Simpson Bay

$255+ Cheap flights from San Francisco (SFO) 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 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SXM
Aug 8 — Aug 151
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Find cheap flights from San Francisco to Simpson Bay with Cheapflights

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Cheap flight deals from San Francisco to Simpson Bay

Cheapest flights from San Francisco to Simpson Bay
Explore the most affordable flight options available from San Francisco to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 9, 2026.

This Flysmarter deal was found by Cheapflights users on 7/7. 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 Flysmarter is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2210:40 pm
SFO
-
SXM
1 stop10h 57m
JetBlue
Sat 9/51:42 pm
SXM
-
SFO
1 stop13h 09m
JetBlue
Deal found 7/7$524
This Justfly.com deal was found by Cheapflights users on 7/7. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1211:10 pm
SFO
-
SXM
1 stop11h 50m
JetBlue
Fri 9/183:05 pm
SXM
-
SFO
1 stop21h 00m
JetBlue
Deal found 7/7$541
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/32:20 pm
SFO
-
SXM
2 stops20h 00m
Southwest
Mon 11/93:20 pm
SXM
-
SFO
2 stops22h 25m
Southwest
Deal found 7/7$551
This Justfly.com deal was found by Cheapflights users on 7/5. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2710:40 pm
SFO
-
SXM
1 stop10h 57m
JetBlue
Fri 9/113:05 pm
SXM
-
SFO
1 stop21h 00m
JetBlue
Deal found 7/5$569
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1510:40 pm
SFO
-
SXM
1 stop10h 57m
JetBlue
Sat 8/221:42 pm
SXM
-
SFO
1 stop13h 09m
JetBlue
Deal found 7/8$592
This American Airlines deal was found by Cheapflights users on 7/7. 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 8/2211:40 pm
SFO
-
SXM
2 stops12h 59m
American Airlines
Sat 9/54:39 pm
SXM
-
SFO
1 stop11h 15m
American Airlines
Deal found 7/7$601
This Delta deal was found by Cheapflights users on 7/4. 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 9/610:00 pm
SFO
-
SXM
1 stop12h 53m
Delta
Thu 9/103:18 pm
SXM
-
SFO
1 stop11h 39m
Delta
Deal found 7/4$609
This American Airlines deal was found by Cheapflights users on 7/4. 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 9/67:02 pm
SFO
-
SXM
2 stops15h 20m
American Airlines
Thu 9/102:22 pm
SXM
-
SFO
2 stops23h 36m
American Airlines
Deal found 7/4$614
This American Airlines deal was found by Cheapflights users on 7/7. 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 9/13:46 pm
SFO
-
SXM
2 stops18h 36m
American Airlines
Sun 9/132:22 pm
SXM
-
SFO
1 stop12h 37m
American Airlines
Deal found 7/7$619
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/53:46 pm
SFO
-
SXM
2 stops18h 56m
American Airlines
Sun 8/162:42 pm
SXM
-
SFO
2 stops21h 08m
American Airlines
Deal found 7/8$624
This American Airlines deal was found by Cheapflights users on 7/6. 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 9/312:33 pm
SFO
-
SXM
1 stop22h 09m
American Airlines
Thu 9/102:22 pm
SXM
-
SFO
2 stops25h 48m
American Airlines
Deal found 7/6$629

Find flight deals from San Francisco to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from San Francisco (SFO) 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 9, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$524
(Flysmarter)

One-way from

$255
(Priceline)

Popular in

November

Cheapest in

September

Average price

$757
Provider with most accurate pricing for San Francisco-Simpson Bay Princess Juliana flight deals.
Provider most trusted by Cheapflights users for San Francisco-Simpson Bay Princess Juliana flights.
From San Francisco to Simpson Bay Princess Juliana
One-way flight from San Francisco to Simpson Bay Princess Juliana
Highest demand for flights based on searches. 0% potential increase in price ($5 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in July 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Francisco 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 9, 2026.
Use the filters below to find and compare flights from San Francisco to Simpson Bay that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Tue 11/3

