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Simpson Bay

$619+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
JAN — SXM
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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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 September 11, 2025.

Round-trip from

$619
(Delta)

Popular in

July

Cheapest in

September

Average price

$564
From Jackson-Evers Intl to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 28% potential increase in price ($326 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 September 11, 2025.

This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/275:32 amJAN - SXM
1 stop7h 17mDelta
Fri 10/313:14 pmSXM - JAN
1 stop8h 36mDelta
Deal found 9/10$619
This American Airlines deal was found by Cheapflights users on 9/9. 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 10/56:18 pmJAN - SXM
2 stops19h 57mAmerican Airlines
Fri 10/104:24 pmSXM - JAN
2 stops21h 15mAmerican Airlines
Deal found 9/9$625
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/55:50 amJAN - SXM
1 stop7h 00mDelta
Fri 10/103:14 pmSXM - JAN
1 stop8h 36mDelta
Deal found 9/10$639
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/276:43 pmJAN - SXM
2 stops17h 54mAmerican Airlines
Fri 10/312:40 pmSXM - JAN
2 stops20h 56mAmerican Airlines
Deal found 9/10$684
This American Airlines deal was found by Cheapflights users on 9/9. 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 9/2712:03 pmJAN - SXM
2 stops24h 16mAmerican Airlines
Tue 9/302:20 pmSXM - JAN
2 stops28h 10mAmerican Airlines
Deal found 9/9$800
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Wed 9/241:38 pmJAN - SXM
2 stops22h 41mAmerican Airlines
Mon 9/292:20 pmSXM - JAN
2 stops28h 10mAmerican Airlines
Deal found 9/10$905
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 12/294:22 pmJAN - SXM
2 stops19h 55mAmerican Airlines
Fri 1/25:33 pmSXM - JAN
2 stops20h 44mAmerican Airlines
Deal found 9/10$921
This Delta deal was found by Cheapflights users on 9/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/245:50 amJAN - SXM
1 stop7h 00mDelta
Mon 9/293:20 pmSXM - JAN
1 stop8h 57mDelta
Deal found 9/10$940
This American Airlines deal was found by Cheapflights users on 9/10. 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 12/256:16 pmJAN - SXM
2 stops18h 01mAmerican Airlines
Fri 1/25:33 pmSXM - JAN
2 stops21h 03mAmerican Airlines
Deal found 9/10$1,016

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 September 11, 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

Sun 10/5

6:18 pm-3:15 pm

2 stops19h 57m

Simpson Bay Princess Juliana

Fri 10/10

4:24 pm-12:39 pm

2 stops21h 15m

$625

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Sun 10/5

5:50 am-1:50 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Fri 10/10

3:14 pm-10:50 pm

1 stop8h 36m

$639

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Mon 10/27

6:43 pm-1:37 pm

2 stops17h 54m

Simpson Bay Princess Juliana

Fri 10/31

2:40 pm-10:36 am

2 stops20h 56m

$684

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Wed 9/24

1:38 pm-1:19 pm

2 stops22h 41m

Simpson Bay Princess Juliana

Mon 9/29

2:20 pm-5:30 pm

2 stops28h 10m

$905

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Mon 12/29

4:22 pm-2:17 pm

2 stops19h 55m

Simpson Bay Princess Juliana

Fri 1/2

5:33 pm-12:17 pm

2 stops20h 44m

$921

JacksonSimpson Bay

JAN - SXM

JANSXM

Jackson-Evers Intl

Wed 9/24

5:50 am-1:50 pm

1 stop7h 00m

Simpson Bay Princess Juliana

Mon 9/29

3:20 pm-11:17 pm

1 stop8h 57m

$940

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/9

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 September 11, 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 in the morning, which can drop the price by up to 6% versus a flight at noon.

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 11, 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
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

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
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Food

6.4

Crew

8.0

Comfort

7.2

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 and Delta can get you from Jackson, Mississippi to Simpson Bay in just under 7h. Your travel time can differ by up to 12h 57m. 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.

  • 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. You may be able to fly from Jackson, Mississippi to Simpson Bay for 29% less than the average price by searching for 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.

  • What is the cheapest month to book a flight from Jackson, Mississippi to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from Jackson, Mississippi to Simpson Bay (average of $459). Flying from Jackson, Mississippi 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

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Alternative routes for Jackson to Simpson Bay

See prices for flight routes from nearby airports that may be better suited for you.
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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$568Average$750FlexibilityNo cancel feeOn-time71%

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