$578+ 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 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SXM
Oct 20 — Oct 271
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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 20, 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 20, 2026.
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:30 pm -
2 stops13h 45m
Mon 11/94:40 pm -
2 stops20h 00m
Deal found 9/18![Southwest logo]()
$578
This Delta deal was found by Cheapflights users on 9/19. 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 10/156:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$1,937
This Delta deal was found by Cheapflights users on 9/19. 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.
Sat 10/176:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$2,009
This Delta deal was found by Cheapflights users on 9/19. 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 10/166:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops28h 17m
Deal found 9/19![Delta logo]()
$2,137
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 20, 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 20, 2026.
This Southwest deal was found by Cheapflights users on 9/18. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/28:30 pm -
2 stops13h 45m
Mon 11/94:40 pm -
2 stops20h 00m
Deal found 9/18![Southwest logo]()
$578
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 3/155:55 am -
2 stops29h 00m
Thu 3/253:20 pm -
2 stops28h 12m
Deal found 9/17![Delta logo]()
$1,177
This Delta deal was found by Cheapflights users on 9/17. 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.
Tue 3/165:55 am -
2 stops29h 00m
Wed 3/243:20 pm -
2 stops24h 05m
Deal found 9/17![Delta logo]()
$1,177
This Delta deal was found by Cheapflights users on 9/17. 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.
Wed 3/175:55 am -
2 stops29h 00m
Wed 3/243:20 pm -
2 stops24h 05m
Deal found 9/17![Delta logo]()
$1,335
This Delta deal was found by Cheapflights users on 9/17. 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.
Mon 3/151:15 pm -
2 stops21h 40m
Sat 3/204:20 pm -
2 stops23h 05m
Deal found 9/17![Delta logo]()
$1,629
This Delta deal was found by Cheapflights users on 9/17. 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.
Tue 3/165:55 am -
2 stops29h 00m
Sun 3/2112:55 pm -
2 stops38h 01m
Deal found 9/17![Delta logo]()
$1,658
This Delta deal was found by Cheapflights users on 9/17. 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.
Tue 3/25:05 pm -
2 stops17h 35m
Tue 3/91:55 pm -
2 stops14h 01m
Deal found 9/17![Delta logo]()
$1,835
This Delta deal was found by Cheapflights users on 9/19. 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.
Sat 10/176:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$2,009
This Delta deal was found by Cheapflights users on 9/19. 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 10/166:00 am -
2 stops28h 40m
Sun 10/183:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$2,137
This Delta deal was found by Cheapflights users on 9/19. 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 10/166:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops28h 17m
Deal found 9/19![Delta logo]()
$2,137
Last-minute flights from Oakland to St. MaartenDiscover last-minute flight deals from Oakland to St. Maarten. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to St. Maarten. Data last updated September 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 9/19. 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 10/156:00 am -
2 stops28h 40m
Sun 10/183:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$1,937
This Delta deal was found by Cheapflights users on 9/19. 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 10/166:00 am -
2 stops28h 40m
Sun 10/183:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$2,137
This Delta deal was found by Cheapflights users on 9/19. 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.
Sat 10/176:00 am -
2 stops28h 40m
Mon 10/193:05 pm -
2 stops35h 51m
Deal found 9/19![Delta logo]()
$2,009
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 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $578 (Southwest) |
Popular in | November |
Cheapest in | February |
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 20, 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
Mon 11/2
8:30 pm-2:15 pm
2 stops13h 45m
Simpson Bay Princess Juliana
Mon 11/9
4:40 pm-8:40 am
2 stops20h 00m
$578
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Mon 3/15
5:55 am-1:55 pm
2 stops29h 00m
Simpson Bay Princess Juliana
Thu 3/25
3:20 pm-4:32 pm
2 stops28h 12m
$1,177
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Tue 3/16
5:55 am-1:55 pm
2 stops29h 00m
Simpson Bay Princess Juliana
Wed 3/24
3:20 pm-12:25 pm
2 stops24h 05m
$1,177
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Wed 3/17
5:55 am-1:55 pm
2 stops29h 00m
Simpson Bay Princess Juliana
Wed 3/24
3:20 pm-12:25 pm
2 stops24h 05m
$1,335
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Mon 3/15
1:15 pm-1:55 pm
2 stops21h 40m
Simpson Bay Princess Juliana
Sat 3/20
4:20 pm-12:25 pm
2 stops23h 05m
$1,629
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Tue 3/16
5:55 am-1:55 pm
2 stops29h 00m
Simpson Bay Princess Juliana
Sun 3/21
12:55 pm-11:56 pm
2 stops38h 01m
$1,658
Quickest round-trip
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Tue 3/2
5:05 pm-2:40 pm
2 stops17h 35m
Simpson Bay Princess Juliana
Tue 3/9
1:55 pm-11:56 pm
2 stops14h 01m
$1,835
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Sat 10/17
6:00 am-1:40 pm
2 stops28h 40m
Simpson Bay Princess Juliana
Mon 10/19
3:05 pm-11:56 pm
2 stops35h 51m
$2,009
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Fri 10/16
6:00 am-1:40 pm
2 stops28h 40m
Simpson Bay Princess Juliana
Sun 10/18
3:05 pm-11:56 pm
2 stops35h 51m
$2,137
OaklandSimpson Bay
OAK Oakland - SXM Simpson Bay Princess Juliana
OAKSXM
Oakland
Fri 10/16
6:00 am-1:40 pm
2 stops28h 40m
Simpson Bay Princess Juliana
Mon 10/19
3:05 pm-4:22 pm
2 stops28h 17m
$2,137
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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