2:20 pm-2:20 pm

2 stops20h 00m

Simpson Bay Princess Juliana

Mon 11/9

3:20 pm-9:45 am

2 stops22h 25m

$551
Quickest round-trip

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Tue 9/1

10:40 pm-12:37 pm

1 stop10h 57m

Simpson Bay Princess Juliana

Sun 9/13

3:05 pm-11:19 pm

1 stop11h 14m

$569

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Wed 10/14

11:45 pm-1:49 pm

1 stop11h 04m

Simpson Bay Princess Juliana

Wed 10/21

3:14 pm-12:15 am

1 stop12h 01m

$609

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Sat 8/8

3:46 pm-1:22 pm

2 stops18h 36m

Simpson Bay Princess Juliana

Sat 8/15

4:39 pm-10:07 am

2 stops20h 28m

$614

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Tue 11/3

1:25 pm-2:20 pm

2 stops20h 55m

Simpson Bay Princess Juliana

Sun 11/8

3:20 pm-9:00 am

2 stops21h 40m

$614

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 8/21

11:30 pm-3:39 pm

2 stops13h 09m

Simpson Bay Princess Juliana

Mon 8/24

2:42 pm-10:07 am

2 stops22h 25m

$614

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 11/6

6:00 pm-2:20 pm

2 stops16h 20m

Simpson Bay Princess Juliana

Mon 11/9

3:20 pm-9:45 am

2 stops22h 25m

$614

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Wed 8/5

9:35 pm-3:39 pm

1 stop15h 04m

Simpson Bay Princess Juliana

Sun 8/16

2:42 pm-11:28 am

1 stop23h 46m

$634

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Sat 7/25

5:01 pm-1:51 pm

2 stops17h 50m

Simpson Bay Princess Juliana

Tue 7/28

4:45 pm-10:24 am

1 stop20h 39m

$687

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Tue 11/3

11:59 pm-4:20 pm

1 stop12h 21m

Simpson Bay Princess Juliana

Sun 11/8

5:24 pm-12:20 pm

2 stops22h 56m

$692

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/5

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

Compare providers for flights from San Francisco 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 Francisco to Simpson Bay in July.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust 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 Francisco-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 Francisco-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Francisco-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Francisco-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 Francisco-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 Francisco to Simpson Bay

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

How far ahead should I book a flight from San Francisco to Simpson Bay?

Booking 17 days in advance of your planned departure date is, on average, the best time to get cheap flights from San Francisco to Simpson Bay. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, September is the cheapest month in which you can book a flight from San Francisco to Simpson Bay (average of $516). Flying from San Francisco to Simpson Bay in November is currently the most expensive (average of $872). 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.

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 9, 2026.
Read reviews from past customers who have flown Delta,United Airlines, andAmerican Airlines from San Francisco to Simpson Bay. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.8

Comfort

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Crew

8.5

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.

Entertainment

7.8

Comfort

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Crew

8.5

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.

Entertainment

7.8

Comfort

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Crew

8.5

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.

Entertainment

7.8

Comfort

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Crew

8.5

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.

Entertainment

7.8

Comfort

7.8

Overall

7.8

Food

7.2

Boarding

8.1

Crew

8.5

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 Francisco 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 Francisco to Simpson Bay?

    Airlines like Southwest, JetBlue, and Delta fly from San Francisco to Simpson Bay in about 10h 57m. The time it takes to get you to your destination can typically vary by up to 9h 03m. Airlines will cover a distance of 3796 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from San Francisco to Simpson Bay round-trip?

    Our cheapest airline available from San Francisco to Simpson Bay is JetBlue. Our recent data shows that you can find tickets from as low as $411 on this airline. Additional options worth looking into are Delta and United Airlines, starting at $561 and $561 round-trip. Users have found that JetBlue is 41% cheaper than the other options available to this destination.

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

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

  • How can I find direct flights from San Francisco 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 Francisco to Simpson Bay.

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

    Yes. Cheapflights offers flight deals from San Francisco 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 Francisco to Simpson Bay?

    Currently, September is the cheapest month in which you can book a flight from San Francisco to Simpson Bay (average of $516). Flying from San Francisco to Simpson Bay in November is currently the most expensive (average of $872). 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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Complete your trip

Complete your trip to Simpson Bay by adding a car rental and/or hotel reservation to your travel itinerary.

Top 4 airlines flying from San Francisco to Simpson Bay

Discover the top 4 airlines that operate flights from San Francisco 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 July 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$411Average$581FlexibilityNo cancel feeOn-time62%
DeltaCheapest$561Average$718FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$561Average$671FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$589Average$786FlexibilityNo cancel feeOn-time71%

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