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$76+ Cheap flights from Cleveland (CLE) to Caribbean

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 1/23. Fares are subject to change and may not be available on all flights or dates of travel.
CLE — SJU
Nov 26 — Dec 31
Tue 11/26
Tue 12/3
1 adult, Economy
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Cheap flight deals from Cleveland to Caribbean

Discover tips and strategies to find the most affordable flight options for your journey from Cleveland (CLE) to Caribbean (0CB). 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 November 21, 2024.

Find flight deals from Cleveland to Caribbean

Cheapest flights from Cleveland to Caribbean
Explore the most affordable flight options available from Cleveland to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 21, 2024.

This eDestinos deal was found by Cheapflights users on 11/20. 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.
Sun 12/89:12 pmCLE - SJU
1 stop27h 45mFrontier
Fri 12/203:54 amSJU - CLE
1 stop13h 56mFrontier
Deal found 11/20$152
This FlightHub deal was found by Cheapflights users on 11/20. 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 12/115:00 amCLE - SJU
1 stop14h 22mMultiple Airlines
Wed 12/188:41 amSJU - CLE
1 stop7h 13mMultiple Airlines
Deal found 11/20$192
This FlightHub deal was found by Cheapflights users on 11/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/125:00 amCLE - STT
1 stop28h 51mSpirit Airlines
Mon 12/162:18 pmSTT - CLE
2 stops34h 41mSpirit Airlines
Deal found 11/21$242
This Mytrip deal was found by Cheapflights users on 11/20. 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.
Sun 12/85:00 amCLE - SJU
1 stop14h 22mSpirit Airlines
Thu 12/1210:44 pmSJU - CLE
3 stops26h 15mSpirit Airlines
Deal found 11/20$269
This CheapOair deal was found by Cheapflights users on 11/20. 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.
Thu 12/195:00 amCLE - STX
1 stop10h 59mSpirit Airlines
Thu 12/265:54 pmSTX - CLE
1 stop7h 25mSpirit Airlines
Deal found 11/20$287
This Booking.com deal was found by Cheapflights users on 11/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/165:00 amCLE - SXM
1 stop8h 30mMultiple Airlines
Fri 12/206:29 pmSXM - CLE
1 stop17h 02mMultiple Airlines
Deal found 11/20$338
This Cheapflightsfares deal was found by Cheapflights users on 11/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/95:00 amCLE - MBJ
1 stop8h 33mSpirit Airlines
Wed 12/112:38 pmMBJ - CLE
1 stop9h 21mSpirit Airlines
Deal found 11/20$344
This American Airlines deal was found by Cheapflights users on 11/21. 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 12/75:25 pmCLE - SXM
2 stops21h 35mAmerican Airlines
Wed 12/113:30 pmSXM - CLE
2 stops18h 29mAmerican Airlines
Deal found 11/21$347
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Mon 12/94:30 pmCLE - SJU
1 stop7h 06mUnited Airlines
Mon 12/162:05 amSJU - CLE
1 stop7h 22mUnited Airlines
Deal found 11/20$354
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Fri 11/296:35 amCLE - SJU
1 stop8h 19mAmerican Airlines
Wed 12/44:38 pmSJU - CLE
1 stop8h 20mAmerican Airlines
Deal found 11/20$364
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/42:37 pmCLE - STT
2 stops20h 07mAmerican Airlines
Wed 12/114:30 pmSTT - CLE
2 stops17h 29mAmerican Airlines
Deal found 11/20$388
This Kiwi.com deal was found by Cheapflights users on 11/20. 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 12/99:12 pmCLE - PUJ
2 stops15h 10mMultiple Airlines
Sat 12/144:43 pmPUJ - CLE
1 stop8h 16mMultiple Airlines
Deal found 11/20$394

Find flights from Cleveland to Caribbean within your budget

Customize your flight search to find flights from Cleveland to Caribbean 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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sun 12/8

