu 11/69:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/10

$191

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Tue 11/49:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/11

$209

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Sun 11/27:30 amSJU - CLE

1 stop18h 27mFrontier

Deal found 9/10

$226

Tue 10/281:57 pmCLE - SJU

1 stop27h 57mFrontier

Sat 11/15:51 pmSJU - CLE

1 stop29h 30mFrontier

Deal found 9/11

$247

Thu 10/301:57 pmCLE - SJU

1 stop27h 57mFrontier

Thu 11/69:00 amSJU - CLE

1 stop14h 27mFrontier

Deal found 9/10

$228

Fri 10/317:13 amCLE - SJU

1 stop9h 12mDelta

Wed 11/52:06 pmSJU - CLE

1 stop9h 59mDelta

Deal found 9/11

$225

Fri 10/317:51 pmCLE - SJU

2 stops22h 03mMultiple Airlines

Tue 11/49:00 amSJU - CLE

1 stop14h 27mMultiple Airlines

Deal found 9/10

$236

One-way flights from Cleveland to Caribbean Islands
Search for one-way flight options from Cleveland to Caribbean Islands. Find affordable one-way fares based on user searches. Data last updated September 11, 2025.

Mon 10/67:56 pmCLE - SJU

2 stops18h 16mSpirit Airlines

Deal found 9/11

$107

Mon 11/102:10 pmCLE - SJU

1 stop8h 03mDelta

Deal found 9/11

$113

Wed 10/88:09 amCLE - SJU

1 stop14h 01mAmerican Airlines

Deal found 9/10

$114

Sun 9/215:00 amCLE - SJU

1 stop9h 15mAmerican Airlines

Deal found 9/11

$115

Thu 10/21:53 pmCLE - SJU

1 stop25h 29mFrontier

Deal found 9/10

$128

Thu 10/236:00 amCLE - SDQ

1 stop15h 45mMultiple Airlines

Deal found 9/9

$128

Sat 10/112:14 pmCLE - SJU

1 stop10h 40mMultiple Airlines

Deal found 9/9

$129

Fri 10/176:00 amCLE - SJU

1 stop10h 33mDelta

Deal found 9/10

$130

Tue 10/710:26 amCLE - SJU

2 stops39h 18mMultiple Airlines

Deal found 9/10

$133

Sat 10/118:30 amCLE - SJU

1 stop17h 32mFrontier

Deal found 9/11

$134

Mon 9/297:19 pmCLE - SDQ

1 stop20h 41mSpirit Airlines

Deal found 9/10

$134

Mon 10/62:44 pmCLE - PUJ

1 stop25h 47mMultiple Airlines

Deal found 9/10

$134

Cheapflights Fare Finder

Use the filters below to find and compare flights from Cleveland to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Fri 10/31

6:00 am-4:33 pm

1 stop10h 33m

San Juan Luis Munoz Marin Intl

Thu 11/6

7:15 am-1:04 pm

1 stop6h 49m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 10/28

5:15 pm-11:36 pm

1 stop6h 21m

San Juan Luis Munoz Marin Intl

Mon 11/3

2:05 am-1:14 pm

2 stops12h 09m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/29

7:13 am-4:25 pm

1 stop9h 12m

San Juan Luis Munoz Marin Intl

Mon 11/3

6:43 pm-12:36 am

1 stop6h 53m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 10/15

6:15 am-3:42 pm

1 stop9h 27m

San Juan Luis Munoz Marin Intl

Wed 10/22

3:56 pm-11:58 pm

1 stop8h 02m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 9/29

7:00 am-4:20 pm

1 stop9h 20m

San Juan Luis Munoz Marin Intl

Fri 10/3

5:41 pm-12:39 am

1 stop6h 58m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 10/5

2:13 pm-11:57 pm

1 stop9h 44m

San Juan Luis Munoz Marin Intl

Wed 10/8

1:05 am-10:23 am

1 stop9h 18m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 10/25

12:10 pm-11:56 pm

1 stop11h 46m

San Juan Luis Munoz Marin Intl

Sat 11/1

7:00 am-5:10 pm

1 stop10h 10m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Mon 10/20

4:54 pm-11:57 pm

1 stop7h 03m

San Juan Luis Munoz Marin Intl

Thu 10/23

1:05 am-10:23 am

1 stop9h 18m

$225

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 9/20

7:00 am-4:17 pm

1 stop9h 17m

San Juan Luis Munoz Marin Intl

Sat 9/27

7:00 am-6:00 pm

1 stop11h 00m

$242

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 10/14

7:15 am-1:45 pm

1 stop6h 30m

San Juan Luis Munoz Marin Intl

Mon 11/10

2:05 am-9:37 am

1 stop8h 32m

$250

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

Showing 1-10 of 60 results

...

Best time to book a flight from Cleveland to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Cleveland 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 Cleveland to Caribbean Islands

What is the cheapest month to book a flight from Cleveland to Caribbean Islands?

Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean Islands (average of $254). Flying from Cleveland to Caribbean Islands in June is currently the most expensive (average of $339). 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 CLE to EPX?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Cleveland to Caribbean Islands as you normally would.

Reviews of airlines servicing Caribbean Islands

Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Cleveland to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Delta

8.0

Very good

7,960 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

United Airlines

7.4

Good

8,937 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

American Airlines

7.2

Good

10,000 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Spirit Airlines

6.3

Okay

8,023 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Frontier

5.8

Fair

3,177 reviews

Delta

8.0

Very good

7,960 reviews

Reviews

1 / 20

10.0

Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

What airport do you fly from for flights from Cleveland to Caribbean Islands?
For a flight from Cleveland to Caribbean Islands, you will be flying from Hopkins Intl. Cleveland Hopkins Intl (CLE) is just 10.1 mi from the center of the city.
How long is the flight from Cleveland to Caribbean Islands?
There are many flights that can get you from Cleveland to Caribbean Islands in 6h 21m. Fly via Delta, United Airlines, or Spirit Airlines to get the fastest option. Airlines will cover a distance of 1841 mi. Both multi-stop and nonstop flights can be found to your destination and back.
What are the cheapest airlines to fly from Cleveland to Caribbean Islands one-way?
For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $113. Users have also found prices from $113 and $139 on Delta and American Airlines, respectively.
What are the most popular routes from Cleveland to Caribbean Islands?
While some choose either Cleveland Hopkins Intl - Punta Cana or Cleveland Hopkins Intl - Oranjestad Reina Beatrix, Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl is the most popular route from Cleveland to Caribbean Islands.
What are the cheapest flights from Cleveland to Caribbean Islands?
While on average a flight from Cleveland to Caribbean Islands is generally $305, our data shows the cheapest flight currently is $152. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $225 for that flight.
Can I find deals for flights from Cleveland to Caribbean Islands that include hotel bookings?
Yes. In addition to deals on Cleveland to Caribbean Islands flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Cleveland to Caribbean Islands?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Cleveland to Caribbean Islands.
Can I find deals for business class flights from Cleveland to Caribbean Islands?
Yes. Cheapflights offers flight deals from Cleveland to Caribbean Islands 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 Cleveland to Caribbean Islands?
Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean Islands (average of $254). Flying from Cleveland to Caribbean Islands in June is currently the most expensive (average of $339). 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

Browse thousands of different options on Cheapflights for your next trip

Top 7 airlines flying from Cleveland to Caribbean Islands

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$118	Average$355	FlexibilityNo cancel fee	On-time65%
Frontier	Cheapest$145	Average$401	FlexibilityNo cancel fee	On-time62%
Delta	Cheapest$173	Average$548	FlexibilityNo cancel fee	On-timeN/A
JetBlue	Cheapest$178	Average$605	FlexibilityNo cancel fee	On-time62%
American Airlines	Cheapest$214	Average$596	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$245	Average$608	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$293	Average$637	FlexibilityNo cancel fee	On-time63%

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$107+ Cheap flights from Cleveland (CLE) to Caribbean Islands

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 10/6. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Cleveland to Caribbean Islands with Cheapflights

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Cheap flight deals from Cleveland to Caribbean Islands

Keep the following information in mind while searching for Cleveland to Caribbean Islands flight deals. Data was last updated September 11, 2025.

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Cleveland to Caribbean Islands

Cheapest flights from Cleveland to Caribbean IslandsExplore the most affordable flight options available from Cleveland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

Explore the most affordable flight options available from Cleveland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Cleveland to Caribbean Islands that are best for you.

Best time to book a flight from Cleveland to Caribbean Islands

Have a flexible travel schedule? Discover the best time to fly to Caribbean Islands from Cleveland with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Cleveland to Caribbean Islands

What is the cheapest month to book a flight from Cleveland to Caribbean Islands?

What is the cheapest time of day to fly from CLE to EPX?

Find hourly flight availability from Cleveland to Caribbean Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 11, 2025.

Reviews of airlines servicing Caribbean Islands

Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from Cleveland to Caribbean Islands. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Cleveland to Caribbean Islands. 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 from for flights from Cleveland to Caribbean Islands?

How long is the flight from Cleveland to Caribbean Islands?

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

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

What are the cheapest flights from Cleveland to Caribbean Islands?

Can I find deals for flights from Cleveland to Caribbean Islands that include hotel bookings?

How can I find direct flights from Cleveland to Caribbean Islands?

Can I find deals for business class flights from Cleveland to Caribbean Islands?

What is the cheapest month to book a flight from Cleveland to Caribbean Islands?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Cleveland to Caribbean Islands

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Cleveland to Caribbean Islands

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Cheapest flights from Cleveland to Caribbean Islands
Explore the most affordable flight options available from Cleveland to Caribbean Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 11, 2025.