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St. Maarten

$1,581+ 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
Nov 19 — Nov 261
Wed 11/19
Wed 11/26
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 October 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$1,581
(Delta)

Popular in

October

Cheapest in

April

Average price

$934
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 ($101 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in October 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 October 20, 2025.

This Delta deal was found by Cheapflights users on 10/18. 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.
Thu 11/2012:28 pmOAK - SXM
2 stops22h 27mDelta
Wed 11/264:20 pmSXM - OAK
2 stops23h 28mDelta
Deal found 10/18$2,127

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 October 20, 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

5:05 pm-2:56 pm

2 stops17h 51m

Simpson Bay Princess Juliana

Fri 3/6

4:26 pm-9:38 pm

2 stops33h 12m

$1,581

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Thu 11/20

12:28 pm-2:55 pm

2 stops22h 27m

Simpson Bay Princess Juliana

Wed 11/26

4:20 pm-11:48 am

2 stops23h 28m

$2,127

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Fri 3/6

5:05 pm-3:51 pm

2 stops18h 46m

Simpson Bay Princess Juliana

Fri 3/13

12:45 pm-11:53 pm

2 stops14h 08m

$3,264

OaklandSimpson Bay

OAK - SXM

OAKSXM

Oakland

Thu 12/18

12:30 pm-12:18 pm

2 stops19h 48m

$1,777

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

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 17h 51m. Delta provides one of the quickest options available for as low as $1,581. 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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