$291+ Cheap flights from Oakland, CA (OAK) to St. Maarten
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 6/19. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SXM
Jun 19 — Jun 261
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to St. Maarten with Cheapflights
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
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Best
Last-minute
One-way
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 May 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 May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:45 pm
OAK
- SXM
2 stops14h 40m
Southwest
Wed 6/243:00 pm
SXM
- OAK
2 stops18h 30m
Southwest
Deal found 5/19![Southwest logo]()
$776
This Delta deal was found by Cheapflights users on 5/17. 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.
Sun 7/2612:30 pm
OAK
- SXM
2 stops22h 25m
Delta
Thu 7/303:20 pm
SXM
- OAK
2 stops23h 26m
Delta
Deal found 5/17![Delta logo]()
$1,268
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:30 pm
OAK
- SXM
2 stops14h 00m
Southwest
Sun 5/311:35 pm
SXM
- OAK
2 stops14h 10m
Southwest
Deal found 5/19![Southwest logo]()
$1,340
This Delta deal was found by Cheapflights users on 5/18. 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.
Fri 11/131:15 pm
OAK
- SXM
2 stops21h 30m
Delta
Sat 11/214:10 pm
SXM
- OAK
2 stops28h 22m
Delta
Deal found 5/18![Delta logo]()
$1,348
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,631
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 5/2512:28 pm
OAK
- SXM
2 stops22h 23m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,678
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Sun 5/313:20 pm
SXM
- OAK
2 stops28h 05m
Delta
Deal found 5/19![Delta logo]()
$1,681
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 7/135:05 pm
OAK
- SXM
2 stops17h 50m
Delta
Mon 7/203:20 pm
SXM
- OAK
2 stops23h 26m
Delta
Deal found 5/19![Delta logo]()
$1,710
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/245:55 pm
OAK
- SXM
2 stops16h 56m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,728
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/2412:28 pm
OAK
- SXM
2 stops22h 23m
Delta
Sun 5/313:20 pm
SXM
- OAK
2 stops28h 05m
Delta
Deal found 5/19![Delta logo]()
$1,778
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Mon 6/13:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,803
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 May 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 May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:45 pm
OAK
- SXM
2 stops14h 40m
Southwest
Wed 6/243:00 pm
SXM
- OAK
2 stops18h 30m
Southwest
Deal found 5/19![Southwest logo]()
$776
This Delta deal was found by Cheapflights users on 5/17. 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.
Sun 7/2612:30 pm
OAK
- SXM
2 stops22h 25m
Delta
Thu 7/303:20 pm
SXM
- OAK
2 stops23h 26m
Delta
Deal found 5/17![Delta logo]()
$1,268
This Delta deal was found by Cheapflights users on 5/18. 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.
Fri 11/131:15 pm
OAK
- SXM
2 stops21h 30m
Delta
Sat 11/214:10 pm
SXM
- OAK
2 stops28h 22m
Delta
Deal found 5/18![Delta logo]()
$1,348
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 7/135:05 pm
OAK
- SXM
2 stops17h 50m
Delta
Mon 7/203:20 pm
SXM
- OAK
2 stops23h 26m
Delta
Deal found 5/19![Delta logo]()
$1,710
This Delta deal was found by Cheapflights users on 5/19. 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 6/185:03 pm
OAK
- SXM
2 stops17h 50m
Delta
Tue 6/233:18 pm
SXM
- OAK
2 stops23h 35m
Delta
Deal found 5/19![Delta logo]()
$1,850
This Delta deal was found by Cheapflights users on 5/17. 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 6/1612:33 pm
OAK
- SXM
2 stops22h 20m
Delta
Sun 6/213:18 pm
SXM
- OAK
2 stops23h 35m
Delta
Deal found 5/17![Delta logo]()
$2,924
This Delta deal was found by Cheapflights users on 5/18. 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.
Fri 6/195:03 pm
OAK
- SXM
2 stops17h 50m
Delta
Tue 6/233:18 pm
SXM
- OAK
2 stops23h 35m
Delta
Deal found 5/18![Delta logo]()
$4,685
Last-minute flights from Oakland to St. MaartenDiscover last-minute flight deals from Oakland to St. Maarten. Data last updated May 20, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to St. Maarten. Data last updated May 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/245:55 pm
OAK
- SXM
2 stops16h 56m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,728
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/2412:28 pm
OAK
- SXM
2 stops22h 23m
Delta
Sun 5/313:20 pm
SXM
- OAK
2 stops28h 05m
Delta
Deal found 5/19![Delta logo]()
$1,778
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/245:55 pm
OAK
- SXM
2 stops16h 56m
Delta
Mon 6/13:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,900
This Delta deal was found by Cheapflights users on 5/19. 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.
