$103 Find Cheap Flights from Cincinnati to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cincinnati to Caribbean departing on 5/18. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Best Caribbean Flight Deals from Cincinnati

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Punta Cana
Punta Cana1 stop$334
Santo Domingo
Santo Domingo2 stops$429
Montego Bay
Montego Bay1 stop$341
Oranjestad
Oranjestad1 stop$360
Nassau
Nassau1 stop$418
Kingston
Kingston1 stop$601
Simpson Bay
Simpson Bay1 stop$522
Providenciales
Providenciales1 stop$360
Bridgetown
Bridgetown1 stop$521
George Town
George Town1 stop$356
Willemstad
Willemstad1 stop$700
St. John's
St. John's1 stop$672
Puerto Plata
Puerto Plata2 stops$529
Aguadilla
Aguadilla1 stop$348

Cheap Flights from Cincinnati to Caribbean

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cincinnati to Caribbean that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Cincinnati to Caribbean

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Cincinnati to Caribbean.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
Delta Logo
3:22 pm - 11:15 pmCVG-SJU
7h 53m1 stop
Delta Logo
6:35 am - 5:19 pmSJU-CVG
10h 44m1 stop
$215Delta
Find Deal
Sat, May 3 - Tue, May 6
 Logo
2:19 pm - 7:07 pmCVG-SJU
28h 48m1 stop
 Logo
8:12 pm - 11:08 pmSJU-CVG
26h 56m1 stop
Sat, May 17 - Thu, May 29
American Airlines Logo
8:00 am - 11:59 pmCVG-SJU
15h 59m1 stop
American Airlines Logo
6:10 am - 2:48 pmSJU-CVG
8h 38m2 stops
$235American Airlines
Find Deal
Sat, May 17 - Thu, May 29
American Airlines Logo
7:50 pm - 10:50 amCVG-SJU
15h 00m1 stop
American Airlines Logo
5:30 am - 2:45 pmSJU-CVG
9h 15m2 stops
$241American Airlines
Find Deal
Fri, May 2 - Sun, May 4
United Airlines Logo
2:10 pm - 11:54 pmCVG-SJU
9h 44m1 stop
United Airlines Logo
1:05 am - 9:54 amSJU-CVG
8h 49m1 stop
$257United Airlines
Find Deal
Tue, May 6 - Fri, May 9
United Airlines Logo
2:10 pm - 11:54 pmCVG-SJU
9h 44m1 stop
United Airlines Logo
2:05 am - 10:51 amSJU-CVG
8h 46m1 stop
$288United Airlines
Find Deal
Mon, Jun 9 - Mon, Jun 16
Frontier Logo
12:31 pm - 7:44 pmCVG-SJU
7h 13m1 stop
Frontier Logo
3:56 am - 11:36 amSJU-CVG
7h 40m1 stop
$294Frontier
Find Deal
Sun, May 4 - Wed, May 7
Frontier Logo
11:32 am - 6:16 pmCVG-SJU
6h 44m1 stop
Frontier Logo
4:39 pm - 12:59 amSJU-CVG
8h 20m1 stop
$298Frontier
Find Deal
Wed, May 7 - Sun, May 11
Southwest Logo
4:35 pm - 11:30 pmCVG-SJU
6h 55m1 stop
Southwest Logo
5:00 am - 2:45 pmSJU-CVG
9h 45m2 stops
$421Southwest
Find Deal
Mon, Aug 11 - Fri, Aug 15
Southwest Logo
6:25 am - 5:30 pmCVG-SJU
11h 05m2 stops
Southwest Logo
7:40 am - 8:40 pmSJU-CVG
13h 00m2 stops
$479Southwest
Find Deal
Wed, May 14 - Mon, May 19

KAYAK's insights & trends for Cincinnati to Caribbean flights

Get data-powered insights and trends into flights from Cincinnati to Caribbean to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Cincinnati to Caribbean flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Cincinnati to Caribbean.
The cheapest ticket to Caribbean from Cincinnati found in the last 72 hours was to Punta Cana, at $368 round-trip. The most popular route is from Cincinnati (CVG) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $368.

What is the cheapest time of day to fly to Caribbean?

The average price for all round-trip flights from Cincinnati to Caribbean depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Caribbean is generally at night, when round-trip flights cost $321 on average. Morning departures are around 16% more expensive than evening flights, on average. The most expensive time of day to fly to Caribbean is generally in the morning, which is peak travel time and where the average cost of a ticket is $409.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cincinnati to Caribbean, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Cincinnati to Caribbean is September, when tickets cost $276 (return) on average. On the other hand, the most expensive months are December and July, when the average cost of round-trip tickets is $504 and $458 respectively.

What’s the cheapest day of the week to fly from Cincinnati to Caribbean?

The average price of all round-trip flights from Cincinnati to Caribbean clicked on KAYAK for each day over the last 12 months.
If your flying dates are flexible, you should consider flying to Caribbean on a Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Cincinnati to Caribbean. For your return ticket, we recommend flying on a Thursday and avoiding Sundays for the best deals.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cincinnati to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Cincinnati to Caribbean, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

Good to know

Low season

August

High season

December

Cheapest flight

$103
Best time to beat the crowds but there is an average 1% increase in price.
Most popular time to fly with an average 31% increase in price.
Flight from Cincinnati to San Juan

FAQs - booking Caribbean flights

  • How does KAYAK find such low prices on flights from Cincinnati to Caribbean?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cincinnati to Caribbean.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cincinnati to Caribbean?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cincinnati to Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cincinnati to Caribbean?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Cincinnati to Caribbean with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cincinnati to Caribbean?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Cincinnati to Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many flights are there between Cincinnati and Caribbean per day?

    There is a maximum of 1 nonstop flight a day that takes off from Cincinnati and lands in Caribbean, with an average flight time of 4h 03m. The most common departure time is 8:00 am and most flights take off in the morning. Each week, there are 1 flights.

See more FAQs

Top 5 airlines serving from Cincinnati to Caribbean

Need help choosing which airline to fly with from Cincinnati to Caribbean? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4286 reviews
8.2Boarding
7.1Food
8.0Comfort
7.6Entertainment
8.6Crew
Airline reviews

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

8.0 ExcellentJonathan, Apr 2025AUS - MSY
Read more Southwest reviews

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

1.5 hour delay, poor service, no compassion from the crew. Terrible experience

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

It was an overnight flight and I desperately needed coffee before we landed, but Delta does only one beverage service, and that is shortly after takeoff, not before landing at 5 am.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

After a 5 hour delay waiting at the gate (3 delays adding up) with no clear reason provided, we finally boarded flew 3/4 of the way to Toronto then were turned back to New York. As we neared New York, the pilot declared that it was his fault, something to do with timing and him not being allowed into the country???? How could the airline let his happen? They had hours to prepare and make sure they had a crew available for the flight! We ended up in Toronto a day late with no sleep.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Terrible and im avoiding them in the future. My initial flight was delayed causing me to rebook my flight and when speaking with the representative to rebook I explained this is the second time my flights were delayed and they did nothing to help me. I wasn't booked to comfort plus or given a voucher or anything. I was almost late for my meeting that I needed to attend on Monday because of the games delta played delaying my flights even more and putting me in the very back of the plane next to an extremely intoxicated passenger

Multiple delays and not straight answer from the United team

For economy, it was very good. Staff was great, they even let some of us change seats for more leg room... Put an empty seat between us which was fantastic for a 12hr flight. Onboard entertainment was excellent, I think over 200 choices of movies/tv/etc The bad was the barely/nonfunctional wifi that cost either $16.99 or 1700 miles (full flight). It was atrocious... Definitely the worst of the last 3 long haul major airlines I was on the last few months.

Stewardess spilled orange juice on my clothes/seat no help no apology just threw napkins at me to clean the mess up. Not Happy.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

The plane pushed back from the gate on time. However, it stopped on the ramp, and we waited for over 20 minutes before the aircraft pulled back to the gate. Apparently, something of importance had to be removed from the aircraft by the gate agent. I found this to be odd. The delay was not significant, but I felt that whatever was on the aircraft that had to be taken off, should’ve been done before we pushed back from the gate.

I didn’t get on plane. Passport being processed by consulate with visa application. Tried to cancel through underpricer after purchasing cacelling for any reason. No dice, they are thieves.

Electric plugs didn't work. Entertainment system wasn't working

The design of the light switch on the arm rest is ridiculous.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

leg space better than expected. two washrooms for one plane isn't enough.

Boarding took forever, the plane was cramped and cold, and the seatbelt song came on constantly throughout the red eye flight with a loud pre-recorded message playing each time

Cabin felt crammed Snacks are lame But crew was super efficient getting us out on time despite delay

Took off on time and successfully avoided weather that looked to be a problem along the way

There were five broken seats on the plane. The crew was very rude in telling people they had to get off the plane and get a flight the next day. No call for volunteers, but telling people they had to get off. One woman was flying with her elderly mother and daughter and was told she had to leave or all three had to leave. Fortunately, a volunteer offered to stay. The situation was handled poorly.

The flight to Tokyo AA61 took off about two hours late, but then had to turn back. By that time the crew had to be replaced. Then they kept promising to take off in an hour, then in 3, then switch to the next day.

British Airways staff are very polite and willing to help.

Any sort of gluten free snack option would be nice

They lost my luggage and it didn’t get delivered until the next day.

Would have thought that they would gas up plane before everyone got on board

3 hours late. Not even water offered on a 2.25 hour flight.

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

Landing in terminal 2, but my luggage is terminal 3. We (and others) were looking for it in terminal 1. We probably missed the crew broadcast, but the communication could have been clearer for non native (or elderly) passengers.

I chose the seats when booked the flight and paid for them. However after checking in I found we were assigned different seats!

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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