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$108+ Cheap flights from Cincinnati (CVG) 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 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — SJU
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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Find flight deals from Cincinnati to Caribbean

Cheapest flights from Cincinnati to Caribbean
Explore the most affordable flight options available from Cincinnati to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

This American Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 12/86:05 pmCVG - SJU
1 stop15h 04mAmerican Airlines
Sat 12/134:41 pmSJU - CVG
1 stop8h 38mAmerican Airlines
Deal found 10/26$225
This Frontier deal was found by Cheapflights users on 10/25. 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.
Thu 11/2711:21 amCVG - SJU
1 stop12h 45mFrontier
Thu 12/410:42 amSJU - CVG
1 stop8h 04mFrontier
Deal found 10/25$226
This Frontier deal was found by Cheapflights users on 10/26. 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 12/111:43 amCVG - SJU
1 stop12h 29mFrontier
Thu 12/410:42 amSJU - CVG
1 stop8h 04mFrontier
Deal found 10/26$234
This American Airlines deal was found by Cheapflights users on 10/26. 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 11/138:00 amCVG - SJU
1 stop14h 52mAmerican Airlines
Wed 11/196:25 amSJU - CVG
1 stop17h 44mAmerican Airlines
Deal found 10/26$235
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
Wed 12/319:57 amCVG - SJU
1 stop15h 42mMultiple Airlines
Wed 1/77:15 amSJU - CVG
2 stops32h 03mMultiple Airlines
Deal found 10/27$239
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Sat 11/87:10 amCVG - SJU
2 stops13h 16mUnited Airlines
Fri 11/145:50 pmSJU - CVG
1 stop7h 09mUnited Airlines
Deal found 10/25$245
This United Airlines deal was found by Cheapflights users on 10/26. 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 12/812:30 pmCVG - SJU
1 stop7h 30mUnited Airlines
Fri 12/122:05 amSJU - CVG
2 stops12h 11mUnited Airlines
Deal found 10/26$252
This United Airlines deal was found by Cheapflights users on 10/25. 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.
Sat 11/87:10 amCVG - SJU
2 stops13h 16mUnited Airlines
Sat 11/155:50 pmSJU - CVG
1 stop7h 09mUnited Airlines
Deal found 10/25$256
This Frontier deal was found by Cheapflights users on 10/25. 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 11/910:30 amCVG - SJU
2 stops14h 02mFrontier
Thu 11/139:00 amSJU - CVG
2 stops15h 59mFrontier
Deal found 10/25$261
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 12/145:15 amCVG - SJU
1 stop27h 22mFrontier
Fri 12/193:54 amSJU - CVG
1 stop12h 08mFrontier
Deal found 10/26$262
This Frontier deal was found by Cheapflights users on 10/25. 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.
Fri 11/710:56 amCVG - SJU
2 stops13h 36mFrontier
Fri 11/142:11 amSJU - CVG
2 stops13h 21mFrontier
Deal found 10/25$264
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 12/146:00 amCVG - PUJ
1 stop9h 50mMultiple Airlines
Fri 12/193:39 pmPUJ - CVG
2 stops24h 23mMultiple Airlines
Deal found 10/25$338

Cheap flight deals from Cincinnati to Caribbean

Keep the following information in mind while searching for Cincinnati to Caribbean flight deals. Data was last updated October 27, 2025.

Round-trip from

$225
(American Airlines)

One-way from

$108
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$285

Good round-trip deal

$552 or less

Good one-way deal

$349 or less
From Cincinnati Cinci./N. Kentucky to Caribbean
Search Deals
One-way flight from Cincinnati Cinci./N. Kentucky to Caribbean
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($33 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Cincinnati Cinci./N. Kentucky to Caribbean.
Search Deals
Price to beat on a one-way flight from Cincinnati Cinci./N. Kentucky to Caribbean.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Cincinnati 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 2,558,603 searches. Data last updated October 27, 2025.
Use the filters below to find and compare flights from Cincinnati to Caribbean that are best for you.

