$233+ Cheap flights from Oakland, CA (OAK) to Puerto Rico
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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
Aug 29 — Sep 51
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Puerto Rico 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 Puerto Rico
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Cheapest flights from Oakland to Puerto RicoExplore the most affordable flight options available from Oakland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.
Explore the most affordable flight options available from Oakland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2026.
This Southwest deal was found by Cheapflights users on 7/29. 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 9/217:55 pm
OAK
- SJU
2 stops12h 05m
Southwest
Thu 9/242:35 pm
SJU
- OAK
2 stops12h 35m
Southwest
Deal found 7/29![Southwest logo]()
$455
This Southwest deal was found by Cheapflights users on 7/28. 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.
Tue 10/138:35 pm
OAK
- SJU
2 stops12h 15m
Southwest
Tue 10/2012:40 pm
SJU
- OAK
2 stops12h 15m
Southwest
Deal found 7/28![Southwest logo]()
$470
This Southwest deal was found by Cheapflights users on 7/28. 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 8/277:55 pm
OAK
- SJU
2 stops12h 00m
Southwest
Tue 9/226:00 am
SJU
- OAK
2 stops17h 05m
Southwest
Deal found 7/28![Southwest logo]()
$471
This Southwest deal was found by Cheapflights users on 7/29. 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 10/239:45 am
OAK
- SJU
2 stops11h 35m
Southwest
Mon 10/2612:35 pm
SJU
- OAK
2 stops13h 00m
Southwest
Deal found 7/29![Southwest logo]()
$543
This Southwest deal was found by Cheapflights users on 7/27. 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 12/1111:50 pm
OAK
- SJU
1 stop11h 10m
Southwest
Sat 1/235:35 am
SJU
- OAK
2 stops13h 30m
Southwest
Deal found 7/27![Southwest logo]()
$556
This Southwest deal was found by Cheapflights users on 7/26. 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 8/224:10 pm
OAK
- SJU
2 stops14h 00m
Southwest
Mon 8/245:00 am
SJU
- OAK
2 stops12h 15m
Southwest
Deal found 7/26![Southwest logo]()
$590
This Southwest deal was found by Cheapflights users on 7/27. 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.
Wed 8/57:45 pm
OAK
- SJU
2 stops12h 10m
Southwest
Wed 8/125:15 am
SJU
- OAK
2 stops11h 40m
Southwest
Deal found 7/27![Southwest logo]()
$616
This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 8/117:45 pm
OAK
- SJU
2 stops12h 15m
Southwest
Sat 8/155:05 am
SJU
- OAK
2 stops11h 50m
Southwest
Deal found 7/27![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 7/28. 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.
Sun 11/297:50 pm
OAK
- SJU
2 stops12h 40m
Southwest
Tue 12/157:40 am
SJU
- OAK
2 stops11h 35m
Southwest
Deal found 7/28![Southwest logo]()
$673
This Delta deal was found by Cheapflights users on 7/29. 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 8/156:00 am
OAK
- SJU
2 stops13h 29m
Delta
Wed 8/197:00 am
SJU
- OAK
2 stops19h 56m
Delta
Deal found 7/29![Delta logo]()
$693
This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 7/289:00 am
OAK
- SJU
2 stops12h 20m
Southwest
Tue 8/410:30 am
SJU
- OAK
2 stops12h 30m
Southwest
Deal found 7/27![Southwest logo]()
$755
Best flights from Oakland to Puerto RicoDiscover carefully curated flight deals from Oakland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2026.
Discover carefully curated flight deals from Oakland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2026.
This Southwest deal was found by Cheapflights users on 7/28. 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 8/277:55 pm
OAK
- SJU
2 stops12h 00m
Southwest
Tue 9/226:00 am
SJU
- OAK
2 stops17h 05m
Southwest
Deal found 7/28![Southwest logo]()
$471
This Delta deal was found by Cheapflights users on 7/29. 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 1/205:55 am
OAK
- SJU
2 stops13h 55m
Delta
Mon 1/256:15 am
SJU
- OAK
2 stops14h 17m
Delta
Deal found 7/29![Delta logo]()
$670
This Delta deal was found by Cheapflights users on 7/30. 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 8/226:00 am
OAK
- SJU
2 stops13h 29m
Delta
Tue 8/257:00 am
SJU
- OAK
2 stops19h 56m
Delta
Deal found 7/30![Delta logo]()
$693
This Delta deal was found by Cheapflights users on 7/30. 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 8/215:00 pm
OAK
- SJU
2 stops17h 42m
Delta
Sun 8/232:59 pm
SJU
- OAK
2 stops11h 57m
Delta
Deal found 7/30![Delta logo]()
$975
This Southwest deal was found by Cheapflights users on 7/27. 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 12/1811:50 pm
OAK
- SJU
1 stop11h 45m
Southwest
Sat 1/235:35 am
SJU
- OAK
2 stops13h 30m
Southwest
Deal found 7/27![Southwest logo]()
$1,211
This Southwest deal was found by Cheapflights users on 7/25. 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.
