$88 Find Cheap Flights from Cincinnati to Caribbean Islands

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 Islands departing on 4/21. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cincinnati to Caribbean Islands.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cincinnati to Caribbean Islands.
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Cheap Flights from Cincinnati to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$272
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$359
Nassau
Nassau1 stop$337
Kingston
Kingston1 stop$449
Simpson Bay
Simpson Bay1 stop$329
Providenciales
Providenciales1 stop$470
Bridgetown
Bridgetown1 stop$410
George Town
George Town1 stop$398
Willemstad
Willemstad1 stop$441
Puerto Plata
Puerto Plata2 stops$713
St. John's
St. John's1 stop$674
Aguadilla
Aguadilla1 stop$194
Punta Cana
Punta Cana1 stop$272
Santo Domingo
Santo Domingo1 stop$319
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$359
Nassau
Nassau1 stop$337
Kingston
Kingston1 stop$449
Simpson Bay
Simpson Bay1 stop$329
Providenciales
Providenciales1 stop$470
Bridgetown
Bridgetown1 stop$410
George Town
George Town1 stop$398
Willemstad
Willemstad1 stop$441
Puerto Plata
Puerto Plata2 stops$713
St. John's
St. John's1 stop$674
Aguadilla
Aguadilla1 stop$194

Book Cheap Cincinnati to Caribbean Islands 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 Islands 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 Islands

Thu, May 7 - Thu, May 14
Frontier Logo
9:29 pm - 12:50 am
CVG
-
SJU
27h 21m
1 stop
Frontier Logo
6:41 pm - 10:50 am
SJU
-
CVG
16h 09m
1 stop
$239Frontier
Thu, Apr 30 - Mon, May 4
Frontier Logo
1:05 pm - 2:01 am
CVG
-
SJU
12h 56m
1 stop
Frontier Logo
7:15 am - 11:10 am
SJU
-
CVG
27h 55m
1 stop
$240Frontier
Mon, Apr 13 - Thu, Apr 16
Multiple Airlines Logo
7:00 am - 11:58 pm
CVG
-
SJU
16h 58m
1 stop
Multiple Airlines Logo
7:00 am - 5:33 pm
SJU
-
CVG
10h 33m
2 stops
$251Multiple Airlines
Fri, Apr 17 - Sat, Apr 25
Multiple Airlines Logo
3:32 pm - 7:22 pm
CVG
-
SJU
27h 50m
1 stop
Multiple Airlines Logo
11:30 am - 5:48 pm
SJU
-
CVG
30h 18m
2 stops
$258Multiple Airlines
Sat, May 9 - Wed, May 13
Air Canada Logo
6:15 am - 5:30 pm
CVG
-
NAS
11h 15m
1 stop
Air Canada Logo
6:30 pm - 1:13 pm
NAS
-
CVG
18h 43m
1 stop
$337Air Canada
Fri, May 15 - Fri, May 29
United Airlines Logo
9:42 pm - 12:50 pm
CVG
-
MBJ
16h 08m
1 stop
United Airlines Logo
4:12 pm - 11:59 pm
MBJ
-
CVG
6h 47m
1 stop
$352United Airlines
Sat, May 9 - Wed, May 13
Air Canada Logo
9:00 am - 5:30 pm
CVG
-
NAS
8h 30m
1 stop
Air Canada Logo
6:30 pm - 8:30 pm
NAS
-
CVG
26h 00m
2 stops
$353Air Canada
Sat, Sep 26 - Wed, Oct 7
American Airlines Logo
7:53 pm - 10:50 am
CVG
-
MBJ
15h 57m
2 stops
American Airlines Logo
10:50 am - 12:27 am
MBJ
-
CVG
12h 37m
1 stop
$357American Airlines
Wed, Apr 15 - Wed, Apr 29
American Airlines Logo
5:00 am - 9:13 am
CVG
-
MBJ
5h 13m
1 stop
American Airlines Logo
12:25 pm - 12:54 am
MBJ
-
CVG
11h 29m
2 stops
$362American Airlines
Mon, May 4 - Fri, May 8
United Airlines Logo
6:00 am - 12:20 pm
CVG
-
STT
6h 20m
1 stop
United Airlines Logo
4:45 pm - 11:59 pm
STT
-
CVG
7h 14m
1 stop
$370United Airlines
Booking Insights

KAYAK's insights & trends for Cincinnati to Caribbean Islands flights

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

What is the cheapest Cincinnati to Caribbean Islands flight route?

