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Simpson Bay

$808+ Cheap flights from San Jose, CA (SJC) 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SXM
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Find 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 October 28, 2025.

This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/263:22 pmSJC - SXM
2 stops18h 55mDelta
Fri 1/21:45 pmSXM - SJC
1 stop11h 49mDelta
Deal found 10/27$2,117

Cheap 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$808
(American Airlines)
Provider with most accurate pricing for San Jose-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for San Jose-Simpson Bay Princess Juliana flights.
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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 October 28, 2025.
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

Tue 3/3

12:15 pm-1:50 pm

2 stops21h 35m

Simpson Bay Princess Juliana

Fri 3/6

5:20 pm-11:48 am

2 stops22h 28m

$808

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 1/24

10:30 pm-2:55 pm

1 stop12h 25m

Simpson Bay Princess Juliana

Sat 1/31

1:55 pm-9:20 pm

1 stop11h 25m

$849

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 3/3

10:30 pm-2:56 pm

1 stop12h 26m

Simpson Bay Princess Juliana

Fri 3/6

1:45 pm-9:32 pm

1 stop11h 47m

$882

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 12/26

3:22 pm-2:17 pm

2 stops18h 55m

Simpson Bay Princess Juliana

Fri 1/2

1:45 pm-9:34 pm

1 stop11h 49m

$2,117

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 11/21

12:30 pm-1:35 pm

2 stops21h 05m

$1,007

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 11/21

10:25 pm-2:55 pm

1 stop12h 30m

$1,408

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Compare providers for flights from San Jose 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 San Jose to Simpson Bay in October.
ProviderPrice AccuracyTrust Score*
eDreamsPrice Accuracy3 starsTrust Score*3 stars
ExpediaPrice Accuracy2 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 San Jose, California-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Jose, California-Simpson Bay flight deals on Cheapflights vs. eDreams >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 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 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.

Cheapflights Insights

Everything you need to know about your flight from San Jose to Simpson Bay

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

Find hourly flight availability from San Jose 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 October 28, 2025.

A simple way to save on the total cost of your ticket is to fly from San Jose, California to Simpson Bay at noon. If you’re flexible enough to do this you can expect to save up to 33% on your trip compared to booking a flight in the evening.

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 $849, American Airlines can have you in Simpson Bay from San Jose, California in 12h 25m. 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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