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Simpson Bay

$288+ Cheap flights from Jackson, MS (JAN) 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 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SXM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Jackson to Simpson Bay

Cheapest flights from Jackson to Simpson Bay
Explore the most affordable flight options available from Jackson to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This United Airlines deal was found by Cheapflights users on 1/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/711:55 am
JAN
-
SXM
2 stops22h 55m
United Airlines
Fri 3/133:55 pm
SXM
-
JAN
2 stops22h 33m
United Airlines
Deal found 1/25$638
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/196:42 pm
JAN
-
SXM
2 stops15h 47m
American Airlines
Mon 3/232:17 pm
SXM
-
JAN
2 stops24h 27m
American Airlines
Deal found 1/25$641
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/87:56 pm
JAN
-
SXM
2 stops16h 20m
American Airlines
Fri 3/132:17 pm
SXM
-
JAN
2 stops19h 28m
American Airlines
Deal found 1/25$662
This United Airlines deal was found by Cheapflights users on 1/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/2911:54 am
JAN
-
SXM
2 stops23h 39m
United Airlines
Wed 4/13:50 pm
SXM
-
JAN
2 stops20h 21m
United Airlines
Deal found 1/26$682
This American Airlines deal was found by Cheapflights users on 1/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/76:42 pm
JAN
-
SXM
1 stop16h 34m
American Airlines
Fri 3/132:17 pm
SXM
-
JAN
2 stops19h 28m
American Airlines
Deal found 1/25$904

Find flight deals from Jackson to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from Jackson (JAN) 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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$638
(United Airlines)

One-way from

$288
(American Airlines)
Provider with most accurate pricing for Jackson-Evers Intl-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for Jackson-Evers Intl-Simpson Bay Princess Juliana flights.
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From Jackson-Evers Intl to Simpson Bay Princess Juliana
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One-way flight from Jackson-Evers Intl to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Jackson 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 January 27, 2026.
Use the filters below to find and compare flights from Jackson to Simpson Bay that are best for you.

Fly from

Jackson

Fly to

Simpson Bay

Route

Depart

Return

Price

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sat 3/7

11:55 am-12:50 pm

2 stops22h 55m

Simpson Bay Princess Juliana

Fri 3/13

3:55 pm-1:28 pm

2 stops22h 33m

$638

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Thu 3/19

6:42 pm-11:29 am

2 stops15h 47m

Simpson Bay Princess Juliana

Mon 3/23

2:17 pm-1:44 pm

2 stops24h 27m

$641

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 3/8

7:56 pm-1:16 pm

2 stops16h 20m

Simpson Bay Princess Juliana

Fri 3/13

2:17 pm-8:45 am

2 stops19h 28m

$662

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 3/29

7:00 am-12:33 pm

2 stops28h 33m

Simpson Bay Princess Juliana

Wed 4/1

3:50 pm-11:11 am

2 stops20h 21m

$682

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sat 3/7

6:42 pm-1:16 pm

1 stop16h 34m

Simpson Bay Princess Juliana

Fri 3/13

2:17 pm-8:45 am

2 stops19h 28m

$904

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sat 4/11

6:00 pm-11:37 am

2 stops16h 37m

$288

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sat 4/11

5:04 pm-10:55 am

3 stops40h 51m

$587

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

  • Most accurate provider: When it comes to deals on Jackson, Mississippi-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jackson, Mississippi-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jackson, Mississippi-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jackson, Mississippi-Simpson Bay flights, Cheapflights users trust FlightHub the most. FlightHub 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 Jackson, Mississippi-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 Jackson to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from Jackson 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.

Related info for your journey

Find useful and relevant information for your journey from Jackson 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 long is the flight from Jackson, Mississippi to Simpson Bay?

    United Airlines and American Airlines can get you from Jackson, Mississippi to Simpson Bay in just under 15h 47m. Your travel time can differ by up to 7h 08m. The distance from Jackson, Mississippi to Simpson Bay is about 1943 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Jackson 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.

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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