9:12 pm-1:57 am

1 stop27h 45m

San Juan Luis Munoz Marin Intl

Fri 12/20

3:54 am-4:50 pm

1 stop13h 56m

$152

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 2/12

8:30 am-5:05 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Wed 2/26

8:00 pm-7:33 pm

1 stop24h 33m

$173

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-12:06 pm

1 stop18h 35m

$228

ClevelandSaint Thomas Island

CLE - STT

CLESTT

Cleveland Hopkins Intl

Thu 12/12

5:00 am-10:51 am

1 stop28h 51m

Saint Thomas Island Cyril E King

Mon 12/16

2:18 pm-11:59 pm

2 stops34h 41m

$242

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 2/12

8:30 am-5:05 pm

1 stop7h 35m

San Juan Luis Munoz Marin Intl

Wed 2/26

6:40 am-12:19 am

2 stops18h 39m

$259

ClevelandChristiansted

CLE - STX

CLESTX

Cleveland Hopkins Intl

Thu 12/19

5:00 am-4:59 pm

1 stop10h 59m

Christiansted Henry Rohlsen

Thu 12/26

5:54 pm-12:19 am

1 stop7h 25m

$287

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Sat 3/1

5:55 pm-6:12 am

2 stops11h 17m

San Juan Luis Munoz Marin Intl

Tue 3/4

4:52 pm-11:59 pm

1 stop8h 07m

$328

ClevelandMontego Bay

CLE - MBJ

CLEMBJ

Cleveland Hopkins Intl

Wed 1/8

6:30 am-1:30 pm

1 stop7h 00m

Montego Bay Sangster Intl

Mon 1/13

2:42 pm-8:45 am

2 stops18h 03m

$331

ClevelandSan Juan

CLE - SJU

CLESJU

Cleveland Hopkins Intl

Wed 1/15

10:43 am-10:07 pm

2 stops10h 24m

San Juan Luis Munoz Marin Intl

Sat 1/25

2:20 pm-12:33 am

1 stop11h 13m

$336

ClevelandSimpson Bay

CLE - SXM

CLESXM

Cleveland Hopkins Intl

Mon 12/16

5:00 am-2:30 pm

1 stop8h 30m

Simpson Bay Princess Juliana

Fri 12/20

6:29 pm-10:31 am

1 stop17h 02m

$338

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 60 results
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Best time to book a flight from Cleveland to Caribbean

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

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

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

Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean (average of $254). Flying from Cleveland to Caribbean in March is currently the most expensive (average of $335). 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 CB?

Find hourly flight availability from Cleveland to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 21, 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 as you normally would.

Rainfall in Caribbean by month

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

In terms of precipitation, rainfall in Caribbean 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 when rainfall is around 2.2 in.

Temperature in Caribbean by month

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

If weather is an important factor for your trip to Caribbean, 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

Get insights into the airlines that provide service to Caribbean. 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. Reviews last updated November 21, 2024.
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Southwest
8.1
Very good
5,015 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Alaska Airlines
8.0
Very good
9,458 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Delta
8.0
Very good
8,758 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Copa Airlines
7.8
Good
1,785 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

JetBlue
7.5
Good
3,396 reviews
Southwest
8.1
Very good
5,015 reviews

Comfort

8.1

Entertainment

7.7

Boarding

8.2

Crew

8.7

Food

7.2

Overall

8.1

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

Related info for your journey

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

    Cleveland Hopkins Intl (CLE) is the airport you will fly out of if you book a flight from Cleveland to Caribbean. It is only a 10.1 mi journey to Hopkins Intl (CLE) from Cleveland’s city center.

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

    One-way options have recently been found by users for as low as $76 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $96 and Delta from $164 one-way.

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

    While some choose either Cleveland Hopkins Intl - Punta Cana or Cleveland Hopkins Intl - Saint Thomas Island Cyril E King, Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl is the most popular route from Cleveland to Caribbean.

  • What are the cheapest flights from Cleveland to Caribbean?

    Looking for the cheapest flight from Cleveland to Caribbean? While on average our users pay $316, our data indicates the cheapest price to be $102. The most popular route (Cleveland Hopkins Intl - San Juan Luis Munoz Marin Intl), is priced around $173.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cleveland to Caribbean 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?

    Currently, September is the cheapest month in which you can book a flight from Cleveland to Caribbean (average of $254). Flying from Cleveland to Caribbean in March is currently the most expensive (average of $335). 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

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

Discover the top 7 airlines that operate flights from Cleveland to Caribbean. 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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$125Average$354FlexibilityNo cancel feeOn-time65%
FrontierCheapest$140Average$399FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$217Average$618FlexibilityNo cancel feeOn-time62%
DeltaCheapest$238Average$534FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$256Average$589FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$300Average$585FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$331Average$469FlexibilityNo cancel feeOn-time63%
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