$213+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
May 2 — May 91
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to Puerto Rico with Cheapflights
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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 April 2, 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 April 2, 2026.
This Southwest deal was found by Cheapflights users on 3/29. 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 8/37:40 pm
OAK
- SJU
2 stops12h 20m
Southwest
Fri 8/75:00 am
SJU
- OAK
2 stops11h 45m
Southwest
Deal found 3/29![Southwest logo]()
$460
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:05 pm
OAK
- SJU
2 stops15h 56m
Delta
Wed 5/132:35 pm
SJU
- OAK
2 stops12h 22m
Delta
Deal found 3/28![Delta logo]()
$461
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 4/139:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Fri 4/245:05 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 3/30![Southwest logo]()
$495
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:49 pm
OAK
- SJU
2 stops15h 58m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 4/1![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 3/31. 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 7/275:10 am
OAK
- SJU
2 stops13h 05m
Southwest
Thu 8/65:00 am
SJU
- OAK
2 stops13h 00m
Southwest
Deal found 3/31![Southwest logo]()
$530
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:49 pm
OAK
- SJU
2 stops15h 01m
Delta
Wed 4/152:03 pm
SJU
- OAK
2 stops12h 51m
Delta
Deal found 4/1![Delta logo]()
$543
This Southwest deal was found by Cheapflights users on 3/31. 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 7/197:45 pm
OAK
- SJU
2 stops12h 00m
Southwest
Wed 7/296:30 am
SJU
- OAK
2 stops12h 10m
Southwest
Deal found 3/31![Southwest logo]()
$566
This Southwest deal was found by Cheapflights users on 3/31. 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 5/176:05 am
OAK
- SJU
2 stops15h 00m
Southwest
Sun 5/247:25 am
SJU
- OAK
2 stops14h 45m
Southwest
Deal found 3/31![Southwest logo]()
$571
This Southwest deal was found by Cheapflights users on 3/31. 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 7/268:20 am
OAK
- SJU
1 stop12h 35m
Southwest
Fri 7/315:00 am
SJU
- OAK
2 stops13h 10m
Southwest
Deal found 3/31![Southwest logo]()
$605
This Southwest deal was found by Cheapflights users on 3/29. 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.
Tue 5/269:20 pm
OAK
- SJU
2 stops10h 15m
Southwest
Tue 6/211:25 am
SJU
- OAK
2 stops13h 30m
Southwest
Deal found 3/29![Southwest logo]()
$621
This Southwest deal was found by Cheapflights users on 3/30. 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.
Thu 4/166:05 am
OAK
- SJU
2 stops10h 55m
Southwest
Wed 4/2211:25 am
SJU
- OAK
2 stops13h 40m
Southwest
Deal found 3/30![Southwest logo]()
$641
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 April 2, 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 April 2, 2026.
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 4/139:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Fri 4/245:05 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 3/30![Southwest logo]()
$495
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:55 am
OAK
- SJU
2 stops14h 20m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 4/1![Delta logo]()
$496
This Alaska Airlines deal was found by Cheapflights users on 3/28. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/286:46 am
OAK
- SJU
2 stops13h 16m
Alaska Airlines
Thu 4/3011:59 pm
SJU
- OAK
2 stops37h 18m
Alaska Airlines
Deal found 3/28![Alaska Airlines logo]()
$812
This Southwest deal was found by Cheapflights users on 3/27. 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 7/279:00 am
OAK
- SJU
2 stops12h 05m
Southwest
Mon 8/37:00 am
SJU
- OAK
2 stops12h 45m
Southwest
Deal found 3/27![Southwest logo]()
$530
This Delta deal was found by Cheapflights users on 3/30. 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.
Tue 4/145:55 am
OAK
- SJU
2 stops14h 17m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 3/30![Delta logo]()
$543
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/115:55 am
OAK
- SJU
2 stops14h 20m
Delta
Wed 4/152:03 pm
SJU
- OAK
2 stops12h 51m
Delta
Deal found 4/1![Delta logo]()
$543
This Southwest deal was found by Cheapflights users on 3/31. 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 7/198:20 am
OAK
- SJU
1 stop12h 35m
Southwest
Wed 7/296:30 am
SJU
- OAK
2 stops12h 30m
Southwest
Deal found 3/31![Southwest logo]()
$566
This Delta deal was found by Cheapflights users on 3/29. 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 5/85:05 pm
OAK
- SJU
2 stops15h 56m
Delta
Wed 5/132:35 pm
SJU
- OAK
2 stops12h 22m
Delta
Deal found 3/29![Delta logo]()
$672
This Southwest deal was found by Cheapflights users on 3/28. 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 5/316:05 am
OAK
- SJU
2 stops15h 00m
Southwest
Sun 6/75:45 am
SJU
- OAK
1 stop15h 50m
Southwest
Deal found 3/28![Southwest logo]()
$751
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:04 pm
OAK
- SJU
2 stops15h 41m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 3/28![Delta logo]()
$707
This Southwest deal was found by Cheapflights users on 4/1. 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.