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

The cheapest ticket to Caribbean Islands from Cincinnati found in the last 72 hours was to Punta Cana, at $650 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 $650.

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

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 $369, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cincinnati to Caribbean Islands, 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 Islands is October, when tickets cost $290 (return) on average. On the other hand, the most expensive months are December and March, when the average cost of round-trip tickets is $555 and $441 respectively.

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

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 Islands, 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 Islands, 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$88
Best time to beat the crowds with an average 18% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from Cincinnati to San Juan

FAQs - booking Caribbean Islands flights

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

    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 Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Cincinnati to Caribbean Islands 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 Islands?

    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 Islands 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 Islands?

    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 Islands 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 Islands

 
See real verified KAYAK customer reviews for airlines flying from Cincinnati to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cincinnati to Caribbean Islands? 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 4337 reviews
7.0Food
8.1Boarding
8.6Crew
7.5Entertainment
8.0Comfort
Airline reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

2.0 MediocreDavid, Apr 2026
MCO - MCI
Read more Southwest reviews

Communication about the delayed flight was poor. We were told to move gates three times but that was bad information. We went from gate 128 to gate 126 and then to gate 123 and back to gate 126. Communication about the delay was bad. Ended up being 1 1/2 hour late getting home.

Plane was late. Zero service for 2+ hour flight and it was not that bumpy.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Had a great flight. Delayed takeoff, but comfortable. Snacks were good.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

I have roller bag with food and medication told me I couldn't bring on my 2nd flight today. 15 years flying with SW never an issue with that bag.

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Flight delayed. Air broken. Cabin was hot enough to pass out. Delta shuttle’s becoming worse and worse.

my mom urmila patel needed a wheelchair which was not available on the curbside. she needed to walk almost 50 meters inside (at the risk of falling) and then had to wait in line to get a wheelchair (this is not ok). Once obtained she had to seat in it for 30-45 minutes for someone to take her in thru the checkin process (which was fairly smooth and easy). the lady who helped her with her checkin process was very courteous and helpful

On the return flight, flight attendant Britt went out of her way to inform passengers that several of us had tight connections.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Staff at the check-in counter were friendly, happy and helpful. They tagged our bags and sent us to “bag drop off” but were not very clear about where that was. The airport was busy we headed off in what we thought was the right direction until a gentleman waved us down and actually came after us. He was the baggage handler for Delta and recognized our “deer in the headlights “ look-he brought us to the right area (which was marked as the Southwest Airlines Drop Off) and sent us on our way. Wonderful guy, low key and working with a big smile on his face. Loved it. Loved him.

During the flight, the only refreshments provided were crackers and soft drinks; no substantial food was offered despite the international route. Furthermore, our initial flight was delayed, causing us to miss the connecting flight in Atlanta. The airline did not hold the connection, and we were informed that the next available flight is not for another 24 hours. While I am aware of alternative options via JetBlue, they operate out of JFK, which is not a viable solution for us as a resident of New Jersey.

Arlene was a great flight attendant. I also liked how one of the other flight attendants gave us a heads up about snacks and asked everyone to remove their headphones when it was their turn to order. Good idea.

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

The wheelchair service is useless. They live you in different spots, not tell you anything just wait. I waited 30 minutes in Frankfurt when decided to walk the 25 minutes distance. In Budapest nobody came.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Terrible, if possible won't be flying again anytime soon!

Efficient boarding and early departure. Very smooth flight. Early arrival in ATL. Great flight.

We purchase first class seats for the first time for multiples of standard economy ticket. There was no access to the club lounge and no priority boarding. The meal and the service once on the plane were superior and the seat was nicer, but not worth the price difference. I will be happy to seat in economy and spend the difference on more travel.

The business class seat is exceptional. I wish the food is more palatable.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Better snacks but flight and crew were amazing on this flight

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

It was the most un-special flight experience in my life.

Plane was super cold. No entertainment unless you were with mileage program Getting off the plane was super slow

Flight was on-time, boarding was flawless and the crew was friendly.

The staff are very, very professional. It's what flying should feel like.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports