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Simpson Bay

$186+ 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 11/8. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SXM
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
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 September 16, 2025.

Round-trip from

$562
(American Airlines)

One-way from

$186
(Priceline)

Popular in

December

Cheapest in

September

Average price

$527
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 ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 12/71:44 pmSAN - SXM
1 stop20h 08mAmerican Airlines
Mon 12/155:25 pmSXM - SAN
2 stops22h 32mAmerican Airlines
Deal found 9/14$562
This Priceline deal was found by Cheapflights users on 9/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/48:55 pmSAN - SXM
1 stop11h 50mJetBlue
Sat 10/113:31 pmSXM - SAN
1 stop20h 25mJetBlue
Deal found 9/14$634
This American Airlines deal was found by Cheapflights users on 9/15. 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 10/314:20 pmSAN - SXM
2 stops18h 17mAmerican Airlines
Fri 11/73:20 pmSXM - SAN
2 stops21h 14mAmerican Airlines
Deal found 9/15$652
This Priceline deal was found by Cheapflights users on 9/15. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/318:39 pmSAN - SXM
1 stop15h 18mJetBlue
Fri 11/75:44 pmSXM - SAN
1 stop20h 23mJetBlue
Deal found 9/15$672
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 10/45:15 pmSAN - SXM
2 stops17h 04mAmerican Airlines
Sat 10/114:24 pmSXM - SAN
2 stops19h 45mAmerican Airlines
Deal found 9/14$685
This FlightHub deal was found by Cheapflights users on 9/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/712:25 pmSAN - SXM
1 stop23h 35mAir Canada
Mon 12/155:00 pmSXM - SAN
1 stop22h 38mAir Canada
Deal found 9/14$715
This Mytrip deal was found by Cheapflights users on 9/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/41:35 pmSAN - SXM
3 stops26h 55mMultiple Airlines
Sat 10/113:05 pmSXM - SAN
3 stops28h 16mMultiple Airlines
Deal found 9/14$720
This Mytrip deal was found by Cheapflights users on 9/15. 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 10/3112:35 pmSAN - SXM
2 stops19h 40mMultiple Airlines
Fri 11/74:28 pmSXM - SAN
3 stops28h 27mMultiple Airlines
Deal found 9/15$765
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/239:46 pmSAN - SXM
1 stop13h 24mMultiple Airlines
Sun 11/3012:25 pmSXM - SAN
2 stops36h 18mMultiple Airlines
Deal found 9/14$1,035

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 September 16, 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

1:44 pm-1:52 pm

1 stop20h 08m

Simpson Bay Princess Juliana

Mon 12/15

5:25 pm-11:57 am

2 stops22h 32m

$562

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 2/18

11:00 pm-4:15 pm

2 stops13h 15m

Simpson Bay Princess Juliana

Thu 2/26

4:15 pm-8:28 am

2 stops20h 13m

$562

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sat 10/4

8:55 pm-11:45 am

1 stop11h 50m

Simpson Bay Princess Juliana

Sat 10/11

3:31 pm-8:56 am

1 stop20h 25m

$634

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 10/31

4:20 pm-1:37 pm

2 stops18h 17m

Simpson Bay Princess Juliana

Fri 11/7

3:20 pm-8:34 am

2 stops21h 14m

$652

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 10/31

8:39 pm-2:57 pm

1 stop15h 18m

Simpson Bay Princess Juliana

Fri 11/7

5:44 pm-10:07 am

1 stop20h 23m

$672

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sat 10/4

5:15 pm-1:19 pm

2 stops17h 04m

Simpson Bay Princess Juliana

Sat 10/11

4:24 pm-9:09 am

2 stops19h 45m

$685

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sat 10/4

1:35 pm-7:30 pm

3 stops26h 55m

Simpson Bay Princess Juliana

Sat 10/11

3:05 pm-4:21 pm

3 stops28h 16m

$720

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Tue 3/3

10:30 pm-3:10 pm

1 stop12h 40m

Simpson Bay Princess Juliana

Fri 3/6

3:20 pm-10:15 pm

1 stop10h 55m

$724

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sat 11/8

9:05 pm-4:38 pm

1 stop15h 33m

$186

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sat 11/8

9:54 pm-4:22 pm

2 stops14h 28m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 11 results
1
2

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 $652). 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 September 16, 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.

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 September 16, 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
7,957 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

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
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

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
7,957 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Comfort

7.9

Food

7.3

Entertainment

7.9

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.

  • How long is the flight from San Diego to Simpson Bay?

    Airlines like American Airlines and JetBlue fly from San Diego to Simpson Bay in about 11h 50m. The time it takes to get you to your destination can typically vary by up to 8h 18m. The distance between San Diego and Simpson Bay is about 3484 mi. This flight may include one or multiple stops.

  • 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 $652). 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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$509Average$732FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$531Average$885FlexibilityNo cancel feeOn-time71%

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