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Simpson Bay

$282+ Cheap flights from Kingston (KIN) to Simpson Bay (SXM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/18. Fares are subject to change and may not be available on all flights or dates of travel.
KIN — SXM
Jan 5 — Jan 121
Mon 1/5
Mon 1/12
1 adult, Economy
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Cheap flight deals from Kingston to Simpson Bay

Cheapest flights from Kingston to Simpson Bay
Explore the most affordable flight options available from Kingston to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 6, 2025.

This JetBlue deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/206:00 amKIN - SXM
1 stop8h 20mJetBlue
Sat 12/274:25 pmSXM - KIN
1 stop8h 12mJetBlue
Deal found 12/4$570
This Caribbean Airlines deal was found by Cheapflights users on 12/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/232:30 pmKIN - SXM
Nonstop2h 20mCaribbean Airlines
Sat 1/310:25 amSXM - KIN
Nonstop2h 30mCaribbean Airlines
Deal found 12/5$607
This Caribbean Airlines deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Caribbean Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:50 pmKIN - SXM
Nonstop2h 20mCaribbean Airlines
Sat 12/2710:25 amSXM - KIN
Nonstop2h 30mCaribbean Airlines
Deal found 12/4$613
This CheapOair deal was found by Cheapflights users on 12/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/252:55 pmKIN - SXM
3 stops18h 55mMultiple Airlines
Sun 12/2811:30 amSXM - KIN
1 stop26h 45mMultiple Airlines
Deal found 12/4$781
This WorldTicket deal was found by Cheapflights users on 12/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WorldTicket is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/2011:00 amKIN - SXM
1 stop22h 25mWorldTicket
Sun 1/411:30 amSXM - KIN
1 stop26h 45mWorldTicket
Deal found 12/5$995

Find flight deals from Kingston to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Kingston (KIN) to Simpson Bay (SXM). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 6, 2025.

Most accurate provider

Mytrip
3 stars

Most trusted provider

Mytrip
3 stars

Round-trip from

$570
(JetBlue)

One-way from

$282
(American Airlines)

Popular in

November

Cheapest in

June

Average price

$560

Good round-trip deal

$575 or less

Good one-way deal

$284 or less
Provider with most accurate pricing for Kingston Norman Manley-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Kingston Norman Manley-Simpson Bay Princess Juliana flights.
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From Kingston Norman Manley to Simpson Bay Princess Juliana
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One-way flight from Kingston Norman Manley to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 2% potential increase in price ($13 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Price to beat on a round-trip flight from Kingston Norman Manley to Simpson Bay Princess Juliana.
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Price to beat on a one-way flight from Kingston Norman Manley to Simpson Bay Princess Juliana.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Kingston to Simpson Bay that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 6, 2025.
Use the filters below to find and compare flights from Kingston to Simpson Bay that are best for you.

