$200 Find Cheap Flights from Kingston to Caribbean Islands - Compare and Save

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Cheap Flights from Kingston to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Punta Cana
Punta Cana1 stop$366
Santo Domingo
Santo Domingononstop$334
Montego Bay
Montego Bay1 stop$871
Nassau
Nassau1 stop$604
Simpson Bay
Simpson Bay1 stop$646
Providenciales
Providencialesnonstop$631
Port of Spain
Port of Spain2 stops$606
Bridgetown
Bridgetown1 stop$607
George Town
George Townnonstop$387
Willemstad
Willemstad2 stops$609
St. John's
St. John'snonstop$560
Punta Cana
Punta Cana1 stop$366
Santo Domingo
Santo Domingononstop$334
Montego Bay
Montego Bay1 stop$871
Nassau
Nassau1 stop$604
Simpson Bay
Simpson Bay1 stop$646
Providenciales
Providencialesnonstop$631
Port of Spain
Port of Spain2 stops$606
Bridgetown
Bridgetown1 stop$607
George Town
George Townnonstop$387
Willemstad
Willemstad2 stops$609
St. John's
St. John'snonstop$560
Booking Insights

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

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

What is the cheapest Kingston to Caribbean Islands flight route?

The cheapest ticket to Caribbean Islands from Kingston found in the last 5 days was to Santo Domingo, at $239 round-trip. The most popular route is from Kingston (KIN) to Punta Cana (PUJ), and the cheapest round-trip airline ticket found on this route in the last 5 days was $278.

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

No, with an average price for the route of $642, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from Kingston to Caribbean Islands is September, when tickets cost $415 (return) on average. On the other hand, the most expensive months are June and February, when the average cost of round-trip tickets is $592 and $570 respectively.

Good to know

Low season

March

Cheapest flight

$200
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Kingston to Punta Cana

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Kingston 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 Kingston to Caribbean Islands.

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

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

    Each day, there are between 1 and 3 nonstop flights that take off from Kingston and land in Caribbean Islands, with an average flight time of 1h 47m. The most common departure time is 2:00 pm and most flights take off in the morning, while the most flights land at George Town. Each week, there are 8 flights. The most frequent day of departure is Saturday, when 38% of all weekly flights depart. The fewest flights depart on a Monday.

Top tips for finding cheap flights to Caribbean Islands

  • Looking for a cheap flight? 25% of our users found tickets from Kingston to the following destinations at these prices or less: St. John's $487 one-way - $676 round-trip; George Town $341 one-way - $409 round-trip; Punta Cana $308 one-way - $377 round-trip

Reviews of the top 5 airlines serving from Kingston to Caribbean Islands

 
Need help choosing which airline to fly with from Kingston 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.
8.9
Cayman AirwaysOverall score based on 36 reviews
8.5Comfort
9.0Boarding
6.4Food
9.5Crew
7.2Entertainment
Airline reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

8.0 ExcellentJeffrey, Jul 2026
Read more Cayman Airways reviews

Flight departed early and arrived early. Great flight crew and free rum punch!

Flight departed early and arrived early. Excellent, orderly boarding, ample legroom. Great crew and a very smooth flight.

There is no food or entertainment in this flight. Service was excellent.

Short flight. Excellent boarding and crew. Flight left early and arrived early!

Great flight on the Twin Otter. Early departure and early arrival. Hassle free flight.

Boarded 20 minutes late, dinner and beverages were provided but the "main" of dinner was freezing cold and had soggy lettuce. The seats were wildly uncomfortable! There was in-flight entertainment that you can access via your phone (vs. the TV on the seatback in front of you) but the wifi connection was weak and you could not actually play anything. With that said, the crew was very pleasant and friendly!

Flight crew made the flight very enjoyable as they were friendly, helpful and accommodating. Flight time was 3:40 compared to the 4:30 that was captured on our itinerary, so that was a pleasant surprise. In flight entertainment was good with plenty of selection, however some of the choices that my family tried were slow to load and stalled out a few times. We were able to restart and everyone finished watching their movies. Food was pretty basic: croissant, turkey or chicken lunch meat with Swiss cheese and a bag of Lay’s potato chips. Still a bonus considering most airlines offerings which is nothing but peanuts or a cookie.

Best experience ever. Crew were amazing, kept me informed throughout. Boarding was on time and spot on. Id book again most def

Food could have been better, and internet that allows texting/WhatsApp and other basics on the phone instead of just inflight entertainment would have been nice.

Delayed for three hours. This seems to be CAL’s MO when flights aren’t filled until they fill it. Business class is nice but not luxe like other airlines. Lots of space and amazing staff.

Delayed for 3 hours- little to no communication about this and staff moves in slow motion

This flight was great. The plane took off and arrived at the destination an hour early. The crew was pleasant. The food and entertainment options are minimal but adequate for a 1-hour flight. They passed out water and quickly supplied me with a fresh magazine since the previous one had the crossword section filled out.

