KIN - SXM

$259 Find Cheap Flights from Kingston to Simpson Bay

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Kingston to Simpson Bay departing on 4/28. 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 Simpson Bay

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kingston to Simpson Bay, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Kingston to Simpson Bay, as well as popular online travel agencies
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$568
Arajet, Caribbean Airlines
Tue 5/5Sat 5/9
KIN - SXM • 1 stop
Cheapest non-stop
$603
Typical prices: $554-$563
Caribbean Airlines
Tue 4/7Tue 4/14
KIN - SXM • Non-stop
Nonstop flights
2 days a week
Tue, Sat
You can fly direct with Caribbean Airlines. Average duration is 2h 20m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top airlines
Caribbean Airlines
Cheapest • from $600 (round-trip)
Caribbean Airlines
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top layover airports
Fort Lauderdale (FLL)
Cheapest • Avg $478 (round-trip)
Miami (MIA)
Shortest trip • 7h 53m (one-way)
Insights
Insights
Insights
Insights
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We hope you love your trip to Simpson Bay!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Kingston to Simpson Bay (KIN-SXM)

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

Tue, May 5 - Sat, May 9
Multiple Airlines Logo
10:03 am - 8:30 am
KIN
-
SXM
21h 27m
1 stop
Multiple Airlines Logo
10:25 am - 11:55 am
SXM
-
KIN
2h 30mnonstop
$568Multiple Airlines
Sat, May 2 - Tue, May 5
Multiple Airlines Logo
11:00 am - 11:20 am
KIN
-
SXM
23h 20m
1 stop
Multiple Airlines Logo
11:40 am - 1:10 pm
SXM
-
KIN
2h 30mnonstop
$586Multiple Airlines
Sat, May 9 - Sat, May 16
Multiple Airlines Logo
11:00 am - 11:20 am
KIN
-
SXM
23h 20m
1 stop
Multiple Airlines Logo
10:25 am - 11:55 am
SXM
-
KIN
2h 30mnonstop
$589Multiple Airlines
Tue, May 5 - Sat, May 9
Multiple Airlines Logo
10:03 am - 8:30 am
KIN
-
SXM
21h 27m
1 stop
Multiple Airlines Logo
6:10 pm - 12:00 pm
SXM
-
KIN
18h 50m
2 stops
$592Multiple Airlines
Thu, May 7 - Sat, May 9
Caribbean Airlines Logo
2:55 pm - 10:50 am
KIN
-
SXM
18h 55m
2 stops
Caribbean Airlines Logo
10:25 am - 11:55 am
SXM
-
KIN
2h 30mnonstop
$600Caribbean Airlines
Tue, Apr 7 - Tue, Apr 14
Multiple Airlines Logo
10:03 am - 8:30 am
KIN
-
SXM
21h 27m
1 stop
Multiple Airlines Logo
11:40 am - 1:10 pm
SXM
-
KIN
2h 30mnonstop
$601Multiple Airlines
Tue, Apr 7 - Tue, Apr 14
Caribbean Airlines Logo
2:30 pm - 5:50 pm
KIN
-
SXM
2h 20mnonstop
Caribbean Airlines Logo
11:40 am - 1:10 pm
SXM
-
KIN
2h 30mnonstop
$603Caribbean Airlines
Sat, May 2 - Tue, May 5
Caribbean Airlines Logo
1:50 pm - 5:10 pm
KIN
-
SXM
2h 20mnonstop
Caribbean Airlines Logo
11:40 am - 1:10 pm
SXM
-
KIN
2h 30mnonstop
$604Caribbean Airlines
Sat, May 2 - Wed, May 6
Multiple Airlines Logo
11:00 am - 11:20 am
KIN
-
SXM
23h 20m
1 stop
Multiple Airlines Logo
11:35 am - 1:35 pm
SXM
-
KIN
27h 00m
3 stops
$605Multiple Airlines
Tue, Jul 7 - Tue, Jul 14
Caribbean Airlines Logo
2:30 pm - 5:50 pm
KIN
-
SXM
2h 20mnonstop
Caribbean Airlines Logo
11:40 am - 1:10 pm
SXM
-
KIN
2h 30mnonstop
$609Caribbean Airlines
Booking Insights

KAYAK's insights & trends for Kingston to Simpson Bay flights

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

What’s the cheapest day of the week to fly from Kingston to Simpson Bay?

