$196 Find Cheap Flights from Caribbean Islands to Kingston - Compare and Save

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 7/30. 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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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

sáb, out 3 - sáb, out 10
Arajet Logo
9:37 am - 10:15 am
SDQ
-
KIN
1h 38mnonstop
Arajet Logo
11:00 am - 1:35 pm
KIN
-
SDQ
1h 35mnonstop
$409Arajet
ter, set 1 - sáb, set 12
Arajet Logo
8:40 am - 9:18 am
SDQ
-
KIN
1h 38mnonstop
Arajet Logo
11:00 am - 1:35 pm
KIN
-
SDQ
1h 35mnonstop
$410Arajet
qui, ago 6 - sex, ago 7
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
$423Cayman Airways
sex, ago 28 - sáb, ago 29
Cayman Airways Logo
5:35 pm - 6:45 pm
GCM
-
KIN
1h 10mnonstop
Cayman Airways Logo
9:10 am - 10:25 am
KIN
-
GCM
1h 15mnonstop
$445Cayman Airways
sex, ago 21 - dom, ago 23
Copa Airlines Logo
6:17 pm - 1:54 pm
SJU
-
KIN
20h 37m
1 stop
Copa Airlines Logo
2:56 pm - 4:14 pm
KIN
-
SJU
24h 18m
1 stop
$509Copa Airlines
qui, ago 20 - seg, ago 24
Copa Airlines Logo
5:34 am - 1:54 pm
SJU
-
KIN
9h 20m
1 stop
Copa Airlines Logo
2:56 pm - 4:14 pm
KIN
-
SJU
24h 18m
1 stop
$519Copa Airlines
sáb, ago 29 - ter, set 1
JetBlue Logo
5:00 pm - 11:41 pm
SJU
-
KIN
7h 41m
1 stop
JetBlue Logo
7:00 am - 2:38 pm
KIN
-
SJU
6h 38m
1 stop
$587JetBlue
sex, out 9 - sex, out 16
JetBlue Logo
4:30 pm - 12:43 pm
SJU
-
KIN
21h 13m
1 stop
JetBlue Logo
1:53 pm - 9:18 am
KIN
-
SJU
18h 25m
2 stops
$617JetBlue
qui, set 24 - seg, out 5
Caribbean Airlines Logo
9:50 am - 1:35 pm
BGI
-
KIN
4h 45m
1 stop
Caribbean Airlines Logo
4:50 pm - 8:30 am
KIN
-
BGI
14h 40m
1 stop
$722Caribbean Airlines
dom, ago 23 - dom, ago 30
Caribbean Airlines Logo
6:05 pm - 9:55 am
ANU
-
KIN
16h 50m
1 stop
Caribbean Airlines Logo
1:30 pm - 4:55 pm
KIN
-
ANU
2h 25mnonstop
$727Caribbean Airlines
Useful Info

Good to know

Low season

October
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly with an average 7% increase in price.

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 35 reviews
9.5Crew
9.0Boarding
6.4Food
7.2Entertainment
8.5Comfort
Airline reviews

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

8.0 ExcellentJeffrey, Jul 2026
GCM - MIA
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.

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

Excellent experience this was my first time booking with Kayak.

Checking in, boarding, the food and crew were all excellent. It was my first time traveling on Caribbean Airlines and trust me it’s the only airline I’ll be flying on as of now as long as it’s going my way😁. The service was unbelievably good I don’t regret missing my flight on flair at all cause I wouldn’t have realized how great the service is on Caribbean Airlines

The flight could'nt be better ,the comfort ,the crew and everything was good.i will definitely fly with this sirline again.

I love my entire experience. What I love most, was the friendliness and helpfulness of the staff at check-in and that of the crew on the flight. Their Customer Service was paramount.

I liked the crew and Culture. However, my seat was too narrow and not too comfortable

When I booked my flight I choose a seat which was the window in the middle of the aircraft. My seating was change without notice and I was in the middle seat which cause me anxiety. Hated this whole flight experience

From the point of checking in I felt as if the agents and crew were like family and friends. The best customer service experience I ever had.

The Wifi was not working. No screens and it was a very ancient plane

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

Very good flight and crew Food was a surprise on a short flight

Good trip, excellent attention. I like Copa Airlines, the best. 👍🏻

Very long delay but we just made the connection. The requested wheel chairs were not there so I had to assist/carry BOTH of my parents to the gate while carrying their bags so we could make the connection. The plane had no entertainment system and NO WIFI, legroom zero. Restrooms on ALL of flights were dirty and one restroom did not even work properly. I was surprised to see COPA like this since my flight with them in 2013 was incredible, the seats were amazing and the food options were spectacular. Of course, I see this kind of service on many airlines now, with services and hospitality at an all time low. The worse part of the trip was seeing my 90 year old parents go through hell on these flights and having to try and rush to a gate to make the next flight. Never again

I was supposed to have a lay flat seat but they switched planes and there was only a chair

Copa crew is almost never great in terms of service.

Food was not good, no options for vegetarian or gluten free

This was my first time flying Copa but I'll definitely be back! Great service, professional agents, and delicious food for a fair price. Thanks for a great trip!

No boarding announcements leading to the usual confusion and people trying to board before their group number.

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.

Do not book with this airline. Flights delayed over 3 hours and no explanation. They keep changing your itinerary every hour.

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.

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

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

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