$506+ 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 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SXM
Oct 4 — Oct 111
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Oakland to St. Maarten
Cheapest
Best
Last-minute
Cheapest flights from Oakland to St. MaartenExplore 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 September 4, 2026.
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 September 4, 2026.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:50 pm -
2 stops16h 15m
Sat 10/242:45 pm -
2 stops19h 45m
Deal found 9/2![Southwest logo]()
$506
This Southwest deal was found by Cheapflights users on 9/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:50 pm -
2 stops15h 50m
Mon 12/214:40 pm -
2 stops19h 50m
Deal found 9/1![Southwest logo]()
$613
This Gotogate deal was found by Cheapflights users on 9/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/206:08 am -
2 stops53h 37m
Mon 11/304:45 pm -
2 stops25h 59m
Deal found 9/2![Multiple Airlines logo]()
$4,842
Best flights from Oakland to St. MaartenDiscover carefully curated flight deals from Oakland to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
Discover carefully curated flight deals from Oakland to St. Maarten that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 4, 2026.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:50 pm -
2 stops16h 15m
Sat 10/242:45 pm -
2 stops19h 45m
Deal found 9/2![Southwest logo]()
$506
This Southwest deal was found by Cheapflights users on 9/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/177:50 pm -
2 stops15h 50m
Mon 12/214:40 pm -
2 stops19h 50m
Deal found 9/1![Southwest logo]()
$613
This Booking.com deal was found by Cheapflights users on 9/4. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/26:00 am -
2 stops53h 45m
Mon 2/14:45 pm -
2 stops29h 40m
Deal found 9/4![Multiple Airlines logo]()
$1,611
Last-minute flights from Oakland to St. MaartenDiscover last-minute flight deals from Oakland to St. Maarten. Data last updated September 4, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to St. Maarten. Data last updated September 4, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:50 pm -
2 stops16h 15m
Sat 10/242:45 pm -
2 stops19h 45m
Deal found 9/2![Southwest logo]()
$506
Find 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 September 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $506 (Southwest) |
Popular in | November |
Cheapest in | September |
Average price | $572 |
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 7,457,451 searches. Data last updated September 4, 2026.
Use the filters below to find and compare flights from Oakland to St. Maarten that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Sat 10/17
6:50 pm-2:05 pm
2 stops16h 15m
Simpson Bay Princess Juliana
Sat 10/24
2:45 pm-7:30 am
2 stops19h 45m
$506
Quickest round-trip
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Thu 12/17
7:50 pm-3:40 pm
2 stops15h 50m
Simpson Bay Princess Juliana
Mon 12/21
4:40 pm-8:30 am
2 stops19h 50m
$613
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Sat 1/2
6:00 am-3:45 pm
2 stops53h 45m
Simpson Bay Princess Juliana
Mon 2/1
4:45 pm-6:25 pm
2 stops29h 40m
$1,611
Sorted by cheapest first
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.
OAK-SXM
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
OAK-SX0
OAK-SXM
No data available for this route at this time. Please check back soon.
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