Fly from

Cincinnati

Fly to

Caribbean

Route

Depart

Return

Price

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

4:11 pm-11:52 pm

1 stop6h 41m

San Juan Luis Munoz Marin Intl

Thu 11/13

2:47 pm-12:12 am

1 stop10h 25m

$245

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 12/8

12:30 pm-9:00 pm

1 stop7h 30m

San Juan Luis Munoz Marin Intl

Fri 12/12

2:05 am-1:16 pm

2 stops12h 11m

$252

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

7:10 am-9:26 pm

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Sat 11/15

5:50 pm-11:59 pm

1 stop7h 09m

$256

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Wed 11/12

11:45 am-9:26 pm

1 stop8h 41m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-10:51 am

1 stop9h 46m

$296

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 1/23

1:35 pm-12:35 am

2 stops10h 00m

San Juan Luis Munoz Marin Intl

Sat 1/31

6:00 am-12:10 pm

1 stop7h 10m

$315

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 11/14

9:00 am-10:22 pm

2 stops12h 22m

San Juan Luis Munoz Marin Intl

Fri 11/14

2:05 am-10:51 am

1 stop9h 46m

$320

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Fri 11/7

6:00 am-8:48 pm

1 stop13h 48m

San Juan Luis Munoz Marin Intl

Wed 11/12

4:43 pm-11:09 pm

1 stop7h 26m

$325

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 11/11

3:49 pm-12:36 am

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Sat 11/15

7:45 am-4:04 pm

1 stop9h 19m

$325

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Tue 11/11

3:49 pm-12:36 am

1 stop7h 47m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:05 am-10:45 am

1 stop9h 40m

$325

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Sat 11/8

7:10 am-9:26 pm

2 stops13h 16m

San Juan Luis Munoz Marin Intl

Wed 11/12

2:05 am-1:11 pm

2 stops12h 06m

$335

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

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

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

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

Currently, January is the cheapest month in which you can book a flight from Cincinnati to Caribbean (average of $128). Flying from Cincinnati to Caribbean in June is currently the most expensive (average of $244). 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 CVG to CB?

Find hourly flight availability from Cincinnati 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 October 27, 2025.

It’s typically best to fly out from Cincinnati to Caribbean at noon. Doing so could potentially save you 32% on the flight price compared to flying in the afternoon, which is usually more expensive.

What is the cheapest day to fly from Cincinnati to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Cincinnati to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Cincinnati to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Saturday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 27, 2025.
Read through reviews of airlines operating flights from Cincinnati to Caribbean, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
7,996 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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
3,122 reviews
Southwest
8.0
Very good
4,236 reviews

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

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 Cincinnati 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 Cincinnati to Caribbean?

    For a flight from Cincinnati to Caribbean, you will be flying from Cinci./N. Kentucky. Cincinnati Cinci./N. Kentucky (CVG) is just 8.8 mi from the center of the city.

  • How long is the flight from Cincinnati to Caribbean?

    For as low as $245, American Airlines can have you in Caribbean from Cincinnati in 6h 41m. There are 1809 mi between Cincinnati and Caribbean. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $113 on American Airlines. Other airlines that offer cheap prices include Delta from $113 and Southwest from $113 one-way.

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

    The most popular flight routes from Cincinnati to Caribbean are Cincinnati Cinci./N. Kentucky - San Juan Luis Munoz Marin Intl, Cincinnati Cinci./N. Kentucky - Saint Thomas Island Cyril E King and Cincinnati Cinci./N. Kentucky - Punta Cana.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Cincinnati 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 Cincinnati to Caribbean?

    Currently, January is the cheapest month in which you can book a flight from Cincinnati to Caribbean (average of $128). Flying from Cincinnati to Caribbean in June is currently the most expensive (average of $244). 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

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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 Cincinnati to Caribbean

Discover the top 5 airlines that operate flights from Cincinnati 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 2,558,603 searches. Data last updated October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$398FlexibilityNo cancel feeOn-time62%
DeltaCheapest$215Average$612FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$225Average$598FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$237Average$694FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$335Average$697FlexibilityNo cancel feeOn-time63%

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