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St. Maarten

$973+ Cheap flights from Oakland, CA (OAK) to St. Maarten

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SXM
Dec 6 — Dec 131
Sat 12/6
Sat 12/13
1 adult, Economy
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Cheap flight deals from Oakland to St. Maarten

Keep the following information in mind while searching for Oakland to St. Maarten flight deals. Data was last updated November 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$973
(Delta)

Popular in

October

Cheapest in

April

Average price

$877
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 Oakland to St. Maarten
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Highest demand for flights based on searches. 11% potential increase in price ($103 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Oakland to St. Maarten

Cheapest flights from Oakland to St. Maarten
Explore the most affordable flight options available from Oakland to St. Maarten. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 6, 2025.

This Delta deal was found by Cheapflights users on 11/6. 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 11/214:51 pmOAK - SXM
2 stops17h 14mDelta
Thu 11/274:20 pmSXM - OAK
2 stops23h 28mDelta
Deal found 11/6$2,136
This Delta deal was found by Cheapflights users on 11/6. 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 11/214:51 pmOAK - SXM
2 stops17h 14mDelta
Sat 11/294:30 pmSXM - OAK
2 stops35h 33mDelta
Deal found 11/6$2,644

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oakland to St. Maarten 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 November 6, 2025.
Use the filters below to find and compare flights from Oakland to St. Maarten that are best for you.

Fly from

Oakland

Fly to

St. Maarten

Route

Depart

Return

Price

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Tue 3/3

4:54 pm-2:56 pm

2 stops18h 02m

Simpson Bay Princess Juliana

Fri 3/6

4:26 pm-11:57 am

2 stops23h 31m

$973

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Sun 2/15

5:55 am-2:56 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Fri 2/20

4:26 pm-9:38 pm

2 stops33h 12m

$1,761

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Sun 2/15

5:55 am-2:56 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Sat 2/21

5:16 pm-11:57 am

2 stops22h 41m

$1,811

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Mon 2/16

5:55 am-2:56 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Fri 2/20

4:26 pm-11:57 am

2 stops23h 31m

$2,084

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Mon 2/16

5:55 am-2:56 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Sat 2/21

5:16 pm-11:57 am

2 stops22h 41m

$2,134

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Mon 2/16

5:55 am-2:56 pm

2 stops29h 01m

Simpson Bay Princess Juliana

Sun 2/22

4:26 pm-4:14 pm

2 stops27h 48m

$2,134

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Fri 11/21

4:51 pm-2:05 pm

2 stops17h 14m

Simpson Bay Princess Juliana

Thu 11/27

4:20 pm-11:48 am

2 stops23h 28m

$2,136

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Fri 11/21

4:51 pm-2:05 pm

2 stops17h 14m

Simpson Bay Princess Juliana

Sat 11/29

4:30 pm-12:03 am

2 stops35h 33m

$2,644

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Sat 2/14

12:37 pm-12:15 pm

2 stops19h 38m

Simpson Bay Princess Juliana

Fri 2/20

1:45 pm-11:53 pm

2 stops14h 08m

$3,385

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/4

Best time to book a flight from Oakland to St. Maarten

Have a flexible travel schedule? Discover the best time to fly to St. Maarten from Oakland 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 Oakland to St. Maarten

What is the cheapest month to book a flight from Oakland, California to St. Maarten?

Currently, May is the cheapest month in which you can book a flight from Oakland, California to St. Maarten (average of $283). Flying from Oakland, California to St. Maarten in September is currently the most expensive (average of $640). 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.

Related info for your journey

Find useful and relevant information for your journey from Oakland to St. Maarten. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oakland to St. Maarten?

    Most people fly from Oakland (OAK) if they book a flight from Oakland to St. Maarten. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

  • How long is the flight from Oakland, California to St. Maarten?

    A quick flight from Oakland, California to St. Maarten can take about 18h 02m. Delta provides one of the quickest options available for as low as $973. Oakland, California and St. Maarten are separated by a distance of 3788 mi.

  • Can I find deals for flights from Oakland to St. Maarten that include hotel bookings?

    Yes. In addition to deals on Oakland to St. Maarten flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to St. Maarten?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to St. Maarten.

  • Can I find deals for business class flights from Oakland to St. Maarten?

    Yes. Cheapflights offers flight deals from Oakland to St. Maarten 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 Oakland, California to St. Maarten?

    Currently, May is the cheapest month in which you can book a flight from Oakland, California to St. Maarten (average of $283). Flying from Oakland, California to St. Maarten in September is currently the most expensive (average of $640). 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

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