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Simpson Bay

$153+ 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 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SXM
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap 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 February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/1. 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 3/189:41 pm
SAN
-
SXM
1 stop14h 19m
American Airlines
Wed 3/2512:29 pm
SXM
-
SAN
1 stop13h 21m
American Airlines
Deal found 2/1$395
This Delta deal was found by Cheapflights users on 2/2. 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 4/1010:40 am
SAN
-
SXM
2 stops23h 40m
Delta
Thu 4/163:30 pm
SXM
-
SAN
2 stops29h 49m
Delta
Deal found 2/2$400
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/129:45 pm
SAN
-
SXM
1 stop12h 36m
American Airlines
Fri 4/172:24 pm
SXM
-
SAN
1 stop23h 45m
American Airlines
Deal found 2/2$405
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Wed 3/188:50 pm
SAN
-
SXM
2 stops13h 00m
United Airlines
Wed 3/253:55 pm
SXM
-
SAN
2 stops20h 25m
United Airlines
Deal found 2/1$429
This United Airlines deal was found by Cheapflights users on 2/2. 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.
Fri 4/109:45 pm
SAN
-
SXM
1 stop11h 42m
United Airlines
Thu 4/161:35 pm
SXM
-
SAN
2 stops24h 50m
United Airlines
Deal found 2/2$458
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/209:56 pm
SAN
-
SXM
1 stop12h 07m
American Airlines
Tue 3/244:01 pm
SXM
-
SAN
1 stop22h 43m
American Airlines
Deal found 2/2$484
This Delta deal was found by Cheapflights users on 2/2. 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 4/103:35 pm
SAN
-
SXM
2 stops18h 45m
Delta
Wed 4/151:35 pm
SXM
-
SAN
1 stop12h 50m
Delta
Deal found 2/2$489
This American Airlines deal was found by Cheapflights users on 2/2. 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 4/109:45 pm
SAN
-
SXM
1 stop13h 41m
American Airlines
Thu 4/164:35 pm
SXM
-
SAN
1 stop22h 18m
American Airlines
Deal found 2/2$495
This American Airlines deal was found by Cheapflights users on 2/2. 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 3/110:30 pm
SAN
-
SXM
1 stop11h 49m
American Airlines
Sun 3/154:01 pm
SXM
-
SAN
1 stop32h 58m
American Airlines
Deal found 2/2$498
This Kiwi.com deal was found by Cheapflights users on 2/2. 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.
Sat 4/116:35 am
SAN
-
SXM
2 stops27h 55m
Multiple Airlines
Thu 4/162:11 pm
SXM
-
SAN
1 stop24h 35m
Multiple Airlines
Deal found 2/2$501
This United Airlines deal was found by Cheapflights users on 2/2. 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 4/137:14 pm
SAN
-
SXM
2 stops14h 19m
United Airlines
Sat 4/183:50 pm
SXM
-
SAN
2 stops20h 26m
United Airlines
Deal found 2/2$510

Find 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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$395
(American Airlines)

One-way from

$153
(United Airlines)

Popular in

November

Cheapest in

October

Average price

$618
Provider with most accurate pricing for San Diego-Simpson Bay Princess Juliana flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Diego-Simpson Bay Princess Juliana flights.
Search Deals
From San Diego to Simpson Bay Princess Juliana
Search Deals
One-way flight from San Diego to Simpson Bay Princess Juliana
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($82 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

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 February 3, 2026.
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

Wed 3/18

10:15 pm-12:50 pm

1 stop11h 35m

Simpson Bay Princess Juliana

Wed 3/25

3:55 pm-8:40 am

2 stops19h 45m

$400

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 4/10

10:40 am-1:20 pm

2 stops23h 40m

Simpson Bay Princess Juliana

Thu 4/16

3:30 pm-6:19 pm

2 stops29h 49m

$400

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sun 4/12

9:45 pm-1:21 pm

1 stop12h 36m

Simpson Bay Princess Juliana

Fri 4/17

2:24 pm-11:09 am

1 stop23h 45m

$405

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 4/10

8:39 pm-12:27 pm

2 stops12h 48m

Simpson Bay Princess Juliana

Thu 4/16

1:35 pm-11:25 am

2 stops24h 50m

$458

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 4/10

8:39 pm-12:27 pm

2 stops12h 48m

Simpson Bay Princess Juliana

Wed 4/15

3:50 pm-8:44 am

2 stops19h 54m

$458

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 4/10

5:45 pm-1:20 pm

1 stop16h 35m

Simpson Bay Princess Juliana

Wed 4/15

1:35 pm-11:25 pm

1 stop12h 50m

$484

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Fri 3/20

9:56 pm-1:03 pm

1 stop12h 07m

Simpson Bay Princess Juliana

Tue 3/24

4:01 pm-11:44 am

1 stop22h 43m

$484

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 3/11

9:41 pm-3:00 pm

1 stop14h 19m

$153

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 3/11

5:55 pm-12:50 pm

2 stops15h 55m

$153

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 3/11

6:25 am-1:15 pm

3 stops27h 50m

$166

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/1

Showing 1-10 of 12 results
1
2

Compare providers for flights from San Diego 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 Diego to Simpson Bay in February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 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 Diego-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 Diego-Simpson Bay flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San Diego-Simpson Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Diego-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 Diego-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 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, October is the cheapest month in which you can book a flight from San Diego to Simpson Bay (average of $266). Flying from San Diego to Simpson Bay in December is currently the most expensive (average of $791). 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 February 3, 2026.
Peruse reviews from past customers who have flown with 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.
American Airlines
7.2
Good
11,216 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,216 reviews
American Airlines
7.2
Good
11,216 reviews

Entertainment

6.9

Boarding

7.5

Comfort

7.2

Crew

8.0

Overall

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 United Airlines, Delta, and American Airlines fly from San Diego to Simpson Bay in about 11h 35m. The time it takes to get you to your destination can typically vary by up to 12h 05m. The distance between San Diego and Simpson Bay is about 3484 mi. This flight may include one or multiple stops.

  • What is the cheapest airline to fly from San Diego to Simpson Bay round-trip?

    Cheapflights users have booked flights from San Diego to Simpson Bay round-trip from $453. Users have found that American Airlines is 40% 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, October is the cheapest month in which you can book a flight from San Diego to Simpson Bay (average of $266). Flying from San Diego to Simpson Bay in December is currently the most expensive (average of $791). 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 airline flying from San Diego to Simpson Bay

Discover the top airline 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$453Average$830FlexibilityNo cancel feeOn-time71%

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