Caribbean

$88+ 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 5/15. Fares are subject to change and may not be available on all flights or dates of travel.
CVG — SJU
May 24 — May 311
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Cheap 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 April 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:46 pm
CVG
-
SJU
2 stops11h 35m
Frontier
Mon 5/1811:00 am
SJU
-
CVG
1 stop9h 35m
Frontier
Deal found 4/21$244
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/1512:46 pm
CVG
-
SJU
2 stops11h 35m
Frontier
Sun 5/176:41 pm
SJU
-
CVG
1 stop23h 25m
Frontier
Deal found 4/21$248
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Wed 8/196:00 am
CVG
-
SJU
2 stops10h 03m
American Airlines
Sat 8/297:10 pm
SJU
-
CVG
1 stop16h 28m
American Airlines
Deal found 4/21$249
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 5/257:49 pm
CVG
-
SJU
2 stops28h 10m
Frontier
Sun 5/316:00 am
SJU
-
CVG
1 stop7h 02m
Frontier
Deal found 4/22$250
This Frontier deal was found by Cheapflights users on 4/19. 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 5/89:30 pm
CVG
-
SJU
1 stop10h 34m
Frontier
Mon 5/113:03 am
SJU
-
CVG
1 stop9h 59m
Frontier
Deal found 4/19$251
This Expedia deal was found by Cheapflights users on 4/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/2910:00 am
CVG
-
SJU
1 stop16h 01m
Frontier
Fri 5/16:00 am
SJU
-
CVG
1 stop15h 51m
Frontier
Deal found 4/21$254
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/1512:46 pm
CVG
-
SJU
2 stops11h 35m
Frontier
Thu 5/215:15 pm
SJU
-
CVG
1 stop18h 26m
Frontier
Deal found 4/23$256
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/159:30 pm
CVG
-
SJU
1 stop10h 34m
Frontier
Mon 5/183:03 am
SJU
-
CVG
1 stop10h 04m
Frontier
Deal found 4/23$259
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Fri 5/159:30 pm
CVG
-
SJU
1 stop10h 34m
Frontier
Wed 5/205:15 pm
SJU
-
CVG
1 stop17h 49m
Frontier
Deal found 4/23$260
This Frontier deal was found by Cheapflights users on 4/20. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/245:20 pm
CVG
-
SJU
1 stop8h 41m
Frontier
Wed 4/293:19 pm
SJU
-
CVG
1 stop8h 01m
Frontier
Deal found 4/20$261
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Thu 5/1412:12 pm
CVG
-
SJU
2 stops15h 49m
Frontier
Sat 5/236:25 am
SJU
-
CVG
1 stop11h 52m
Frontier
Deal found 4/23$262
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1812:46 pm
CVG
-
SJU
2 stops13h 22m
Frontier
Sat 5/236:25 am
SJU
-
CVG
1 stop11h 52m
Frontier
Deal found 4/21$263

Find flight deals from Cincinnati to Caribbean

Keep the following information in mind while searching for Cincinnati to Caribbean flight deals. Data was last updated April 24, 2026.

Round-trip from

$244
(Kiwi.com)

One-way from

$88
(Frontier)

Popular in

December

Cheapest in

September

Average price

$362
From Cincinnati Cinci./N. Kentucky to Caribbean
One-way flight from Cincinnati Cinci./N. Kentucky to Caribbean
Highest demand for flights based on searches. 11% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 24, 2026.
Use the filters below to find and compare flights from Cincinnati to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