Tue 11/176:25 am
OAK
- SJU
2 stops11h 30m
Southwest
Sat 11/283:30 pm
SJU
- OAK
1 stop12h 40m
Southwest
Deal found 7/25![Southwest logo]()
$1,248
This Delta deal was found by Cheapflights users on 7/25. 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 8/305:00 pm
OAK
- SJU
2 stops16h 08m
Delta
Wed 9/167:00 am
SJU
- OAK
2 stops12h 20m
Delta
Deal found 7/25![Delta logo]()
$1,210
This Delta deal was found by Cheapflights users on 7/30. 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 8/205:00 pm
OAK
- SJU
2 stops17h 42m
Delta
Sun 8/232:59 pm
SJU
- OAK
2 stops11h 57m
Delta
Deal found 7/30![Delta logo]()
$1,230
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 12/235:45 am
OAK
- SJU
2 stops12h 00m
Southwest
Wed 12/304:15 pm
SJU
- OAK
2 stops11h 55m
Southwest
Deal found 7/30![Southwest logo]()
$1,366
This Delta deal was found by Cheapflights users on 7/29. 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 11/225:00 pm
OAK
- SJU
2 stops15h 45m
Delta
Thu 11/267:00 am
SJU
- OAK
2 stops13h 17m
Delta
Deal found 7/29![Delta logo]()
$1,340
This Delta deal was found by Cheapflights users on 7/25. 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 9/45:00 pm
OAK
- SJU
2 stops17h 42m
Delta
Mon 9/77:00 am
SJU
- OAK
2 stops12h 14m
Delta
Deal found 7/25![Delta logo]()
$1,458
Last-minute flights from Oakland to Puerto RicoDiscover last-minute flight deals from Oakland to Puerto Rico. Data last updated July 30, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Puerto Rico. Data last updated July 30, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 7/28. 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 7/3111:00 am
OAK
- SJU
2 stops11h 25m
Southwest
Sun 8/29:05 pm
SJU
- OAK
2 stops17h 30m
Southwest
Deal found 7/28![Southwest logo]()
$825
This Southwest deal was found by Cheapflights users on 7/28. 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 8/15:40 am
OAK
- SJU
1 stop11h 55m
Southwest
Sat 8/85:05 am
SJU
- OAK
2 stops11h 35m
Southwest
Deal found 7/28![Southwest logo]()
$850
This Southwest deal was found by Cheapflights users on 7/27. 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.
Wed 8/57:45 pm
OAK
- SJU
2 stops12h 10m
Southwest
Wed 8/125:15 am
SJU
- OAK
2 stops11h 40m
Southwest
Deal found 7/27![Southwest logo]()
$616
This Southwest deal was found by Cheapflights users on 7/27. 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.
Tue 8/117:45 pm
OAK
- SJU
2 stops12h 15m
Southwest
Sat 8/155:05 am
SJU
- OAK
2 stops11h 50m
Southwest
Deal found 7/27![Southwest logo]()
$665
This Southwest deal was found by Cheapflights users on 7/27. 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 8/147:40 pm
OAK
- SJU
2 stops10h 45m
Southwest
Mon 8/175:00 am
SJU
- OAK
2 stops12h 00m
Southwest
Deal found 7/27![Southwest logo]()
$773
This Delta deal was found by Cheapflights users on 7/29. 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 8/145:00 pm
OAK
- SJU
2 stops16h 08m
Delta
Wed 8/197:00 am
SJU
- OAK
2 stops19h 56m
Delta
Deal found 7/29![Delta logo]()
$875
This Delta deal was found by Cheapflights users on 7/29. 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 8/156:00 am
OAK
- SJU
2 stops13h 29m
Delta
Wed 8/197:00 am
SJU
- OAK
2 stops19h 56m
Delta
Deal found 7/29![Delta logo]()
$693
This Delta deal was found by Cheapflights users on 7/29. 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 8/156:00 am
OAK
- SJU
2 stops13h 29m
Delta
Tue 8/182:59 pm
SJU
- OAK
2 stops11h 57m
Delta
Deal found 7/29![Delta logo]()
$767
This Southwest deal was found by Cheapflights users on 7/26. 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 8/224:10 pm
OAK
- SJU
2 stops14h 00m
Southwest
Mon 8/245:00 am
SJU
- OAK
2 stops12h 15m
Southwest
Deal found 7/26![Southwest logo]()
$590
This Delta deal was found by Cheapflights users on 7/26. 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 8/256:00 am
OAK
- SJU
2 stops13h 29m
Delta
Tue 9/17:00 am
SJU
- OAK
2 stops12h 14m
Delta
Deal found 7/26![Delta logo]()
$878
This Southwest deal was found by Cheapflights users on 7/28. 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 8/277:55 pm
OAK
- SJU
2 stops12h 00m
Southwest
Tue 9/226:00 am
SJU
- OAK
2 stops17h 05m
Southwest
Deal found 7/28![Southwest logo]()
$471
One-way flights from Oakland to Puerto RicoSearch for one-way flight options from Oakland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
Search for one-way flight options from Oakland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 30, 2026.
This Southwest deal was found by Cheapflights users on 7/27. 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 9/147:55 pm
OAK
- SJU
2 stops12h 05m
Southwest
Deal found 7/27![Southwest logo]()
$233
This Southwest deal was found by Cheapflights users on 7/27. 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.
