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Simpson Bay

$293+ Cheap flights from San Jose, CA (SJC) 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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SXM
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheap flight deals from San Jose to Simpson Bay

Cheapest flights from San Jose to Simpson Bay
Explore the most affordable flight options available from San Jose to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This American Airlines deal was found by Cheapflights users on 1/28. 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.
Sat 4/182:02 pm
SJC
-
SXM
2 stops18h 35m
American Airlines
Thu 4/234:35 pm
SXM
-
SJC
2 stops20h 43m
American Airlines
Deal found 1/28$680
This American Airlines deal was found by Cheapflights users on 1/28. 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.
Thu 5/1412:47 pm
SJC
-
SXM
2 stops19h 50m
American Airlines
Tue 5/194:35 pm
SXM
-
SJC
2 stops23h 37m
American Airlines
Deal found 1/28$700
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1810:55 pm
SJC
-
SXM
1 stop12h 10m
Delta
Thu 4/231:35 pm
SXM
-
SJC
1 stop11h 10m
Delta
Deal found 1/28$867
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/18:50 am
SJC
-
SXM
2 stops25h 00m
United Airlines
Wed 3/42:52 pm
SXM
-
SJC
2 stops26h 49m
United Airlines
Deal found 1/28$924
This American Airlines deal was found by Cheapflights users on 1/27. 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.
Fri 3/2712:52 pm
SJC
-
SXM
2 stops19h 37m
American Airlines
Sun 4/54:28 pm
SXM
-
SJC
2 stops20h 48m
American Airlines
Deal found 1/27$948
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1410:20 pm
SJC
-
SXM
1 stop12h 39m
Delta
Tue 5/193:20 pm
SXM
-
SJC
2 stops24h 06m
Delta
Deal found 1/28$997
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2610:45 pm
SJC
-
SXM
1 stop12h 10m
Delta
Sun 2/11:55 pm
SXM
-
SJC
1 stop11h 25m
Delta
Deal found 1/26$1,045
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.
Fri 3/133:49 pm
SJC
-
SXM
2 stops44h 08m
United Airlines
Fri 3/203:55 pm
SXM
-
SJC
2 stops34h 04m
United Airlines
Deal found 1/26$1,051
This United Airlines deal was found by Cheapflights users on 1/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:45 am
SJC
-
SXM
2 stops27h 12m
United Airlines
Sat 3/214:00 pm
SXM
-
SJC
2 stops33h 59m
United Airlines
Deal found 1/28$1,073
This Delta deal was found by Cheapflights users on 1/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1410:50 pm
SJC
-
SXM
1 stop12h 04m
Delta
Sat 3/2112:55 pm
SXM
-
SJC
1 stop11h 38m
Delta
Deal found 1/28$1,206

Find flight deals from San Jose to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$680
(American Airlines)

One-way from

$293
(Delta)
Provider with most accurate pricing for San Jose-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Simpson Bay Princess Juliana flights.
Search Deals
From San Jose to Simpson Bay Princess Juliana
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One-way flight from San Jose to Simpson Bay Princess Juliana
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Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 29, 2026.
Use the filters below to find and compare flights from San Jose to Simpson Bay that are best for you.

Fly from

San Jose

Fly to

Simpson Bay

Route

Depart

Return

Price

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 4/18

2:02 pm-11:37 am

2 stops18h 35m

Simpson Bay Princess Juliana

Thu 4/23

4:35 pm-10:18 am

2 stops20h 43m

$680

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 4/18

10:55 pm-2:05 pm

1 stop12h 10m

Simpson Bay Princess Juliana

Thu 4/23

1:35 pm-9:45 pm

1 stop11h 10m

$867

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sun 3/1

3:55 pm-1:50 pm

2 stops17h 55m

Simpson Bay Princess Juliana

Wed 3/4

2:52 pm-1:41 pm

2 stops26h 49m

$924

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 3/27

12:52 pm-11:29 am

2 stops19h 37m

Simpson Bay Princess Juliana

Sun 4/5

4:28 pm-10:16 am

2 stops20h 48m

$948

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Thu 5/14

10:20 pm-1:59 pm

1 stop12h 39m

Simpson Bay Princess Juliana

Tue 5/19

3:20 pm-12:26 pm

2 stops24h 06m

$997

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 3/27

10:50 pm-3:08 pm

1 stop13h 18m

Simpson Bay Princess Juliana

Sun 4/5

12:55 pm-9:33 pm

1 stop11h 38m

$1,045

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 3/13

3:49 pm-2:57 pm

2 stops44h 08m

Simpson Bay Princess Juliana

Fri 3/20

3:55 pm-10:59 pm

2 stops34h 04m

$1,051

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 3/14

10:50 pm-1:54 pm

1 stop12h 04m

Simpson Bay Princess Juliana

Sat 3/21

12:55 pm-9:33 pm

1 stop11h 38m

$1,206

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 3/13

10:50 pm-3:08 pm

1 stop13h 18m

Simpson Bay Princess Juliana

Fri 3/20

12:55 pm-9:33 pm

1 stop11h 38m

$1,216

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 5/26

8:05 pm-1:59 pm

2 stops14h 54m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Showing 1-10 of 11 results
1
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  • Most accurate provider: When it comes to deals on San Jose, California-Simpson Bay flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Jose, California-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-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 San Jose, California-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 San Jose to Simpson Bay

Have a flexible travel schedule? Discover the best time to fly to Simpson Bay from San Jose 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 San Jose 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 San Jose, California to Simpson Bay?

    For as low as $867, American Airlines can have you in Simpson Bay from San Jose, California in 12h 10m. San Jose, California and Simpson Bay are separated by a distance of 3770 mi. This flight may include one or multiple stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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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