Fri 7/315:10 am
OAK
- SJU
2 stops16h 05m
Southwest
Sun 8/91:50 pm
SJU
- OAK
2 stops12h 40m
Southwest
Deal found 4/1![Southwest logo]()
$751
Last-minute flights from Oakland to Puerto RicoDiscover last-minute flight deals from Oakland to Puerto Rico. Data last updated April 2, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to Puerto Rico. Data last updated April 2, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/31. 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 4/26:25 am
OAK
- SJU
2 stops10h 40m
Southwest
Sun 4/55:30 am
SJU
- OAK
2 stops11h 55m
Southwest
Deal found 3/31![Southwest logo]()
$684
This Southwest deal was found by Cheapflights users on 4/1. 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 4/26:10 am
OAK
- SJU
2 stops10h 55m
Southwest
Thu 4/92:00 pm
SJU
- OAK
2 stops12h 55m
Southwest
Deal found 4/1![Southwest logo]()
$750
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:49 pm
OAK
- SJU
2 stops15h 58m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 4/1![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:49 pm
OAK
- SJU
2 stops15h 01m
Delta
Wed 4/152:03 pm
SJU
- OAK
2 stops12h 51m
Delta
Deal found 4/1![Delta logo]()
$543
This Southwest deal was found by Cheapflights users on 3/30. 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.
Mon 4/139:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Fri 4/245:05 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 3/30![Southwest logo]()
$495
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/135:04 pm
OAK
- SJU
2 stops15h 41m
Delta
Sat 4/186:15 am
SJU
- OAK
2 stops13h 11m
Delta
Deal found 3/28![Delta logo]()
$707
This Southwest deal was found by Cheapflights users on 3/30. 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.
Thu 4/166:05 am
OAK
- SJU
2 stops10h 55m
Southwest
Wed 4/2211:25 am
SJU
- OAK
2 stops13h 40m
Southwest
Deal found 3/30![Southwest logo]()
$641
This Delta deal was found by Cheapflights users on 3/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:05 pm
OAK
- SJU
2 stops15h 56m
Delta
Wed 5/132:35 pm
SJU
- OAK
2 stops12h 22m
Delta
Deal found 3/28![Delta logo]()
$461
This Southwest deal was found by Cheapflights users on 3/31. 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 5/176:05 am
OAK
- SJU
2 stops15h 00m
Southwest
Sun 5/247:25 am
SJU
- OAK
2 stops14h 45m
Southwest
Deal found 3/31![Southwest logo]()
$571
This Southwest deal was found by Cheapflights users on 3/29. 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.
Tue 5/269:20 pm
OAK
- SJU
2 stops10h 15m
Southwest
Tue 6/211:25 am
SJU
- OAK
2 stops13h 30m
Southwest
Deal found 3/29![Southwest logo]()
$621
This Southwest deal was found by Cheapflights users on 3/28. 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 5/316:05 am
OAK
- SJU
2 stops15h 00m
Southwest
Sun 6/79:05 pm
SJU
- OAK
2 stops17h 30m
Southwest
Deal found 3/28![Southwest logo]()
$566
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 April 2, 2026.
Search for one-way flight options from Oakland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated April 2, 2026.
This Delta deal was found by Cheapflights users on 3/29. 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 4/255:55 pm
OAK
- SJU
2 stops14h 50m
Delta
Deal found 3/29![Delta logo]()
$213
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/104:49 pm
OAK
- SJU
2 stops15h 58m
Delta
Deal found 4/1![Delta logo]()
$248
This Southwest deal was found by Cheapflights users on 3/29. 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.
