$83 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 2/23. 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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0 bags

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Best Caribbean Flight Deals

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

Punta Cana
Punta Cana1 stop$329
Montego Bay
Montego Bay1 stop$331
Santo Domingo
Santo Domingo2 stops$439
Oranjestad
Oranjestad1 stop$476
Nassau
Nassau1 stop$403
Simpson Bay
Simpson Bay1 stop$577
Kingston
Kingston1 stop$553
Providenciales
Providenciales2 stops$496
Bridgetown
Bridgetown2 stops$595
George Town
George Town1 stop$478
Willemstad
Willemstad2 stops$533
St. John's
St. John's1 stop$626
Puerto Plata
Puerto Plata2 stops$540
Aguadilla
Aguadilla1 stop$244

Good to know

Low season

September

High season

March

Cheapest flight

$83
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 12% 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 to Caribbean from Cincinnati 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 to Caribbean with an airline and back to Cincinnati 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 to Caribbean from Cincinnati up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Caribbean

  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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.
8.1
SouthwestOverall score based on 5015 reviews
8.7Crew
7.7Entertainment
7.2Food
8.1Comfort
8.2Boarding
Airline reviews

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

6.0 Goodjohn, Nov 2024TPA - BWI
Read more Southwest reviews

Planes are aged. The wifi is unreliable and on many fights, no-existent. The flight attendants were very good.

I had a wonderful flight, but the only thing that annoyed me was how crowded TSA was. I still believe airports and all planes work together to bunch everyone together to drive up cost.

Easy to book and to get check in and get on and off.

The last 30 min or so, they put the heat on full. We thought we were being basted.

Excellent experience. WiFi worked on this leg of My trip

Flight was great, but golf bag never made it until later in the day. Even though I had a nonstop flight it was placed on a different one. They made it right with flight credits and I was able to get it the same day.

It seems as though the provisions are even less. Although SWA used to be an economy Airline, that isn't really the case anymore. I paid over $700. for a round trip to Denver and I could have flown just about any airline for the price. The drinks are now in a 6-ounce cup and with ice I'm sure a can would fill more than 2 cups. However, I am very proud of SWA for using paper rather than continuing to contribute to the millions of plastic cups being used each day. I've thought of this fr many years and am so glad to see it come to fruition, if not by only SWA so far.

Exceptional crew! Friendly and professional. Pleasant attitude and treated everyone with respect.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Good and consistent Printer in lounge did not work for me :(

Most of my discomfort was going through TSA. However, the Delta seats had inadequate leg room and I tried my very best to connect to the wi-fi and it was a cumbersome process that finally gave me the info that I needed to sign in AFTER I had completed the flight...Why make it so difficult to use? That said I really really appreciate the pilot taking a little extra time to avoid a bad storm area and both landings in Atlanta and Orlando were flawless to my delight!!!

Delayed in taking off because no flight crew. The in seat entertainment was working properly.

All fine save for the abominable catering. Really gone downhill. We found it all inedible.

I upgraded to first class only to find out that I still had no access to the sky lounge without a sky miles card or AmEx (something that should be emphasized outside of the fine print!) Also, no food or drink service provided during the flight, so I basically paid 4x more just for “free” checked baggage and a bigger seat. Not worth it.

I appreciated friendly service from check-in, to boarding, to in-flight amenities! Attendants were accommodating and helpful. Thank you! Elaine

Delta was really good about being transparent with why we were delayed it’s just that’s the plane was really old and outdated and a lot of the comfort and amenities we know Delta to have did not shine through

Best part: It’s operated by All Nippon Airways. It’s quite literally comfortable, reliable and respected from boarding to landing each and every time. It’s perfection without extremity in lavishness — it’s how flying should always be!

The flight attendants were unhelpful. It was a packed flight, and usually a flight attendant would help find a spot in the bin for your carry on or shift things around. Neither made any effort to do so. Also, I had to then check my bag. I was told it would be on the carousel in YYZ, but it came up on the jetway. So lucky I saw others standing around for their bags. I would have walked straight past this and on to the carousel. They could have at least told me that they had given me wrong information. Very unsatisfactory.

Made all groups except 2 check despite ample bin space. Inflight WiFi and entertainment didn’t work most of the time.

The check-in process is not the best They should have agents in site to help with any problem especially a rebook. Why does one have to get on the phone when there were at least 8 agents around that could have help?! Flying is stressful as it is and having someone willing to do their customer service will ease some of the stress.

It was a good flight. Nothing comes to mind about how it could have been better. It was a newer plane, seemed like a great upgrade from your older ones. Staff was very good as well.

Seats are smaller and harder than other airlines we have travels with. Food was edible but no good. The sandwich was the only thing I would eat again. They did have a lot of movies to watch.

boarding was uneventful. Snack was pathetic. A tiny fruit bar. Entertainment was limited to just select movies on your own tablet or phone. No live TV. I recently flew Jetblue and they had unlimited snacks and live satellite TV the entire flight. My seat was an exit seat, 20A. It was super uncomfortable. It felt cramped and the middle seat was taken up by a large woman who pushed into my shoulder and arm. Horrible flight.

I liked that the flight to Kosice was on time, the service was excellent and we arrived to Vienna early. The only thing I did not like, is that I had to pay for my suitcase $75. Bummer

They canceled our flight and left us stranded to figure it out

Cabin was pitch black, even during meal service. The reading lights for seat 2E/F did not work, and seat 2E did not recline.