Fly from

Kingston

Fly to

Simpson Bay

Route

Depart

Return

Price

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sat 12/20

6:00 am-3:20 pm

1 stop8h 20m

Simpson Bay Princess Juliana

Sat 12/27

4:25 pm-11:37 pm

1 stop8h 12m

$570

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 3/31

2:30 pm-5:50 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Sat 4/4

10:25 am-11:55 am

Nonstop2h 30m

$592

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Thu 3/26

6:32 am-3:28 pm

1 stop7h 56m

Simpson Bay Princess Juliana

Tue 3/31

12:29 pm-7:12 pm

1 stop7h 43m

$605

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 12/23

2:30 pm-5:50 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Sat 1/3

10:25 am-11:55 am

Nonstop2h 30m

$607

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sat 12/20

1:50 pm-5:10 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Sat 12/27

10:25 am-11:55 am

Nonstop2h 30m

$613

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Wed 2/18

7:40 am-4:28 pm

1 stop7h 48m

Simpson Bay Princess Juliana

Sat 2/21

1:41 pm-8:24 pm

1 stop7h 43m

$630

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Thu 3/26

3:45 pm-2:15 pm

1 stop21h 30m

Simpson Bay Princess Juliana

Tue 3/31

11:40 am-1:10 pm

Nonstop2h 30m

$681

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Wed 2/18

7:30 pm-4:26 pm

1 stop19h 56m

Simpson Bay Princess Juliana

Sat 2/21

10:25 am-11:55 am

Nonstop2h 30m

$689

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 3/31

11:00 am-8:30 am

1 stop20h 30m

Simpson Bay Princess Juliana

Sat 4/4

10:25 am-11:55 am

Nonstop2h 30m

$691

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Wed 2/18

7:40 am-4:28 pm

1 stop7h 48m

$282

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/6

Showing 1-10 of 20 results
1
2

Compare providers for flights from Kingston to Simpson Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Kingston to Simpson Bay in December.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
MytripPrice Accuracy3 starsTrust Score*3 stars
SmartFaresPrice Accuracy1 starTrust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
GotogatePrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Kingston-Simpson Bay flights, users find the pricing of Mytrip to be most consistent on Cheapflights vs. Mytrip Users can find the same prices on Kingston-Simpson Bay flight deals on Cheapflights vs. Mytrip >95% of the time. Price accuracy is based on data collected from Kingston-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Kingston-Simpson Bay flights, Cheapflights users trust Mytrip the most. Mytrip has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Kingston-Simpson Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Kingston to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Kingston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Kingston to Simpson Bay?

Currently, June is the cheapest month in which you can book a flight from Kingston to Simpson Bay (average of $302). Flying from Kingston to Simpson Bay in July is currently the most expensive (average of $600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KIN to SXM?

Find hourly flight availability from Kingston to Simpson Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 6, 2025.

When flying from Kingston to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Simpson Bay

Get insights into the airlines that provide service to Simpson Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Simpson Bay. Reviews last updated December 6, 2025.
Get a feel of what it's like to fly with Caribbean Airlines from Kingston to Simpson Bay by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Caribbean Airlines
8.0
Very good
207 reviews

Overall

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Crew

8.4

Boarding

8.0

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc
Caribbean Airlines
8.0
Very good
207 reviews
Caribbean Airlines
8.0
Very good
207 reviews

Overall

8.0

Comfort

7.8

Food

6.8

Entertainment

6.6

Crew

8.4

Boarding

8.0

Reviews

1 / 14
8.0
Excellent

Boy,Oct 2025

YYZ - POS

A few selection of caribbean foods limit the pasta dish etc

Related info for your journey

Find useful and relevant information for your journey from Kingston to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Kingston to Simpson Bay flight route?

    The Kingston Norman Manley to Simpson Bay Princess Juliana flight path was viewed by 65 users in the past month. Keep an eye out for changes in search interest prior to high and low season.

  • How long is the flight from Kingston to Simpson Bay?

    Departing from Kingston to Simpson Bay will take you 2h 20m. Airlines will cover a distance of 898 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Kingston to Simpson Bay round-trip?

    Cheapflights users have booked flights from Kingston to Simpson Bay round-trip from $306. You may be able to fly from Kingston to Simpson Bay for 46% less than the average price by searching for this airline.

  • What are the cheapest flights from Kingston to Simpson Bay?

    Looking for the cheapest flight from Kingston to Simpson Bay? While on average our users pay $452, our data indicates the cheapest price to be $274. The most popular route (Kingston Norman Manley - Simpson Bay Princess Juliana), is priced around $820.

  • Can I find deals for flights from Kingston to Simpson Bay that include hotel bookings?

    Yes. In addition to deals on Kingston to Simpson Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kingston to Simpson Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kingston to Simpson Bay.

  • Can I find deals for business class flights from Kingston to Simpson Bay?

    Yes. Cheapflights offers flight deals from Kingston to Simpson Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, June is the cheapest month in which you can book a flight from Kingston to Simpson Bay (average of $302). Flying from Kingston to Simpson Bay in July is currently the most expensive (average of $600). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Simpson Bay?

Book flights to Simpson Bay if you plan to visit one of these locations
Philipsburg

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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.
Simpson Bay Princess Juliana Airport car rentals

Top airline flying from Kingston to Simpson Bay

Discover the top airline that operate flights from Kingston to Simpson Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 6, 2025.
AirlineCheapestAverageFlexibilityOn-time
Caribbean AirlinesCheapest$551Average$584FlexibilityNo cancel feeOn-timeN/A

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