$125 Find Cheap Flights from Caribbean Islands to Kingston

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Kingston departing on 2/16. 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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Everything you should know

Cheapest round-trip
$331
Overall average: $378
Arajet
Tue 3/10Tue 3/17
SDQ - KIN • Non-stop
Cheapest one-way
$139
Typical prices: $165-$304
Arajet
Mon 2/16
SDQ - KIN • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Caribbean Islands to Kingston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Caribbean Islands to Kingston 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 Caribbean Islands to Kingston

Tue, Mar 10 - Tue, Mar 17
Arajet Logo
9:35 am - 10:15 am
SDQ
-
KIN
1h 40mnonstop
Arajet Logo
11:00 am - 1:33 pm
KIN
-
SDQ
1h 33mnonstop
$331Arajet
Sat, Mar 21 - Sat, Mar 28
Multiple Airlines Logo
1:55 pm - 7:40 pm
SDQ
-
KIN
6h 45m
1 stop
Multiple Airlines Logo
11:00 am - 1:33 pm
KIN
-
SDQ
1h 33mnonstop
$392Multiple Airlines
Thu, Jun 11 - Sun, Jun 14
Cayman Airways Logo
7:00 am - 8:10 am
GCM
-
KIN
1h 10mnonstop
Cayman Airways Logo
8:35 pm - 9:45 pm
KIN
-
GCM
1h 10mnonstop
$435Cayman Airways
Thu, Jun 11 - Mon, Jun 15
Cayman Airways Logo
7:00 am - 8:10 am
GCM
-
KIN
1h 10mnonstop
Cayman Airways Logo
9:10 am - 10:25 am
KIN
-
GCM
1h 15mnonstop
$440Cayman Airways
Tue, Feb 17 - Tue, Feb 24
Copa Airlines Logo
6:00 am - 1:53 pm
SDQ
-
KIN
8h 53m
1 stop
Copa Airlines Logo
3:00 pm - 10:39 pm
KIN
-
SDQ
6h 39m
1 stop
$488Copa Airlines
Fri, Feb 13 - Mon, Feb 16
Copa Airlines Logo
8:50 am - 1:53 pm
SDQ
-
KIN
6h 03m
1 stop
Copa Airlines Logo
3:00 pm - 10:39 pm
KIN
-
SDQ
6h 39m
1 stop
$522Copa Airlines
Wed, Jun 24 - Wed, Jul 1
Caribbean Airlines Logo
3:05 pm - 3:35 pm
NAS
-
KIN
1h 30mnonstop
Caribbean Airlines Logo
11:20 am - 1:50 pm
KIN
-
NAS
1h 30mnonstop
$569Caribbean Airlines
Mon, Jun 22 - Fri, Jul 3
Caribbean Airlines Logo
2:55 pm - 3:25 pm
NAS
-
KIN
1h 30mnonstop
Caribbean Airlines Logo
11:15 am - 1:45 pm
KIN
-
NAS
1h 30mnonstop
$570Caribbean Airlines
Thu, Feb 26 - Sat, Feb 28
American Airlines Logo
6:04 pm - 8:08 pm
NAS
-
KIN
26h 04m
1 stop
American Airlines Logo
7:32 am - 10:58 am
KIN
-
NAS
27h 26m
1 stop
$577American Airlines
Tue, Feb 17 - Tue, Feb 24
American Airlines Logo
1:29 pm - 8:08 pm
SXM
-
KIN
7h 39m
1 stop
American Airlines Logo
7:32 am - 4:28 pm
KIN
-
SXM
7h 56m
1 stop
$682American Airlines
Useful Info

Good to know

Low seasonNovember
Cheapest flight$139
Best time to beat the crowds with an average 5% drop in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Santo Domingo to Kingston

FAQs for booking flights from Caribbean Islands to Kingston

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

    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 Caribbean Islands to Kingston.

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

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

    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 Kingston with an airline and back to Caribbean Islands with another airline.

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

    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 Kingston from 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 Caribbean Islands to Kingston

 
Need help choosing which airline to fly with from Caribbean Islands to Kingston? 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 31 reviews
6.1Food
8.5Comfort
9.0Boarding
9.5Crew
7.0Entertainment
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
MIA - GCM
Read more Cayman Airways reviews

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.

Boarding the flight was smooth and the flight was not full so i had an extra seat essentially

There was no flight. They canceled the flight with no knowledge to me, and I still haven’t received a refund

Overall, it was good. There was no food or entertainment, which is why I put poor (it wasn't an issue though).

Nothing, they could have made some accommodation for an awful experience. Me and my family were not informed properly we we separated. They took me off the original flight i booked. I booked our flight at one price and called me and told me they were not honoring my rate and they charged me double of what I paid. Me and my family don’t want to ever use your services again.

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.

Better movie and tv selections. Also, the overnight flight to Trinidad from Toronto, the staff were not very attentive. I did not see them for at least half the fight. They were behind their curtain a lot of the time, and they did not check on us before landing to make sure all landing requirements were met.

Little space for luggage and the flight was delayed by an hour.

The flight was delayed over a hour and that was over 15 hours in advance not good

At check in I had to pay for my seat that I already paid for on purchasing my ticket. The flight was over an hour late and the plane smelt gross.

just a child who screamed and threw tantrums the entire flight

A lot things happened in this trip.The fly should be less stress.

Horrible. No TV or any type of entertainment on board. Passwnger listening to/watching stuff on their own phone with no headphones making it noise and uncomfortable for everyone else, little/tiny food portions, old seats, useless wifi (cant access anything). Horrible exlerience especially it was a lomg distance flight with kids.

There should be a warning regarding the quality of the aircraft on the website as we reserve the tickets. There was no TV or any type of screen onboard. The wifi they offer is good for nothing. Traveling 9 hours straight with kids and no type of entetainment was horrible. I wish I had been informed prior so I could buy a ticket with another airline. The food was a joke too. A very tiny portion per passenger. They also charged $100 per checked bag. With United I used to pay $60. So, fair to say that I wont be flying Copa anymore. Their aircraft was super old, outdated, no entertainment, with nearly no onboard food.

I always enjoy flying Copa. There are very few airlines where I can enjoy a comfortable sleep in-flight. The snacks weren't the best, but they sufficed. The in-flight entertainment was fantastic, and I crossed another movie off my watch list.

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.

We had a great flight just wished they had a tv so we can see a movie that would of made my trip excellent.

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

the food served was an embarrassment. No connection for charging the cellphone... What a crappy airline.

Great experience with a crew always thinking in the passenger

Awful. Not water, or chargers or space under the seats, the plane was very old and poor maintenance, seats really dirty, sticky, seats pockets with wires pinching your knees. Connection with no announcements, plane departed 1.30 hour earlier for an extra stop to refueling in Trinidad & Tobago. Even that we had a 3 hrs delay, seated in the plane in the runway.

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

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

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