$91 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 2/17. 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.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Cincinnati to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana2 stops$324
Santo Domingo
Santo Domingo1 stop$317
Montego Bay
Montego Bay1 stop$373
Oranjestad
Oranjestad1 stop$292
Nassau
Nassau1 stop$360
Kingston
Kingston2 stops$460
Simpson Bay
Simpson Bay1 stop$413
Providenciales
Providenciales1 stop$387
Bridgetown
Bridgetown1 stop$426
George Town
George Town1 stop$372
Willemstad
Willemstad1 stop$497
St. John's
St. John's1 stop$447
Puerto Plata
Puerto Plata1 stop$549
Aguadilla
Aguadilla1 stop$182
Punta Cana
Punta Cana2 stops$324
Santo Domingo
Santo Domingo1 stop$317
Montego Bay
Montego Bay1 stop$373
Oranjestad
Oranjestad1 stop$292
Nassau
Nassau1 stop$360
Kingston
Kingston2 stops$460
Simpson Bay
Simpson Bay1 stop$413
Providenciales
Providenciales1 stop$387
Bridgetown
Bridgetown1 stop$426
George Town
George Town1 stop$372
Willemstad
Willemstad1 stop$497
St. John's
St. John's1 stop$447
Puerto Plata
Puerto Plata1 stop$549
Aguadilla
Aguadilla1 stop$182

Book Cheap Cincinnati to Caribbean Plane Tickets

 
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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cincinnati to Caribbean

Sun, Feb 22 - Tue, Feb 24
Frontier Logo
7:14 pm - 2:53 am
CVG
-
SJU
6h 39m
1 stop
Frontier Logo
3:53 am - 2:10 pm
SJU
-
CVG
11h 17m
1 stop
$213Frontier
Sun, Feb 8 - Wed, Feb 11
Frontier Logo
11:59 am - 1:36 am
CVG
-
SJU
12h 37m
1 stop
Frontier Logo
11:07 am - 9:25 pm
SJU
-
CVG
11h 18m
1 stop
$217Frontier
Sat, Mar 7 - Wed, Mar 11
Frontier Logo
5:45 am - 10:27 am
CVG
-
SJU
27h 42m
1 stop
Frontier Logo
6:30 am - 7:23 am
SJU
-
CVG
24h 53m
1 stop
$220Frontier
Mon, Feb 9 - Sat, Feb 21
Multiple Airlines Logo
4:21 pm - 11:36 pm
CVG
-
SJU
6h 15m
1 stop
Multiple Airlines Logo
5:20 am - 2:10 pm
SJU
-
CVG
9h 50m
1 stop
$227Multiple Airlines
Sun, Feb 8 - Fri, Feb 13
Multiple Airlines Logo
11:59 am - 1:36 am
CVG
-
SJU
12h 37m
1 stop
Multiple Airlines Logo
4:31 pm - 11:33 pm
SJU
-
CVG
32h 02m
2 stops
$233Multiple Airlines
Sun, Feb 8 - Wed, Feb 11
United Airlines Logo
10:05 am - 4:00 pm
CVG
-
PLS
5h 55m
1 stop
United Airlines Logo
5:06 pm - 10:10 am
PLS
-
CVG
17h 04m
1 stop
$387United Airlines
Sun, Feb 8 - Wed, Feb 11
Delta Logo
2:12 pm - 12:00 pm
CVG
-
PLS
21h 48m
2 stops
Delta Logo
2:15 pm - 11:55 pm
PLS
-
CVG
9h 40m
1 stop
$392Delta
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
10:20 am - 4:00 pm
CVG
-
PLS
5h 40m
1 stop
United Airlines Logo
5:06 pm - 2:20 pm
PLS
-
CVG
21h 14m
1 stop
$394United Airlines
Sun, Mar 1 - Fri, Mar 6
American Airlines Logo
5:25 am - 12:14 pm
CVG
-
PLS
6h 49m
1 stop
American Airlines Logo
1:14 pm - 11:55 pm
PLS
-
CVG
10h 41m
1 stop
$411American Airlines
Sat, Feb 21 - Wed, Feb 25
American Airlines Logo
7:57 pm - 10:14 am
CVG
-
PLS
14h 17m
1 stop
American Airlines Logo
1:05 pm - 11:37 pm
PLS
-
CVG
10h 32m
1 stop
$412American Airlines
Booking Insights

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?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Caribbean from Cincinnati found in the last 72 hours was to Punta Cana, at $564 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 $564.

Can I save money by flying with a layover from Cincinnati to Caribbean?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $432, prices are generally cheapest when you fly direct.

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 October, when tickets cost $285 (return) on average. On the other hand, the most expensive months are December and June, when the average cost of round-trip tickets is $555 and $437 respectively.

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 1 week before departure. For the absolute cheapest price, our data suggests you should book 2 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$91
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 28% 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.

Reviews of the 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 4268 reviews
8.0Comfort
8.6Crew
7.0Food
7.5Entertainment
8.1Boarding
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

Good seat comfort ORF to ATL. Bad seat ATL to SEA (terrible lumbar support, hard, ouch)..

The food was terrible this time. Otherwise pleasant, quiet, on-time.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Unfortunately weather delayed our flight waiting for our plane to arrive and due to a little snow time was needed to deice the plane so departure was very delayed and I missed the connecting flight

Very good. Because of the delays with my previous flight, I missed my connection, but I was able to book another flight through the United app easily.

I wish there were outlets to charge my iPhone. The crew was great; we had a female pilot who was great with explaining what was happening and delays,

The flight crew where really good. Better then the crew from BNE to SFO

Food should be changed in menu Many muslims travels in this airlime they need to add one Halal meal

Delayed, toilets did not flush, pilot parked to far away from Gate

Was happy we finally got upgraded in 1st class. The seat getting old. The cushiness need some improvement.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

This flight captain and crew were amazing, started ahead of time of departure and reached 30 mins before arrival time. Amazing!

Long delays, lack of information about the status of the flight. The flight was delayed 4 times.

Could we please end the loud announcements about credit card offers on your flights? We are trying to sleep, work, watch videos, etc. and if we need a credit card, we will ask for one. Flying is already not what it used to be.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

The third party booking with cheapflightsfares was awful. Kayak should NOT partner with them. They sold me a bundle including seat selection and carry-on, but did not book the carry-ons with Frontier, so I’m out of pocket for $414 more while I await resolution.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports