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Simpson Bay

$343+ Cheap flights from San Jose (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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SXM
Aug 3 — Aug 101
Sun 8/3
Sun 8/10
1 adult, Economy
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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 July 29, 2025.

Round-trip from

$690
(FlightHub)

One-way from

$343
(American Airlines)
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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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 July 29, 2025.

This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/156:00 amSJC - SXM
2 stops29h 00mSpirit Airlines
Wed 8/273:05 pmSXM - SJC
2 stops34h 53mSpirit Airlines
Deal found 7/28$690
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Mon 7/2811:24 pmSJC - SXM
2 stops12h 41mAmerican Airlines
Mon 8/42:50 pmSXM - SJC
2 stops21h 20mAmerican Airlines
Deal found 7/27$1,086
This Delta deal was found by Cheapflights users on 7/26. 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.
Sun 8/311:00 pmSJC - SXM
1 stop11h 56mDelta
Wed 8/133:21 pmSXM - SJC
2 stops19h 57mDelta
Deal found 7/26$1,129
This Mytrip deal was found by Cheapflights users on 7/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/281:10 pmSJC - SXM
3 stops24h 55mMultiple Airlines
Mon 8/43:05 pmSXM - SJC
2 stops22h 31mMultiple Airlines
Deal found 7/27$1,642
This United Airlines deal was found by Cheapflights users on 7/26. 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.
Mon 8/47:00 amSJC - SXM
2 stops26h 29mUnited Airlines
Tue 8/121:35 pmSXM - SJC
2 stops26h 47mUnited Airlines
Deal found 7/26$4,804

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 July 29, 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

Fri 8/15

6:00 am-2:00 pm

2 stops29h 00m

Simpson Bay Princess Juliana

Wed 8/27

3:05 pm-10:58 pm

2 stops34h 53m

$690

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 9/27

2:08 pm-1:19 pm

2 stops20h 11m

$343

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 9/27

7:00 am-1:14 pm

3 stops27h 14m

$464

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/27

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 month to book a flight from San Jose to Simpson Bay?

Currently, September is the cheapest month in which you can book a flight from San Jose to Simpson Bay (average of $459). Flying from San Jose to Simpson Bay in March is currently the most expensive (average of $655). 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.

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 July 29, 2025.

A simple way to save on the total cost of your ticket is to fly from San Jose to Simpson Bay in the morning. If you’re flexible enough to do this you can expect to save up to 34% on your trip compared to booking 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 July 29, 2025.
Read through reviews of airlines operating flights from San Jose to Simpson Bay, such as American Airlines, WestJet, and Spirit Airlines. Reviews also offer insight into each airline's 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

Comfort

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.
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

Comfort

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.
WestJet
7.2
Good
2,973 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.
Spirit Airlines
6.3
Okay
8,040 reviews
American Airlines
7.2
Good
10,000 reviews

Boarding

7.5

Overall

7.2

Entertainment

6.9

Comfort

7.2

Crew

8.0

Food

6.5

Reviews

1 / 20
10.0
Excellent

Leonardo,May 2025

JFK - BGI

Good airline and so far i give them 8 out of 10.

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.

  • 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.

  • What is the cheapest month to book a flight from San Jose to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from San Jose to Simpson Bay (average of $459). Flying from San Jose to Simpson Bay in March is currently the most expensive (average of $655). 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.

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