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Simpson Bay

$318+ 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 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
KIN — SXM
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap 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 September 15, 2025.

Round-trip from

$533
(Kiwi.com)

One-way from

$318
(Caribbean Airlines)

Popular in

July

Cheapest in

June

Average price

$577

Good round-trip deal

$548 or less
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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High demand for flights, 3% potential price rise
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 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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Find 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 September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:14 pmKIN - SXM
1 stop24h 46mSpirit Airlines
Wed 11/54:28 pmSXM - KIN
1 stop20h 45mSpirit Airlines
Deal found 9/15$533
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/212:30 pmKIN - SXM
Nonstop2h 20mCaribbean Airlines
Sat 10/2510:25 amSXM - KIN
Nonstop2h 30mCaribbean Airlines
Deal found 9/15$561
This CheapOair deal was found by Cheapflights users on 9/14. 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.
Sun 11/95:01 amKIN - SXM
1 stop10h 37mJetBlue
Sun 11/234:15 pmSXM - KIN
1 stop11h 44mJetBlue
Deal found 9/14$583
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/214:50 pmKIN - SXM
1 stop14h 22mMultiple Airlines
Sat 10/253:05 pmSXM - KIN
1 stop21h 04mMultiple Airlines
Deal found 9/15$610
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/282:30 pmKIN - SXM
Nonstop2h 20mMultiple Airlines
Mon 11/104:28 pmSXM - KIN
1 stop20h 45mMultiple Airlines
Deal found 9/14$614
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/112:30 pmKIN - SXM
Nonstop2h 20mMultiple Airlines
Mon 11/174:28 pmSXM - KIN
1 stop20h 45mMultiple Airlines
Deal found 9/14$619
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/205:01 amKIN - SXM
1 stop10h 17mJetBlue
Thu 11/274:15 pmSXM - KIN
1 stop11h 44mJetBlue
Deal found 9/15$639
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/41:50 pmKIN - SXM
Nonstop2h 20mMultiple Airlines
Sat 10/183:05 pmSXM - KIN
1 stop21h 04mMultiple Airlines
Deal found 9/14$642

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 September 15, 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

Fri 10/31

12:14 pm-2:00 pm

1 stop24h 46m

Simpson Bay Princess Juliana

Wed 11/5

4:28 pm-12:13 pm

1 stop20h 45m

$533

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 11/11

1:28 pm-3:10 pm

1 stop24h 42m

Simpson Bay Princess Juliana

Mon 11/17

4:28 pm-12:13 pm

1 stop20h 45m

$533

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 10/21

2:30 pm-5:50 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Sat 10/25

10:25 am-11:55 am

Nonstop2h 30m

$561

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sun 11/9

5:01 am-4:38 pm

1 stop10h 37m

Simpson Bay Princess Juliana

Sun 11/23

3:15 pm-2:59 am

1 stop12h 44m

$583

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 11/11

2:30 pm-5:50 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Mon 11/17

4:28 pm-12:13 pm

1 stop20h 45m

$619

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 10/28

3:01 pm-11:31 am

1 stop19h 30m

Simpson Bay Princess Juliana

Mon 11/10

4:28 pm-12:13 pm

1 stop20h 45m

$626

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sat 10/4

1:50 pm-5:10 pm

Nonstop2h 20m

Simpson Bay Princess Juliana

Sat 10/18

3:05 pm-11:09 am

1 stop21h 04m

$642

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Tue 10/21

2:58 pm-11:27 am

1 stop19h 29m

Simpson Bay Princess Juliana

Sat 10/25

6:10 pm-12:00 pm

2 stops18h 50m

$674

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sat 10/4

7:15 am-10:50 am

3 stops50h 35m

Simpson Bay Princess Juliana

Sat 10/18

10:25 am-11:55 am

Nonstop2h 30m

$682

KingstonSimpson Bay

KIN - SXM

KINSXM

Kingston Norman Manley

Sun 11/9

1:30 pm-10:50 am

2 stops20h 20m

Simpson Bay Princess Juliana

Sun 11/23

12:25 pm-1:15 pm

1 stop25h 50m

$686

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 22 results
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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, September is the cheapest month in which you can book a flight from Kingston to Simpson Bay (average of $459). Flying from Kingston to Simpson Bay in March is currently the most expensive (average of $652). 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 September 15, 2025.

One of the essential ways to save on airfare from Kingston to Simpson Bay is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 27% on airfare.

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 September 15, 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
8.1
Very good
177 reviews

Crew

8.4

Comfort

7.9

Overall

8.1

Entertainment

6.7

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.
Caribbean Airlines
8.1
Very good
177 reviews
Caribbean Airlines
8.1
Very good
177 reviews

Crew

8.4

Comfort

7.9

Overall

8.1

Entertainment

6.7

Boarding

8.1

Food

6.8

Reviews

1 / 10
6.0
Good

Anonymous,Jul 2025

GEO - POS

The crew was welcoming and helpful. No entertainment no meal only a drink.

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 39 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 $554. You may be able to fly from Kingston to Simpson Bay for 1% less than the average price by searching for this airline.

  • What are the cheapest airlines to fly from Kingston to Simpson Bay one-way?

    For one-way options, check prices for Caribbean Airlines. According to our data, you can fly for as low as $326. Users have also found prices from $381 and $382 on WorldTicket and Hahn Air, respectively.

  • 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 $594, our data indicates the cheapest price to be $411. The most popular route (Kingston Norman Manley - Simpson Bay Princess Juliana), is priced around $494.

  • 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, September is the cheapest month in which you can book a flight from Kingston to Simpson Bay (average of $459). Flying from Kingston to Simpson Bay in March is currently the most expensive (average of $652). 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

Browse thousands of different options on Cheapflights for your next trip

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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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Caribbean AirlinesCheapest$554Average$580FlexibilityNo cancel feeOn-timeN/A

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