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Simpson Bay

$176+ 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 5/1. Fares are subject to change and may not be available on all flights or dates of travel.
SFO — SXM
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
1 adult, Economy
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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 January 21, 2026.

This Expedia deal was found by Cheapflights users on 1/19. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2010:34 pm
SFO
-
SXM
1 stop11h 25m
Multiple Airlines
Sat 2/284:05 pm
SXM
-
SFO
1 stop21h 24m
Multiple Airlines
Deal found 1/19$426
This Booking.com deal was found by Cheapflights users on 1/19. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/2010:34 pm
SFO
-
SXM
1 stop11h 25m
Frontier
Sat 2/283:20 pm
SXM
-
SFO
2 stops21h 13m
Frontier
Deal found 1/19$428
This Expedia deal was found by Cheapflights users on 1/20. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/310:23 pm
SFO
-
SXM
1 stop13h 12m
Multiple Airlines
Wed 4/83:00 pm
SXM
-
SFO
1 stop12h 58m
Multiple Airlines
Deal found 1/20$469
This Expedia deal was found by Cheapflights users on 1/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:44 pm
SFO
-
SXM
1 stop12h 26m
Multiple Airlines
Sat 3/74:41 pm
SXM
-
SFO
1 stop29h 33m
Multiple Airlines
Deal found 1/21$482
This JetBlue deal was found by Cheapflights users on 1/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2210:39 pm
SFO
-
SXM
1 stop12h 16m
JetBlue
Thu 2/262:25 pm
SXM
-
SFO
1 stop13h 32m
JetBlue
Deal found 1/21$515
This Expedia deal was found by Cheapflights users on 1/21. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/152:45 pm
SFO
-
SXM
1 stop17h 13m
JetBlue
Mon 5/253:10 pm
SXM
-
SFO
1 stop30h 41m
JetBlue
Deal found 1/21$540

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$426
(Expedia)

One-way from

$176
(JetBlue)

Popular in

July

Cheapest in

October

Average price

$688
Provider with most accurate pricing for San Francisco-Simpson Bay Princess Juliana flight deals.
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Provider most trusted by Cheapflights users for San Francisco-Simpson Bay Princess Juliana flights.
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From San Francisco to Simpson Bay Princess Juliana
Search Deals
One-way flight from San Francisco to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
Search Deals

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 January 21, 2026.
Use the filters below to find and compare flights from San Francisco to Simpson Bay that are best for you.

Fly from

San Francisco

Fly to

Simpson Bay

Route

Depart

Return

Price

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 2/20

10:34 pm-1:59 pm

1 stop11h 25m

Simpson Bay Princess Juliana

Sat 2/28

3:20 pm-8:33 am

2 stops21h 13m

$429

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 4/3

10:23 pm-2:35 pm

1 stop13h 12m

Simpson Bay Princess Juliana

Wed 4/8

3:00 pm-12:58 am

1 stop12h 58m

$469

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Mon 3/2

8:44 pm-1:10 pm

1 stop12h 26m

Simpson Bay Princess Juliana

Sat 3/7

4:41 pm-6:14 pm

1 stop29h 33m

$482

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Sun 2/22

10:39 pm-2:55 pm

1 stop12h 16m

Simpson Bay Princess Juliana

Thu 2/26

2:25 pm-11:57 pm

1 stop13h 32m

$515

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Sat 1/31

10:37 pm-2:28 pm

1 stop11h 51m

Simpson Bay Princess Juliana

Sat 2/7

12:35 pm-12:22 am

1 stop15h 47m

$543

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 4/3

10:23 pm-2:20 pm

1 stop12h 57m

Simpson Bay Princess Juliana

Sat 4/11

3:25 pm-8:10 pm

2 stops31h 45m

$559

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 5/1

2:45 pm-10:58 am

1 stop17h 13m

$176

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Mon 7/20

9:20 pm-12:45 pm

1 stop12h 25m

$247

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Thu 4/2

3:10 pm-10:07 am

1 stop15h 57m

$256

San FranciscoSimpson Bay

SFO - SXM

SFOSXM

San Francisco

Fri 5/1

10:28 pm-3:35 pm

2 stops14h 07m

$326

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 11 results
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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars

*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 Expedia the most. Expedia 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?

Use this chart to determine the optimal time to book a round-trip flight from San Francisco to Simpson Bay. Price data was last updated on January 16, 2026.

Booking 16 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.

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 January 21, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American 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.
Delta
7.9
Good
8,088 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

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
7.9
Good
8,088 reviews
Delta
7.9
Good
8,088 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

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.
United Airlines
7.4
Good
9,191 reviews
Delta
7.9
Good
8,088 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

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
11,174 reviews
Delta
7.9
Good
8,088 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

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.
JetBlue
7.2
Good
2,891 reviews
Delta
7.9
Good
8,088 reviews

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

Food

7.2

Boarding

8.1

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 Frontier fly from San Francisco to Simpson Bay in about 11h 25m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 3796 mi.

  • 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 Delta. Our recent data shows that you can find tickets from as low as $230 on this airline. Additional options worth looking into are JetBlue and American Airlines, starting at $284 and $521 round-trip. Users have found that Delta is 68% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from San Francisco to Simpson Bay one-way?

    $220 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $220 and $230, respectively.

  • 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.

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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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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$230Average$831FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$284Average$575FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$521Average$751FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$561Average$671FlexibilityNo cancel feeOn-time69%

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