$293+ Cheap flights from Oakland, CA (OAK) to San Juan
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 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
Jun 14 — Jun 211
Round-trip
1 adult, Economy
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Find cheap flights from Oakland to San Juan with Cheapflights
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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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Cheapest flights from Oakland to San JuanExplore the most affordable flight options available from Oakland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
Explore the most affordable flight options available from Oakland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 15, 2026.
This Southwest deal was found by Cheapflights users on 5/14. 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 8/307:40 pm
OAK
- SJU
2 stops10h 30m
Southwest
Wed 9/96:00 am
SJU
- OAK
2 stops17h 00m
Southwest
Deal found 5/14![Southwest logo]()
$486
This Southwest deal was found by Cheapflights users on 5/11. 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 10/156:15 am
OAK
- SJU
2 stops11h 40m
Southwest
Tue 10/276:45 am
SJU
- OAK
2 stops13h 20m
Southwest
Deal found 5/11![Southwest logo]()
$489
This Delta deal was found by Cheapflights users on 5/13. 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 8/304:57 pm
OAK
- SJU
2 stops15h 59m
Delta
Wed 9/167:30 am
SJU
- OAK
2 stops19h 19m
Delta
Deal found 5/13![Delta logo]()
$526
This Southwest deal was found by Cheapflights users on 5/11. 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 7/2810:25 am
OAK
- SJU
2 stops10h 50m
Southwest
Wed 8/55:15 am
SJU
- OAK
2 stops11h 40m
Southwest
Deal found 5/11![Southwest logo]()
$567
This Southwest deal was found by Cheapflights users on 5/11. 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 7/309:00 am
OAK
- SJU
2 stops12h 05m
Southwest
Thu 8/611:35 am
SJU
- OAK
2 stops13h 45m
Southwest
Deal found 5/11![Southwest logo]()
$581
This Delta deal was found by Cheapflights users on 5/10. 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 5/165:55 pm
OAK
- SJU
2 stops15h 06m
Delta
Sat 5/237:30 am
SJU
- OAK
2 stops18h 04m
Delta
Deal found 5/10![Delta logo]()
$583
This Delta deal was found by Cheapflights users on 5/13. 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 8/136:00 am
OAK
- SJU
2 stops13h 29m
Delta
Mon 8/172:59 pm
SJU
- OAK
2 stops11h 52m
Delta
Deal found 5/13![Delta logo]()
$625
This Southwest deal was found by Cheapflights users on 5/11. 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 5/259:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Thu 5/2810:00 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 5/11![Southwest logo]()
$716
This Southwest deal was found by Cheapflights users on 5/14. 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 5/188:55 pm
OAK
- SJU
2 stops10h 40m
Southwest
Mon 6/15:05 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 5/14![Southwest logo]()
$780
This Alaska Airlines deal was found by Cheapflights users on 5/11. 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 10/1310:23 am
OAK
- SJU
2 stops24h 22m
Alaska Airlines
Tue 10/273:25 pm
SJU
- OAK
2 stops25h 39m
Alaska Airlines
Deal found 5/11![Alaska Airlines logo]()
$798
Best flights from Oakland to San JuanDiscover carefully curated flight deals from Oakland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
Discover carefully curated flight deals from Oakland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 15, 2026.
This Southwest deal was found by Cheapflights users on 5/14. 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 8/307:40 pm
OAK
- SJU
2 stops10h 30m
Southwest
Wed 9/96:00 am
SJU
- OAK
2 stops17h 00m
Southwest
Deal found 5/14![Southwest logo]()
$486
This Delta deal was found by Cheapflights users on 5/14. 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 8/304:57 pm
OAK
- SJU
2 stops15h 59m
Delta
Wed 9/167:30 am
SJU
- OAK
2 stops19h 19m
Delta
Deal found 5/14![Delta logo]()
$526
This Southwest deal was found by Cheapflights users on 5/12. 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 6/2310:25 am
OAK
- SJU
2 stops10h 50m
Southwest
Tue 6/307:00 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 5/12![Southwest logo]()
$716
This Southwest deal was found by Cheapflights users on 5/12. 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 6/127:40 pm
OAK
- SJU
2 stops11h 50m
Southwest
Wed 6/178:35 pm
SJU
- OAK
2 stops18h 00m
Southwest
Deal found 5/12![Southwest logo]()
$800
This Delta deal was found by Cheapflights users on 5/10. 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 6/95:03 pm
OAK
- SJU
2 stops17h 01m
Delta
Fri 6/196:00 am
SJU
- OAK
2 stops13h 23m
Delta
Deal found 5/10![Delta logo]()
$883
This Southwest deal was found by Cheapflights users on 5/13. 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 7/128:20 am
OAK
- SJU
1 stop12h 35m
Southwest
Mon 7/205:00 am
SJU
- OAK
2 stops13h 10m
Southwest
Deal found 5/13![Southwest logo]()
$823
This Southwest deal was found by Cheapflights users on 5/11. 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 6/65:40 am
OAK
- SJU
1 stop11h 55m
Southwest
Wed 6/101:30 pm
SJU
- OAK
2 stops11h 55m
Southwest
Deal found 5/11![Southwest logo]()
$863
This Southwest deal was found by Cheapflights users on 5/15. 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 5/306:10 am
OAK
- SJU
2 stops12h 15m
Southwest
Wed 6/311:25 am
SJU
- OAK
2 stops13h 30m
Southwest
Deal found 5/15![Southwest logo]()
$890
This Southwest deal was found by Cheapflights users on 5/10. 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 6/147:45 pm
OAK
- SJU
2 stops12h 00m
Southwest
Sun 6/219:05 pm
SJU
- OAK
2 stops17h 30m
Southwest
Deal found 5/10![Southwest logo]()
$913
Last-minute flights from Oakland to San JuanDiscover last-minute flight deals from Oakland to San Juan. Data last updated May 15, 2026 and is based on user searches.
