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Simpson Bay

$209+ Cheap flights from San Diego (SAN) 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SXM
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from San Diego to Simpson Bay

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) 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 August 14, 2025.

Round-trip from

$537
(American Airlines)

One-way from

$209
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$808
From San Diego to Simpson Bay Princess Juliana
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One-way flight from San Diego to Simpson Bay Princess Juliana
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Highest demand for flights based on searches. 10% potential increase in price ($101 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($39 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Diego to Simpson Bay

Cheapest flights from San Diego to Simpson Bay
Explore the most affordable flight options available from San Diego to Simpson Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/12. 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 12/711:00 pmSAN - SXM
1 stop11h 15mAmerican Airlines
Mon 12/153:15 pmSXM - SAN
1 stop12h 31mAmerican Airlines
Deal found 8/12$537
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/410:23 pmSAN - SXM
1 stop11h 27mAmerican Airlines
Sun 11/92:51 pmSXM - SAN
2 stops21h 56mAmerican Airlines
Deal found 8/14$547
This American Airlines deal was found by Cheapflights users on 8/14. 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 11/210:02 pmSAN - SXM
1 stop11h 48mAmerican Airlines
Sat 11/85:24 pmSXM - SAN
2 stops19h 23mAmerican Airlines
Deal found 8/14$580
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Fri 11/2811:00 pmSAN - SXM
1 stop9h 10mAmerican Airlines
Sat 12/63:15 pmSXM - SAN
2 stops21h 16mAmerican Airlines
Deal found 8/13$633
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 11/111:20 amSAN - SXM
2 stops25h 37mUnited Airlines
Sat 11/82:40 pmSXM - SAN
2 stops22h 34mUnited Airlines
Deal found 8/14$652
This United Airlines deal was found by Cheapflights users on 8/14. 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.
Sat 11/110:45 pmSAN - SXM
1 stop14h 12mUnited Airlines
Sun 11/93:00 pmSXM - SAN
1 stop31h 50mUnited Airlines
Deal found 8/14$660
This Delta deal was found by Cheapflights users on 8/14. 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 11/210:30 pmSAN - SXM
1 stop12h 19mDelta
Fri 11/74:14 pmSXM - SAN
1 stop11h 00mDelta
Deal found 8/14$664
This United Airlines deal was found by Cheapflights users on 8/14. 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 11/34:01 pmSAN - SXM
2 stops17h 49mUnited Airlines
Sat 11/82:40 pmSXM - SAN
1 stop22h 59mUnited Airlines
Deal found 8/14$665

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Diego 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 August 14, 2025.
Use the filters below to find and compare flights from San Diego to Simpson Bay that are best for you.

Fly from

San Diego

Fly to

Simpson Bay

Route

Depart

Return

Price

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sun 12/7

11:00 pm-2:15 pm

1 stop11h 15m

Simpson Bay Princess Juliana

Mon 12/15

3:15 pm-11:46 pm

1 stop12h 31m

$537

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sun 11/2

10:02 pm-4:20 pm

2 stops14h 18m

Simpson Bay Princess Juliana

Sat 11/8

2:51 pm-8:47 am

2 stops21h 56m

$542

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Tue 11/4

10:23 pm-1:50 pm

1 stop11h 27m

Simpson Bay Princess Juliana

Sun 11/9

2:51 pm-8:47 am

2 stops21h 56m

$547

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 9/3

7:01 pm-2:00 pm

3 stops39h 59m

$209

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 9/3

8:40 pm-1:15 pm

1 stop13h 35m

$228

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 9/3

9:08 pm-4:30 pm

2 stops16h 22m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Best time to book a flight from San Diego to Simpson Bay

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

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

Currently, September is the cheapest month in which you can book a flight from San Diego to Simpson Bay (average of $459). Flying from San Diego to Simpson Bay in March is currently the most expensive (average of $654). 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 SAN to SXM?

Find hourly flight availability from San Diego 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 August 14, 2025.

When flying from San Diego to Simpson Bay, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

How much does it cost to fly round-trip from San Diego to Simpson Bay?

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 August 14, 2025.
Peruse reviews from past customers who have flown with Delta and American Airlines from San Diego to Simpson Bay to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
7,980 reviews
Delta
8.0
Very good
7,980 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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
7,980 reviews

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Food

7.3

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 Diego to Simpson Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    Cheapflights users have booked flights from San Diego to Simpson Bay round-trip from $509. Another airline that can offer you cheap pricing is American Airlines. Users have found that Delta is 41% cheaper than the other options available to this destination.

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from San Diego to Simpson Bay (average of $459). Flying from San Diego to Simpson Bay in March is currently the most expensive (average of $654). 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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Top 2 airlines flying from San Diego to Simpson Bay

Discover the top 2 airlines that operate flights from San Diego 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$509Average$732FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$531Average$885FlexibilityNo cancel feeOn-time71%

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