Sat 7/187:40 pm
OAK
- SJU
2 stops10h 45m
Southwest
Deal found 3/29![Southwest logo]()
$294
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/85:03 pm
OAK
- SJU
2 stops16h 51m
Delta
Deal found 4/1![Delta logo]()
$295
This CheapOair deal was found by Cheapflights users on 3/29. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:46 am
OAK
- SJU
2 stops13h 16m
Alaska Airlines
Deal found 3/29![Alaska Airlines logo]()
$394
This Alaska Airlines deal was found by Cheapflights users on 4/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/96:02 am
OAK
- SJU
2 stops19h 23m
Alaska Airlines
Deal found 4/1![Alaska Airlines logo]()
$405
This Southwest deal was found by Cheapflights users on 4/1. 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.
Mon 4/69:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Deal found 4/1![Southwest logo]()
$416
This Alaska Airlines deal was found by Cheapflights users on 4/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/68:15 pm
OAK
- SJU
2 stops24h 24m
Alaska Airlines
Deal found 4/1![Alaska Airlines logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2510:57 am
OAK
- SJU
3 stops32h 17m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$437
This Alaska Airlines deal was found by Cheapflights users on 4/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:13 pm
OAK
- SJU
2 stops24h 26m
Alaska Airlines
Deal found 4/1![Alaska Airlines logo]()
$447
This Alaska Airlines deal was found by Cheapflights users on 3/31. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/306:49 am
OAK
- SJU
2 stops13h 50m
Alaska Airlines
Deal found 3/31![Alaska Airlines logo]()
$449
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:55 am
OAK
- SJU
2 stops14h 20m
Delta
Deal found 4/1![Delta logo]()
$459
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 April 2, 2026.
Round-trip from | $460 (Southwest) |
|---|---|
One-way from | $213 (Delta) |
Popular in | December |
Cheapest in | May |
Average price | $486 |
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 April 2, 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
Quickest round-trip
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Mon 4/13
9:30 pm-10:35 am
2 stops10h 05m
San Juan Luis Munoz Marin Intl
Fri 4/24
5:05 am-3:10 pm
2 stops13h 05m
$495
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sat 4/11
5:55 am-11:15 pm
2 stops14h 20m
San Juan Luis Munoz Marin Intl
Sat 4/18
6:15 am-4:26 pm
2 stops13h 11m
$496
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Mon 7/27
9:00 am-12:05 am
2 stops12h 05m
San Juan Luis Munoz Marin Intl
Mon 8/3
7:00 am-4:45 pm
2 stops12h 45m
$530
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Tue 4/14
5:55 am-11:12 pm
2 stops14h 17m
San Juan Luis Munoz Marin Intl
Sat 4/18
6:15 am-4:26 pm
2 stops13h 11m
$543
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sat 4/11
5:55 am-11:15 pm
2 stops14h 20m
San Juan Luis Munoz Marin Intl
Wed 4/15
2:03 pm-11:54 pm
2 stops12h 51m
$543
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 7/19
8:20 am-11:55 pm
1 stop12h 35m
San Juan Luis Munoz Marin Intl
Wed 7/29
6:30 am-4:00 pm
2 stops12h 30m
$566
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Fri 5/8
5:05 pm-12:01 pm
2 stops15h 56m
San Juan Luis Munoz Marin Intl
Wed 5/13
2:35 pm-11:57 pm
2 stops12h 22m
$672
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Mon 4/13
5:04 pm-11:45 am
2 stops15h 41m
San Juan Luis Munoz Marin Intl
Sat 4/18
6:15 am-4:26 pm
2 stops13h 11m
$707
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 5/31
6:05 am-12:05 am
2 stops15h 00m
San Juan Luis Munoz Marin Intl
Sun 6/7
5:45 am-6:35 pm
1 stop15h 50m
$751
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Fri 7/31
5:10 am-12:15 am
2 stops16h 05m
San Juan Luis Munoz Marin Intl
Sun 8/9
1:50 pm-11:30 pm
2 stops12h 40m
$751
Showing 1-10 of 21 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
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 Puerto Rico
OAK-PR0
OAK-SJU
What is the cheapest month to book a flight from Oakland, California to Puerto Rico?
Currently, January is the cheapest month in which you can book a flight from Oakland, California to Puerto Rico (average of $162). Flying from Oakland, California to Puerto Rico in March is currently the most expensive (average of $338). 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.
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 April 2, 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.
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
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Alternative routes for Oakland to Puerto Rico
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Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Oakland to Puerto Rico by cabin class
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Oakland and Puerto Rico flights
Browse other Oakland and Puerto Rico flight options. Last updated on April 2, 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 April 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$410 | Average$605 | FlexibilityNo cancel fee | On-time63% |