CincinnatiPunta Cana

CVG - PUJ

CVGPUJ

Cincinnati Cinci./N. Kentucky

Mon 5/11

7:11 pm-8:19 pm

2 stops25h 08m

Punta Cana

Sat 5/16

3:35 pm-11:04 am

1 stop19h 29m

$310

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Fri 5/8

6:00 am-3:10 pm

1 stop10h 10m

Montego Bay Sangster Intl

Fri 5/15

4:12 pm-8:19 am

2 stops15h 07m

$357

CincinnatiOranjestad

CVG - AUA

CVGAUA

Cincinnati Cinci./N. Kentucky

Thu 5/7

5:48 am-2:10 pm

1 stop8h 22m

Oranjestad Reina Beatrix

Thu 5/14

3:25 pm-12:34 am

1 stop9h 09m

$371

CincinnatiOranjestad

CVG - AUA

CVGAUA

Cincinnati Cinci./N. Kentucky

Mon 5/25

6:50 am-3:10 pm

1 stop8h 20m

Oranjestad Reina Beatrix

Fri 5/29

1:50 pm-11:59 pm

1 stop10h 09m

$371

CincinnatiPunta Cana

CVG - PUJ

CVGPUJ

Cincinnati Cinci./N. Kentucky

Mon 5/11

1:55 pm-1:55 pm

1 stop24h 00m

Punta Cana

Sat 5/16

3:35 pm-11:04 am

1 stop19h 29m

$381

CincinnatiSaint Thomas Island

CVG - STT

CVGSTT

Cincinnati Cinci./N. Kentucky

Mon 5/4

6:00 am-4:15 pm

1 stop10h 15m

Saint Thomas Island Cyril E King

Mon 5/11

5:05 pm-12:54 am

1 stop7h 49m

$415

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Sat 8/1

6:35 am-3:26 pm

1 stop9h 51m

Montego Bay Sangster Intl

Fri 8/7

4:12 pm-11:59 pm

1 stop6h 47m

$433

CincinnatiSan Juan

CVG - SJU

CVGSJU

Cincinnati Cinci./N. Kentucky

Mon 5/18

9:30 pm-5:10 pm

1 stop19h 40m

San Juan Luis Munoz Marin Intl

Tue 5/19

3:03 am-1:17 pm

1 stop10h 14m

$442

CincinnatiMontego Bay

CVG - MBJ

CVGMBJ

Cincinnati Cinci./N. Kentucky

Tue 6/16

6:35 am-1:30 pm

1 stop7h 55m

Montego Bay Sangster Intl

Wed 6/24

4:12 pm-11:59 pm

1 stop6h 47m

$444

CincinnatiPunta Cana

CVG - PUJ

CVGPUJ

Cincinnati Cinci./N. Kentucky

Tue 6/16

9:30 pm-8:18 pm

2 stops46h 48m

Punta Cana

Wed 6/24

3:35 pm-11:14 am

1 stop19h 39m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 60 resultsSorted by cheapest first
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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

How far ahead should I book a flight from Cincinnati to Caribbean?

To ensure you get the cheapest price possible for a flight from Cincinnati to Caribbean, you should look to book at least 14 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, February is the cheapest month in which you can book a flight from Cincinnati to Caribbean (average of $91). Flying from Cincinnati to Caribbean in December is currently the most expensive (average of $1,081). 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.

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 April 24, 2026.
Read through reviews of airlines operating flights from Cincinnati to Caribbean, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Entertainment

7.5

Crew

8.6

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 $371, Frontier can have you in Caribbean from Cincinnati in 8h 22m. There are 2040 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 $91 on Frontier. Other airlines that offer cheap prices include Delta from $112 and United Airlines from $112 one-way.

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

  • 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, February is the cheapest month in which you can book a flight from Cincinnati to Caribbean (average of $91). Flying from Cincinnati to Caribbean in December is currently the most expensive (average of $1,081). 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

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Alternative routes for Cincinnati to Caribbean

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

Top 6 airlines flying from Cincinnati to Caribbean

Discover the top 6 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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$133Average$609FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$180Average$574FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$235Average$568FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$244Average$685FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$701FlexibilityNo cancel feeOn-time63%
Air CanadaCheapest$321Average$405FlexibilityNo cancel feeOn-time67%

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