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Simpson Bay

$254+ 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 10/4. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — SXM
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
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 11, 2025.

Round-trip from

$565
(Mytrip)

One-way from

$254
(Kiwi.com)
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 11, 2025.

This Mytrip deal was found by Cheapflights users on 7/8. 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.
Fri 8/226:00 amSJC - SXM
3 stops29h 00mSpirit Airlines
Fri 8/293:05 pmSXM - SJC
3 stops34h 25mSpirit Airlines
Deal found 7/8$565
This Mytrip deal was found by Cheapflights users on 7/8. 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.
Sat 8/1612:39 pmSJC - SXM
3 stops27h 51mMultiple Airlines
Sat 8/233:05 pmSXM - SJC
3 stops34h 53mMultiple Airlines
Deal found 7/8$592
This American Airlines deal was found by Cheapflights users on 7/10. 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.
Tue 9/2312:45 pmSJC - SXM
2 stops21h 34mAmerican Airlines
Thu 10/22:20 pmSXM - SJC
2 stops25h 19mAmerican Airlines
Deal found 7/10$692
This Delta deal was found by Cheapflights users on 7/8. 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 8/2210:58 pmSJC - SXM
1 stop11h 58mDelta
Fri 8/293:10 pmSXM - SJC
1 stop10h 40mDelta
Deal found 7/8$712
This United Airlines deal was found by Cheapflights users on 7/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/171:05 pmSJC - SXM
2 stops44h 24mUnited Airlines
Thu 7/241:35 pmSXM - SJC
2 stops36h 04mUnited Airlines
Deal found 7/10$1,338

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 11, 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 8/22

6:00 am-2:00 pm

3 stops29h 00m

Simpson Bay Princess Juliana

Fri 8/29

3:05 pm-10:30 pm

3 stops34h 25m

$565

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 8/16

12:39 pm-7:30 pm

3 stops27h 51m

Simpson Bay Princess Juliana

Sat 8/23

3:05 pm-10:58 pm

3 stops34h 53m

$592

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Tue 9/23

12:45 pm-1:19 pm

2 stops21h 34m

Simpson Bay Princess Juliana

Thu 10/2

2:20 pm-12:39 pm

2 stops25h 19m

$692

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Fri 8/22

10:58 pm-1:56 pm

1 stop11h 58m

Simpson Bay Princess Juliana

Fri 8/29

3:10 pm-10:50 pm

1 stop10h 40m

$712

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sat 10/4

7:53 pm-7:30 pm

3 stops20h 37m

$254

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sun 8/17

12:39 pm-2:00 pm

2 stops22h 21m

$263

San JoseSimpson Bay

SJC - SXM

SJCSXM

San Jose

Sun 8/17

10:58 pm-1:56 pm

1 stop11h 58m

$343

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/9

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 11, 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 11, 2025.
Read through reviews of airlines operating flights from San Jose to Simpson Bay, such as Delta, American Airlines, and Spirit Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,951 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Spirit Airlines
6.3
Okay
8,055 reviews
Delta
8.0
Very good
7,951 reviews

Entertainment

7.9

Crew

8.5

Comfort

7.9

Food

7.3

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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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