Sun 9/138:10 pm
OAK
- SJU
2 stops11h 45m
Southwest
Deal found 7/27![Southwest logo]()
$235
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 12/98:35 pm
OAK
- SJU
2 stops11h 10m
Southwest
Deal found 7/29![Southwest logo]()
$236
This Delta deal was found by Cheapflights users on 7/29. 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 1/195:55 am
OAK
- SJU
2 stops13h 55m
Delta
Deal found 7/29![Delta logo]()
$263
This Southwest deal was found by Cheapflights users on 7/27. 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.
Wed 8/196:15 am
OAK
- SJU
2 stops11h 50m
Southwest
Deal found 7/27![Southwest logo]()
$293
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sun 9/1310:17 am
OAK
- SJU
2 stops20h 18m
Frontier
Deal found 7/27![Frontier logo]()
$303
This Southwest deal was found by Cheapflights users on 7/26. 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 8/78:25 pm
OAK
- SJU
2 stops11h 25m
Southwest
Deal found 7/26![Southwest logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Wed 8/1911:30 pm
OAK
- SJU
3 stops41h 22m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$340
This Delta deal was found by Cheapflights users on 7/30. 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 8/85:00 pm
OAK
- SJU
2 stops15h 46m
Delta
Deal found 7/30![Delta logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 7/27. 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.
Sun 9/1311:30 pm
OAK
- SJU
3 stops36h 28m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Fri 8/711:30 pm
OAK
- SJU
3 stops41h 02m
Multiple Airlines
Deal found 7/26![Multiple Airlines logo]()
$523
This Delta deal was found by Cheapflights users on 7/27. 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 8/156:00 am
OAK
- SJU
2 stops13h 29m
Delta
Deal found 7/27![Delta logo]()
$540
Find flight deals from Oakland to Puerto Rico
Keep the following information in mind while searching for Oakland to Puerto Rico flight deals. Data was last updated July 30, 2026.
Round-trip from | $455 (Southwest) |
|---|---|
One-way from | $233 (Southwest) |
Popular in | July |
Cheapest in | September |
Average price | $631 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to Puerto Rico 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 July 30, 2026.
Use the filters below to find and compare flights from Oakland to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Thu 8/27
7:55 pm-10:55 am
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Tue 9/22
6:00 am-8:05 pm
2 stops17h 05m
$471
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Wed 1/20
5:55 am-11:50 pm
2 stops13h 55m
San Juan Luis Munoz Marin Intl
Mon 1/25
6:15 am-4:32 pm
2 stops14h 17m
$670
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sat 8/22
6:00 am-10:29 pm
2 stops13h 29m
San Juan Luis Munoz Marin Intl
Tue 8/25
7:00 am-11:56 pm
2 stops19h 56m
$693
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Fri 8/21
5:00 pm-1:42 pm
2 stops17h 42m
San Juan Luis Munoz Marin Intl
Sun 8/23
2:59 pm-11:56 pm
2 stops11h 57m
$975
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 8/30
5:00 pm-12:08 pm
2 stops16h 08m
San Juan Luis Munoz Marin Intl
Wed 9/16
7:00 am-4:20 pm
2 stops12h 20m
$1,210
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Fri 12/18
11:50 pm-3:35 pm
1 stop11h 45m
San Juan Luis Munoz Marin Intl
Sat 1/23
5:35 am-3:05 pm
2 stops13h 30m
$1,211
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Thu 8/20
5:00 pm-1:42 pm
2 stops17h 42m
San Juan Luis Munoz Marin Intl
Sun 8/23
2:59 pm-11:56 pm
2 stops11h 57m
$1,230
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Tue 11/17
6:25 am-9:55 pm
2 stops11h 30m
San Juan Luis Munoz Marin Intl
Sat 11/28
3:30 pm-12:10 am
1 stop12h 40m
$1,248
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 11/22
5:00 pm-12:45 pm
2 stops15h 45m
San Juan Luis Munoz Marin Intl
Thu 11/26
7:00 am-4:17 pm
2 stops13h 17m
$1,340
Quickest round-trip
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Wed 12/23
5:45 am-9:45 pm
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Wed 12/30
4:15 pm-12:10 am
2 stops11h 55m
$1,366
Showing 1-10 of 22 resultsSorted by cheapest first
Best time to book a flight from Oakland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Oakland with our price prediction graph.
OAK-SJU
Estimated round-trip price
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Cheapflights Insights
Everything you need to know about your flight from Oakland to Puerto Rico
OAK-PR0
OAK-SJU
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated July 30, 2026.
See what other customers who have flown with Southwest from Oakland to Puerto Rico have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
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Alternative routes for Oakland to Puerto Rico
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Complete your trip
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Oakland and Puerto Rico flights
Browse other Oakland and Puerto Rico flight options. Last updated on July 30, 2026.
Popular flight searches
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Top airline flying from Oakland to Puerto Rico
Discover the top airline that operate flights from Oakland to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$412 | Average$666 | FlexibilityNo cancel fee | On-time63% |