The average price of all round-trip flights from Kingston to Simpson Bay clicked on KAYAK for each day over the last 12 months.

For Kingston to Simpson Bay, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from Simpson Bay back to Kingston, the best deals are generally found on Tuesday, with Saturday being the most expensive.

Can I save money by flying with a layover from Kingston to Simpson Bay?

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $618 on average.

Find deals

Good to know

Low seasonJune
Cheapest flight$259
Best time to beat the crowds with an average 30% drop in price.
Most popular time to fly with an average 8% increase in price.
Flight from Kingston to Simpson Bay

When to book flights from Kingston to Simpson Bay

Are your dates flexible? Find out the best times to travel from Kingston to Simpson Bay based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Kingston to Simpson Bay

  • What is the cheapest flight from Kingston to Simpson Bay?

    In the last 3 days, the lowest price for a flight from Kingston to Simpson Bay was $259 for a one-way ticket and $568 for a round-trip.

  • Do I need a passport to fly between Kingston and Simpson Bay?

    Yes, you’ll need a passport to travel to Simpson Bay from Kingston.

  • Which aircraft models fly most regularly from Kingston to Simpson Bay?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Kingston to Simpson Bay flight route.

  • On which days can I fly direct from Kingston to Simpson Bay?

    You can catch a nonstop flight from Kingston to Simpson Bay on on Tuesday, and Saturday.

  • How does KAYAK find such low prices on flights from Kingston to Simpson Bay?

    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 Simpson Bay.

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

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

    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 Simpson Bay with an airline and back to Kingston with another airline. Booking your flights between Kingston and SXM can sometimes prove cheaper using this method.

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

    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 Simpson Bay from Kingston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Kingston to Simpson Bay

  • Looking for a cheap flight? 25% of our users found flights on this route for $323 or less one-way and $557 or less round-trip.

Prefer to fly direct from Kingston to Simpson Bay?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Kingston Norman Manley to Simpson Bay Princess Juliana.
Find which airlines fly direct from Kingston Norman Manley Airport to Simpson Bay Princess Juliana Airport, which days they fly and book direct flights.

Direct departures

Kingston Norman Manley to Simpson Bay Princess Juliana

Tuesday

Caribbean Airlines

Caribbean Airlines

Saturday

Caribbean Airlines

Caribbean Airlines

See more direct flights

Direct returns

Simpson Bay Princess Juliana to Kingston Norman Manley

Tuesday

Caribbean Airlines

Caribbean Airlines

Saturday

Caribbean Airlines

Caribbean Airlines

See more direct flights

Reviews of the top airline flying from Kingston to Simpson Bay

 
See real verified KAYAK customer reviews for airlines flying from Kingston to Simpson Bay. 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 Kingston to Simpson Bay? 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.
7.9
Caribbean AirlinesOverall score based on 218 reviews
7.9Boarding
7.7Comfort
6.6Entertainment
6.7Food
8.3Crew
Airline reviews

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

2.0 MediocreRohan, Mar 2026
GEO - JFK
Read more Caribbean Airlines reviews

Caribbean airline sucks… they have a promotion to bring 60lbs in your suitcase.. meanwhile when you reached your destination (JFK)… your suitcase didn’t show up. They had too much weight so the suitcase was left in Guyana… like WTF????? Stupid promotion.. just like the uneducated people working with the airline. The representative said there is nothing she can do about it… will not use them again.

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.

Everything you need to know for your flight from Kingston to Simpson Bay

Information on your arrival and departure airports

Kingston (KIN)
Simpson Bay (SXM)