Sun 5/245:55 pm
OAK
- SXM
2 stops16h 56m
Delta
Tue 5/263:20 pm
SXM
- OAK
2 stops35h 37m
Delta
Deal found 5/19![Delta logo]()
$2,184
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:30 pm
OAK
- SXM
2 stops14h 00m
Southwest
Sun 5/311:35 pm
SXM
- OAK
2 stops14h 10m
Southwest
Deal found 5/19![Southwest logo]()
$1,340
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 5/2512:28 pm
OAK
- SXM
2 stops22h 23m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,678
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 5/255:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Wed 6/33:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,825
This Delta deal was found by Cheapflights users on 5/19. 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.
Mon 5/2512:28 pm
OAK
- SXM
2 stops22h 23m
Delta
Mon 6/13:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,850
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Tue 6/23:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,631
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Sun 5/313:20 pm
SXM
- OAK
2 stops28h 05m
Delta
Deal found 5/19![Delta logo]()
$1,681
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Mon 6/13:20 pm
SXM
- OAK
2 stops23h 28m
Delta
Deal found 5/19![Delta logo]()
$1,803
This Southwest deal was found by Cheapflights users on 5/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:45 pm
OAK
- SXM
2 stops14h 40m
Southwest
Wed 6/243:00 pm
SXM
- OAK
2 stops18h 30m
Southwest
Deal found 5/19![Southwest logo]()
$776
One-way flights from Oakland to St. MaartenSearch for one-way flight options from Oakland to St. Maarten. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
Search for one-way flight options from Oakland to St. Maarten. Find affordable one-way fares based on user searches. Data last updated May 20, 2026.
This Southwest deal was found by Cheapflights users on 5/18. 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.
Fri 6/197:40 pm
OAK
- SXM
2 stops16h 25m
Southwest
Deal found 5/18![Southwest logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2511:30 pm
OAK
- SXM
2 stops32h 57m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/261:22 pm
OAK
- SXM
3 stops19h 05m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$381
This Delta deal was found by Cheapflights users on 5/19. 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.
Tue 5/265:05 pm
OAK
- SXM
2 stops17h 46m
Delta
Deal found 5/19![Delta logo]()
$727
This Delta deal was found by Cheapflights users on 5/18. 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 6/185:03 pm
OAK
- SXM
2 stops17h 50m
Delta
Deal found 5/18![Delta logo]()
$964
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 May 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $776 (Southwest) |
One-way from | $291 (Southwest) |
Popular in | November |
Cheapest in | September |
Average price | $753 |
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 May 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
Quickest round-trip
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Thu 6/18
7:45 pm-1:25 pm
2 stops14h 40m
Simpson Bay Princess Juliana
Wed 6/24
3:00 pm-6:30 am
2 stops18h 30m
$776
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Sun 7/26
12:30 pm-1:55 pm
2 stops22h 25m
Simpson Bay Princess Juliana
Thu 7/30
3:20 pm-11:46 am
2 stops23h 26m
$1,268
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Fri 11/13
1:15 pm-2:45 pm
2 stops21h 30m
Simpson Bay Princess Juliana
Sat 11/21
4:10 pm-4:32 pm
2 stops28h 22m
$1,348
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Mon 7/13
5:05 pm-1:55 pm
2 stops17h 50m
Simpson Bay Princess Juliana
Mon 7/20
3:20 pm-11:46 am
2 stops23h 26m
$1,710
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Thu 6/18
5:03 pm-1:53 pm
2 stops17h 50m
Simpson Bay Princess Juliana
Tue 6/23
3:18 pm-11:53 am
2 stops23h 35m
$1,850
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Tue 6/16
12:33 pm-1:53 pm
2 stops22h 20m
Simpson Bay Princess Juliana
Sun 6/21
3:18 pm-11:53 am
2 stops23h 35m
$2,924
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Fri 6/19
5:03 pm-1:53 pm
2 stops17h 50m
Simpson Bay Princess Juliana
Tue 6/23
3:18 pm-11:53 am
2 stops23h 35m
$4,685
Cheapest one-way
Quickest one-way
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Fri 6/19
7:40 pm-3:05 pm
2 stops16h 25m
$291
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Mon 5/25
11:30 pm-11:27 am
2 stops32h 57m
$327
OaklandSimpson Bay
OAK - SXM
OAKSXM
Oakland
Tue 5/26
1:22 pm-11:27 am
3 stops19h 05m
$381
Showing 1-10 of 12 resultsSorted 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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