Flight ended up being longer than anticipated because we had to reroute to the Bahamas. So a hour and half flight turned into 5 hours. 0/10.

Crew were quite friendly. Food was very poor considering the price of the ticket and the flight time. Could not charge my phone due to USB charger not working..

STEWARDESSES WERE AWESOME! The food could be a bit better. Rice was SOGGY with gravy and the chicken was RUBBERY.

Their bar selection could be greatly improved; they only had one spirit option

Checking in online still requires going on the physical check in line

Pleasant experience checking in. Seating is way too tight, especially for persons who are not petite. I thought the pilot was excellent in terms of his commentary and information. Wrong gate information on boarding passes. If I was not alert I could have lined up to board the wrong plane.

Checking in was seamless Flight left on time Flight arrived 45 minutes ahead of time, Overall, it was a good experience

I always enjoy flying with Copa. Adequate legroom and comfortable seating with fantastic entertainment options.

Boarding was confusing from staff telling going to preboard and than to group 1 Airplane was not cooling at the beginning

Simply as follows:- First, there was no vegetarian option for the meal Second, only 2 washrooms for the entire economy class.

As always, Copa Airlines is great to fly on. The flights are always on time, the staff are pleasant and helpful and it's always a wonderful flying experience.

horrible service, food was an embarrassment, no charging for cellphones, stay away

Great! The airline is very spacious and the crow was good.

On the trip to Rosario, we raw dogged it for 7 hours. No wifi, no charging outlets, Gilbert girls on every third row monitor with no audio. It was better on the return flight—at least we had screens and earplugs.

Horrible experience from start to end. Copa costumer service is non existent. They treat you bad. Everybody tells you different information. We didn’t received our luggage in the 1 day stop we did even we they said if was not going to be a problem. They didn’t respect the seats that we had and spread our family leaving in between of two big people who didn’t leave any space for me and crush me from side to side. I’ll never recommend Copa to anybody.

As usual, the flight with normal legroom was not very comfortable, but the second flight was much better because we had paid for extra legroom. It was very nice to check our bags without an extra fee.

I liked the friendliness of the crew and comfortable flight. All good.

I got to the airport and the airline told me i did not have a flight. I never got a confirmation email yet I did get charged. Please refund my money asap

Was charged for ticket, unable to check in online, made the line to speak to someone at the counter but was told I did not show up in the system as having a ticket to fly - even though I have the email with confirmation and credit card was charged. I could not purchase another ticket at the counter, only online which was not working. Ended up buying a flight on another airline at the airport. Called customer service to claim the cost of the original ticket, was told I showed up in their system as having a ticket but did not check-in or show up to board the flight. Currently pending review for refund via their customer service team, they were very nice and helpful over the phone despite the many glitches.

Really bad. Uncommunicated stop in Trinidad & Tobago for refueling. Extra stop added 3 hours of discomfort without allowing off the seat. Not even water, or chargers or boarding groups.

Staff were unfriendly and rude. Was stuck on runway for 2 hours after arrival in Boston.

Horrible service. No communication from the crew as to why a 6 hour delay then cancellation

We waited in an overcrowded bus for over a half hour. It was uncomfortable. It would have been better to have waited in the terminal in a line

The food for sale on board has opportunity for improvement.

I paid extra for a comfortable seat in the second flight, but the plane didn't have those seats, the first one did

The Arajet person who greeted us initially was unhelpful & rude about the mandatory migration form which has to be completed digitally but the systems don’t work properly. The boarding gate was changed twice and initial boarding was delayed. Once on board we we had to wait an hour and a half before take off. It was hot and there was very little room for tall-ish people to fit their knees in. The crew were pleasant but working in a poor situation. The plane was delayed because we were waiting for people from a delayed interconnecting flight. Arajet must have known that before we were asked to board. Better information, decisions & communication were needed.

My seat was broken and the crew had to find me somewhere else to sit. The crew was extremely courteous about this

InterCaribbean seems to always be late. I do not recommend it if you have connecting flights with other airlines. The rates are the same as other regional carriers, but their aircraft are not very comfortable and are often quite hot.

Flew St Vincent to Barbados on an ATR-40 (?), seating about 60 passengers. Pretty tight in there. Flt. attendant was very friendly. Short flight - up & down in 40 minutes.

No food, no entertainment - half-hour flight (up & down) Smallest plane I’ve ever been on - maybe 60 passenger capacity?

I've had bad flights with InterCaribbean before (cancellations, no gate agents, etc.), but this one went perfectly smoothly!

Long delay. No AC on the flight from Barbados to St. Lucia.

Did not get to travel, you canceled my flight and left me stranded for the hole day, it's another day and I can't get to my destination. I will not recommend any one to this away, bad service

Delay flight more than 8hours waiting and poor customer service!

Plane was extremely small so mind the size of your carry on

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

More options for your flight to Caribbean Islands

Complete your trip to Caribbean Islands with a hotel stay or car rental