The departing flight from Newark to Charlotte was fine. It was the returning flight from Charlotte to Newark that was awful. We had scheduled an 8:35pm return flight time. We got delayed TEN times all the way to 5am in the morning! We were told over 4 different excuses as to why the flight kept getting delayed. First it was the flight crew needed to rest, then it was something technical with the plane, then it was something with air traffic control, and finally it was because they couldn’t find a captain and had to wait until the morning so the captain could get some rest. It was terrible sleeping overnight in the airport. They offered a $12 meal voucher. That was it! And the only place open in the middle of the night was Dunkin’ Donuts who didn’t even accept the voucher. They should have cancelled the flight much earlier on in the evening instead of just stringing us along hour by hour with more delays. Not professional and unacceptable. There was no refund for inconvenience. I probably will not be flying American Airlines again.

This leg they tried and did well with what they had to work from.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight was as good as it gets when flying. On time departure and arrival plus no lost luggage.

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

Packed commercial flight was as comfortable as can be expected

My seat was very worn. Otherwise I had an excellent flight

I'm not a valued flyer so I'm always in the last group to board...that sucks, always

My flight back my reservations were list because they said I didn't pay my pet fee when I had a receipt

Flight was cancelled as I was in line for security. Next available flight got me to my destination 24 hrs later than the first. No refunds offered, just credit toward another flight. I booked with delta, got to my destination only 2 hrs behind my original flight schedule. Won’t be using American again.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Allowed me to chose my seat without extra charge (I purchased full-price ticket) and boarding was in group1. Didn't even serve water.

Book cheap flights from Cincinnati to Caribbean

Recent round-trip flight deals

1/20Mon
1 stopFrontier
6h 41mCVG-SJU
1/27Mon
1 stopFrontier
13h 41mSJU-CVG
$128
12/8Sun
1 stopFrontier
7h 05mCVG-SJU
12/11Wed
1 stopFrontier
13h 39mSJU-CVG
$134
12/9Mon
1 stopUnited Airlines
7h 49mCVG-SJU
12/11Wed
1 stopUnited Airlines
10h 13mSJU-CVG
$204
1/29Wed
1 stopDelta
9h 00mCVG-SJU
2/5Wed
1 stopDelta
10h 31mSJU-CVG
$244
12/11Wed
1 stopDelta
7h 02mCVG-SJU
12/16Mon
1 stopDelta
6h 19mSJU-CVG
$259
1/23Thu
1 stopAmerican Airlines
7h 30mCVG-STX
1/27Mon
2 stopsAmerican Airlines
19h 11mSTX-CVG
$278
12/10Tue
1 stopUnited Airlines
7h 49mCVG-SJU
12/13Fri
2 stopsUnited Airlines
12h 06mSJU-CVG
$294
1/12Sun
1 stopAmerican Airlines
7h 05mCVG-SJU
1/18Sat
2 stopsAmerican Airlines
11h 20mSJU-CVG
$319
12/7Sat
2 stopsSouthwest
10h 35mCVG-SJU
12/11Wed
2 stopsSouthwest
10h 50mSJU-CVG
$398
2/26Wed
2 stopsSouthwest
12h 15mCVG-SJU
3/3Mon
1 stopSouthwest
7h 40mSJU-CVG
$404

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Recent one-way flight deals

2/23Sun
1 stopFrontier
6h 22mCVG-SJU
$83
12/7Sat
1 stopFrontier
8h 59mCVG-SJU
$84
2/12Wed
2 stopsAmerican Airlines
10h 52mCVG-SJU
$122
1/4Sat
1 stopDelta
9h 00mCVG-SJU
$142
1/5Sun
2 stopsAmerican Airlines
21h 07mCVG-SJU
$148
11/27Wed
1 stopDelta
5h 38mCVG-SJU
$162
2/23Sun
2 stopsUnited Airlines
15h 02mCVG-SJU
$202
12/3Tue
1 stopUnited Airlines
6h 20mCVG-PUJ
$222
1/6Mon
2 stopsSouthwest
9h 30mCVG-SJU
$222
12/7Sat
2 stopsSouthwest
10h 35mCVG-SJU
$257

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Last minute flights from Cincinnati to Caribbean

Last minute flight, train and bus deals

11/25Mon
multi-stopFrontier
6h 03mCVG-SJU
11/27Wed
multi-stopFrontier
14h 04mSJU-CVG
$330
11/23Sat
multi-stopFrontier
12h 37mCVG-SJU
11/24Sun
multi-stopFrontier
18h 43mSJU-CVG
$364
11/25Mon
multi-stopAmerican Airlines
9h 05mCVG-SJU
11/29Fri
multi-stopAmerican Airlines
13h 07mSJU-CVG
$399
11/21Thu
multi-stopAmerican Airlines
10h 08mCVG-SJU
11/26Tue
multi-stopAmerican Airlines
17h 40mSJU-CVG
$476
11/23Sat
multi-stop
20h 51mCVG-NAS
11/25Mon
multi-stop
24h 48mNAS-CVG
$506
11/24Sun
multi-stop
13h 09mCVG-NAS
11/26Tue
multi-stop
12h 41mNAS-CVG
$514
11/21Thu
multi-stopUnited Airlines
12h 11mCVG-SJU
11/25Mon
multi-stopUnited Airlines
12h 06mSJU-CVG
$641
11/25Mon
multi-stopUnited Airlines
14h 36mCVG-SJU
11/26Tue
multi-stopUnited Airlines
14h 08mSJU-CVG
$719
11/23Sat
multi-stopAir Canada
20h 35mCVG-PLS
11/26Tue
multi-stopAir Canada
25h 57mPLS-CVG
$786
11/25Mon
multi-stopAir Canada
18h 55mCVG-NAS
12/1Sun
multi-stopAir Canada
32h 39mNAS-CVG
$1,215

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Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports

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