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Simpson Bay

$135+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
SAN — SXM
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
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 December 4, 2025.

This American Airlines deal was found by Cheapflights users on 12/1. 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 12/3110:01 pmSAN - SXM
1 stop11h 58mAmerican Airlines
Wed 1/75:33 pmSXM - SAN
1 stop22h 54mAmerican Airlines
Deal found 12/1$643
This Expedia deal was found by Cheapflights users on 12/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/318:44 pmSAN - SXM
2 stops13h 46mJetBlue
Wed 1/74:20 pmSXM - SAN
2 stops25h 58mJetBlue
Deal found 12/1$658
This United Airlines deal was found by Cheapflights users on 12/1. 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 12/319:00 amSAN - SXM
2 stops24h 50mUnited Airlines
Wed 1/72:52 pmSXM - SAN
3 stops28h 00mUnited Airlines
Deal found 12/1$787
This Expedia deal was found by Cheapflights users on 12/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/39:05 pmSAN - SXM
1 stop13h 17mJetBlue
Wed 12/104:15 pmSXM - SAN
2 stops30h 56mJetBlue
Deal found 12/2$844
This Expedia deal was found by Cheapflights users on 12/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:40 pmSAN - SXM
2 stops22h 00mMultiple Airlines
Wed 12/104:15 pmSXM - SAN
2 stops30h 56mMultiple Airlines
Deal found 12/2$872
This Delta deal was found by Cheapflights users on 12/2. 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.
Sun 12/710:30 pmSAN - SXM
1 stop11h 58mDelta
Mon 12/153:53 pmSXM - SAN
1 stop11h 42mDelta
Deal found 12/2$950
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/710:35 pmSAN - SXM
1 stop11h 45mAmerican Airlines
Mon 12/155:25 pmSXM - SAN
2 stops22h 32mAmerican Airlines
Deal found 12/2$955
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Wed 12/310:35 pmSAN - SXM
1 stop13h 50mAmerican Airlines
Wed 12/103:20 pmSXM - SAN
1 stop11h 40mAmerican Airlines
Deal found 12/2$1,002
This United Airlines deal was found by Cheapflights users on 12/2. 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 12/194:45 pmSAN - SXM
1 stop19h 12mUnited Airlines
Sun 1/45:00 pmSXM - SAN
1 stop22h 45mUnited Airlines
Deal found 12/2$2,674

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 December 4, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$453
(Delta)

One-way from

$135
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$1,096
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. 12% potential increase in price ($109 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($50 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 4, 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

Mon 2/9

10:15 pm-12:30 pm

1 stop10h 15m

Simpson Bay Princess Juliana

Thu 2/12

1:38 pm-10:50 pm

1 stop13h 12m

$453

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 12/31

10:01 pm-1:59 pm

1 stop11h 58m

Simpson Bay Princess Juliana

Wed 1/7

5:33 pm-12:27 pm

1 stop22h 54m

$643

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 12/31

8:44 pm-2:30 pm

2 stops13h 46m

Simpson Bay Princess Juliana

Wed 1/7

4:20 pm-2:18 pm

2 stops25h 58m

$658

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Mon 2/9

10:40 pm-1:50 pm

1 stop11h 10m

Simpson Bay Princess Juliana

Thu 2/12

2:52 pm-9:52 am

2 stops23h 00m

$696

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Wed 12/31

9:00 am-1:50 pm

2 stops24h 50m

Simpson Bay Princess Juliana

Wed 1/7

2:52 pm-2:52 pm

3 stops28h 00m

$787

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Sun 12/7

10:30 pm-2:28 pm

1 stop11h 58m

Simpson Bay Princess Juliana

Mon 12/15

3:53 pm-11:35 pm

1 stop11h 42m

$950

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Mon 2/23

1:33 pm-2:10 pm

2 stops44h 37m

$135

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Mon 2/23

9:00 pm-3:11 pm

1 stop14h 11m

$177

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Tue 12/30

9:45 pm-2:50 pm

1 stop13h 05m

$186

San DiegoSimpson Bay

SAN - SXM

SANSXM

San Diego

Tue 12/30

7:30 pm-2:26 pm

2 stops14h 56m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 16 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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
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 Diego-Simpson Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Diego-Simpson Bay flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November is currently the most expensive (average of $832). 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 December 4, 2025.

It’s optimal to fly from San Diego to Simpson Bay at noon. By choosing this option you can save up to 42% on the cost of your flight, compared to a flight in the morning.

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 December 4, 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
7.9
Good
8,011 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

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
7.9
Good
8,011 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

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
11,047 reviews
Delta
7.9
Good
8,011 reviews

Boarding

8.1

Entertainment

7.9

Food

7.3

Comfort

7.9

Crew

8.5

Overall

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 Delta, American Airlines, and JetBlue fly from San Diego to Simpson Bay in about 10h 15m. The time it takes to get you to your destination can typically vary by up to 3h 31m. 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 $266. Another airline that can offer you cheap pricing is American Airlines. Users have found that Delta is 66% 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 November is currently the most expensive (average of $832). 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 December 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$509Average$732FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$527Average$853FlexibilityNo cancel feeOn-time71%

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