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Caribbean Islands

$70+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Dec 28 — Jan 41
Sat 12/28
Sat 1/4
1 adult, Economy
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Cheap flight deals from Cleveland to Caribbean Islands

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Caribbean Islands (zzEPX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 23, 2024.

Round-trip from

$167
(FlightHub)

One-way from

$70
(Cheapflightsfares)
From Cleveland Hopkins Intl to Caribbean Islands
Search Deals
One-way flight from Cleveland Hopkins Intl to Caribbean Islands
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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 December 23, 2024.

This Frontier deal was found by Cheapflights users on 12/22. 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.
Mon 12/306:50 pmCLE - SJU
Nonstop4h 26mFrontier
Tue 12/316:00 amSJU - CLE
Nonstop4h 46mFrontier
Deal found 12/22$313
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Wed 12/256:45 amCLE - SJU
1 stop19h 04mMultiple Airlines
Fri 1/1010:09 pmSJU - CLE
1 stop22h 06mMultiple Airlines
Deal found 12/22$382
This American Airlines deal was found by Cheapflights users on 12/21. 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.
Sat 12/288:14 pmCLE - PUJ
1 stop16h 56mAmerican Airlines
Tue 1/215:40 pmPUJ - CLE
1 stop17h 59mAmerican Airlines
Deal found 12/21$501
This American Airlines deal was found by Cheapflights users on 12/22. 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 12/259:27 amCLE - SJU
2 stops12h 43mAmerican Airlines
Mon 12/306:20 amSJU - CLE
1 stop15h 48mAmerican Airlines
Deal found 12/22$507
This Frontier deal was found by Cheapflights users on 12/22. 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.
Sun 12/2912:13 pmCLE - PUJ
Nonstop4h 17mFrontier
Tue 12/311:54 pmPUJ - CLE
Nonstop4h 51mFrontier
Deal found 12/22$515
This FlightHub deal was found by Cheapflights users on 12/22. 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.
Sun 12/295:00 amCLE - STT
1 stop28h 39mSpirit Airlines
Mon 1/65:45 pmSTT - CLE
2 stops31h 34mSpirit Airlines
Deal found 12/22$556
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/295:32 pmCLE - PUJ
2 stops21h 48mMultiple Airlines
Tue 12/314:50 pmPUJ - CLE
1 stop29h 08mMultiple Airlines
Deal found 12/22$576
This Delta deal was found by Cheapflights users on 12/22. 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.
Tue 12/246:00 amCLE - SJU
1 stop10h 15mDelta
Sun 12/293:13 amSJU - CLE
1 stop8h 47mDelta
Deal found 12/22$590
This Delta deal was found by Cheapflights users on 12/22. 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.
Tue 12/247:15 amCLE - PUJ
1 stop8h 19mDelta
Wed 1/13:50 pmPUJ - CLE
1 stop9h 54mDelta
Deal found 12/22$628
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Thu 12/263:59 pmCLE - SJU
1 stop7h 37mUnited Airlines
Sun 12/294:52 pmSJU - CLE
1 stop7h 47mUnited Airlines
Deal found 12/22$630
This Delta deal was found by Cheapflights users on 12/22. 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.
Sun 12/292:59 pmCLE - MBJ
1 stop5h 52mDelta
Wed 1/18:00 amMBJ - CLE
1 stop9h 13mDelta
Deal found 12/22$641
This Kiwi.com deal was found by Cheapflights users on 12/22. 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 12/295:00 amCLE - MBJ
1 stop8h 30mMultiple Airlines
Wed 1/12:38 pmMBJ - CLE
2 stops21h 39mMultiple Airlines
Deal found 12/22$681

Find flights from Cleveland to Caribbean Islands within your budget

Customize your flight search to find flights from Cleveland to Caribbean Islands 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 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/29

7:28 pm-12:36 am

1 stop28h 08m

San Juan Luis Munoz Marin Intl

Sun 2/2

9:49 pm-8:51 am

1 stop12h 02m

$167

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 2/20

4:57 pm-11:25 pm

1 stop29h 28m

San Juan Luis Munoz Marin Intl

Tue 2/25

6:35 am-1:13 am

1 stop19h 38m

$179

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Thu 2/20

4:57 pm-11:25 pm

1 stop29h 28m

San Juan Luis Munoz Marin Intl

Mon 2/24

9:34 pm-3:29 pm

1 stop18h 55m

$209

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Sun 2/23

9:30 pm-5:09 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Mon 3/3

6:31 pm-7:33 pm

2 stops26h 02m

$221

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/29

6:05 am-4:36 pm

1 stop9h 31m

San Juan Luis Munoz Marin Intl

Thu 2/6

2:05 am-8:13 am

1 stop7h 08m

$228

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 2/1

4:14 pm-11:58 pm

1 stop6h 44m

San Juan Luis Munoz Marin Intl

Fri 2/7

2:20 pm-10:49 pm

2 stops9h 29m

$239

ClevelandMontego Bay

CLE - MBJ

CLEMBJ

Cleveland Hopkins Intl

Sat 2/1

8:20 pm-12:10 pm

1 stop15h 50m

Montego Bay Sangster Intl

Sat 2/8

1:16 pm-7:15 pm

1 stop5h 59m

$307

ClevelandOranjestad

CLE - AUA

CLEAUA

Cleveland Hopkins Intl

Sat 1/18

8:20 pm-3:40 pm

1 stop18h 20m

Oranjestad Reina Beatrix

Sun 1/26

4:45 pm-7:15 pm

1 stop27h 30m

$322

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Tue 1/21

1:45 pm-12:25 am

2 stops9h 40m

San Juan Luis Munoz Marin Intl

Tue 1/28

4:15 pm-10:15 pm

1 stop7h 00m

$332

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Sun 2/23

9:30 pm-5:09 pm

1 stop18h 39m

Simpson Bay Princess Juliana

Mon 3/3

3:25 pm-3:29 pm

1 stop25h 04m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 60 results
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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.

Travel insights for flights from Cleveland to Caribbean Islands

Get recent, data-driven insights about flights from Cleveland to Caribbean Islands including ideal travel times, pricing trends, and more.

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 March is currently the most expensive (average of $380). 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?

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 December 23, 2024.

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.

Rainfall in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average rainfall totals by month.

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.

Temperature in Caribbean Islands by month

Plan your trip to Caribbean Islands by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Caribbean Islands

Get insights into the airlines that provide service to Caribbean Islands. 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 Caribbean Islands. Reviews last updated December 23, 2024.
Get a feel of what it's like to fly with American Airlines, United Airlines and Frontier from Cleveland to Caribbean Islands by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,780 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Alaska Airlines
8.0
Very good
9,549 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,594 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Copa Airlines
7.7
Good
1,712 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,265 reviews
Southwest
8.1
Very good
4,780 reviews

Food

7.2

Boarding

8.2

Entertainment

7.7

Overall

8.1

Crew

8.7

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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?

    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.

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

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $70. Users have also found prices from $81 and $107 on Frontier and United 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 $296, our data shows the cheapest flight currently is $96. When looking at the most popular route, (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $137 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 March is currently the most expensive (average of $380). 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.

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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.
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Top 7 airlines flying from Cleveland to Caribbean Islands

Discover the top 7 airlines that operate flights from Cleveland to Caribbean Islands. 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 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$124Average$340FlexibilityNo cancel feeOn-time65%
FrontierCheapest$141Average$401FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$178Average$593FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$257Average$595FlexibilityNo cancel feeOn-time69%
DeltaCheapest$276Average$526FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$575FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$339Average$561FlexibilityNo cancel feeOn-time63%
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