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Simpson Bay

$1,321+ Cheap flights from Jackson, MS (JAN) to Simpson Bay (SXM)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/29. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SXM
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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Find 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 octubre 28, 2025.

This American Airlines deal was found by Cheapflights users on 10/27. 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.
lun. 12/296:16 pmJAN - SXM
1 stop17h 43mAmerican Airlines
vie. 1/23:28 pmSXM - JAN
2 stops23h 08mAmerican Airlines
Deal found 10/27$1,321
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 12/277:40 pmJAN - SXM
2 stops18h 53mAmerican Airlines
vie. 1/23:28 pmSXM - JAN
2 stops23h 08mAmerican Airlines
Deal found 10/26$1,499
This American Airlines deal was found by Cheapflights users on 10/28. 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.
jue. 12/251:13 pmJAN - SXM
2 stops23h 13mAmerican Airlines
vie. 1/23:28 pmSXM - JAN
2 stops23h 08mAmerican Airlines
Deal found 10/28$1,584
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/266:16 pmJAN - SXM
2 stops20h 17mAmerican Airlines
vie. 1/23:28 pmSXM - JAN
2 stops23h 08mAmerican Airlines
Deal found 10/26$1,812
This American Airlines deal was found by Cheapflights users on 10/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/251:13 pmJAN - SXM
2 stops21h 23mAmerican Airlines
sáb. 1/33:28 pmSXM - JAN
2 stops19h 02mAmerican Airlines
Deal found 10/26$1,991

Cheap 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 octubre 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$1,321
(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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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 octubre 28, 2025.
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

lun. 12/29

6:16 pm-4:33 pm

2 stops20h 17m

Simpson Bay Princess Juliana

vie. 1/2

3:28 pm-12:36 pm

2 stops23h 08m

$1,321

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

sáb. 12/27

7:40 pm-4:33 pm

2 stops18h 53m

Simpson Bay Princess Juliana

vie. 1/2

3:28 pm-12:36 pm

2 stops23h 08m

$1,499

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

jue. 12/25

1:13 pm-2:26 pm

2 stops23h 13m

Simpson Bay Princess Juliana

vie. 1/2

3:28 pm-12:36 pm

2 stops23h 08m

$1,584

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Compare providers for flights from Jackson 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 Jackson to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Jackson, Mississippi-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Jackson, Mississippi-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

Cheapflights Insights

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

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

Find hourly flight availability from Jackson 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 octubre 28, 2025.

When flying from Jackson, Mississippi to Simpson Bay, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 23% versus a flight in the afternoon.

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 octubre 28, 2025.
Peruse reviews from past customers who have flown with American Airlines from Jackson to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,032 reviews
American Airlines
7.2
Good
11,032 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Comfort

7.2

Food

6.4

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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?

    American Airlines can get you from Jackson, Mississippi to Simpson Bay in just under 20h 17m. Your travel time can differ by up to . The distance from Jackson, Mississippi to Simpson Bay is about 1943 mi.

  • What is the cheapest airline to fly from Jackson, Mississippi to Simpson Bay round-trip?

    Our cheapest airline available from Jackson, Mississippi to Simpson Bay is American Airlines. Our recent data shows that you can find tickets from as low as $568 on this airline.

  • 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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Alternative routes for Jackson to Simpson Bay

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Memphis to Simpson Bay flights

Top airline flying from Jackson to Simpson Bay

Discover the top airline that operate flights from Jackson 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$568Average$750FlexibilityNo cancel feeOn-time71%

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