Discover last-minute flight deals from Oakland to San Juan. Data last updated May 15, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 5/10. 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 5/165:55 pm
OAK
- SJU
2 stops15h 06m
Delta
Sat 5/237:30 am
SJU
- OAK
2 stops18h 04m
Delta
Deal found 5/10![Delta logo]()
$583
This Southwest deal was found by Cheapflights users on 5/10. 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 5/166:10 am
OAK
- SJU
2 stops12h 15m
Southwest
Sat 5/2311:15 am
SJU
- OAK
2 stops12h 45m
Southwest
Deal found 5/10![Southwest logo]()
$830
This Southwest deal was found by Cheapflights users on 5/14. 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 5/188:55 pm
OAK
- SJU
2 stops10h 40m
Southwest
Mon 6/15:05 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 5/14![Southwest logo]()
$780
This Delta deal was found by Cheapflights users on 5/11. 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 5/235:55 pm
OAK
- SJU
2 stops16h 43m
Delta
Thu 5/287:05 am
SJU
- OAK
2 stops19h 52m
Delta
Deal found 5/11![Delta logo]()
$883
This Southwest deal was found by Cheapflights users on 5/11. 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 5/259:30 pm
OAK
- SJU
2 stops10h 05m
Southwest
Thu 5/2810:00 am
SJU
- OAK
2 stops13h 05m
Southwest
Deal found 5/11![Southwest logo]()
$716
This Southwest deal was found by Cheapflights users on 5/11. 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 6/65:40 am
OAK
- SJU
1 stop11h 55m
Southwest
Wed 6/106:30 am
SJU
- OAK
1 stop10h 20m
Southwest
Deal found 5/11![Southwest logo]()
$863
This Southwest deal was found by Cheapflights users on 5/10. 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 6/88:15 pm
OAK
- SJU
2 stops12h 15m
Southwest
Tue 6/166:30 am
SJU
- OAK
2 stops12h 30m
Southwest
Deal found 5/10![Southwest logo]()
$840
This Southwest deal was found by Cheapflights users on 5/14. 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 6/910:15 am
OAK
- SJU
2 stops11h 30m
Southwest
Sun 6/149:05 pm
SJU
- OAK
2 stops17h 30m
Southwest
Deal found 5/14![Southwest logo]()
$820
This Southwest deal was found by Cheapflights users on 5/14. 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 6/115:10 am
OAK
- SJU
2 stops16h 05m
Southwest
Thu 6/1810:20 pm
SJU
- OAK
2 stops16h 15m
Southwest
Deal found 5/14![Southwest logo]()
$873
This Southwest deal was found by Cheapflights users on 5/12. 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 6/127:40 pm
OAK
- SJU
2 stops11h 50m
Southwest
Wed 6/178:35 pm
SJU
- OAK
2 stops18h 00m
Southwest
Deal found 5/12![Southwest logo]()
$800
This Southwest deal was found by Cheapflights users on 5/15. 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 6/265:10 am
OAK
- SJU
2 stops13h 05m
Southwest
Sun 6/289:05 pm
SJU
- OAK
2 stops17h 30m
Southwest
Deal found 5/15![Southwest logo]()
$889
One-way flights from Oakland to San JuanSearch for one-way flight options from Oakland to San Juan. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
Search for one-way flight options from Oakland to San Juan. Find affordable one-way fares based on user searches. Data last updated May 15, 2026.
This Southwest deal was found by Cheapflights users on 5/14. 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 11/38:35 pm
OAK
- SJU
2 stops11h 10m
Southwest
Deal found 5/14![Southwest logo]()
$293
This Southwest deal was found by Cheapflights users on 5/14. 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 6/106:05 am
OAK
- SJU
2 stops15h 40m
Southwest
Deal found 5/14![Southwest logo]()
$358
This Delta deal was found by Cheapflights users on 5/10. 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 5/235:55 pm
OAK
- SJU
2 stops15h 06m
Delta
Deal found 5/10![Delta logo]()
$362
This CheapOair deal was found by Cheapflights users on 5/14. 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.
Tue 11/33:04 pm
OAK
- SJU
3 stops20h 05m
Alaska Airlines
Deal found 5/14![Alaska Airlines logo]()
$404
This CheapOair deal was found by Cheapflights users on 5/11. 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 7/116:49 am
OAK
- SJU
2 stops14h 01m
Alaska Airlines
Deal found 5/11![Alaska Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 5/14. 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 6/99:45 am
OAK
- SJU
2 stops11h 30m
Southwest
Deal found 5/14![Southwest logo]()
$425
This Southwest deal was found by Cheapflights users on 5/11. 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 6/1710:15 am
OAK
- SJU
2 stops11h 30m
Southwest
Deal found 5/11![Southwest logo]()
$428
This Southwest deal was found by Cheapflights users on 5/12. 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 5/228:40 am
OAK
- SJU
2 stops12h 15m
Southwest
Deal found 5/12![Southwest logo]()
$468
This Delta deal was found by Cheapflights users on 5/10. 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 5/246:00 am
OAK
- SJU
2 stops13h 17m
Delta
Deal found 5/10![Delta logo]()
$521
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 6/2311:30 pm
OAK
- SJU
3 stops38h 08m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Thu 6/41:22 pm
OAK
- SJU
3 stops29h 30m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$534
Find flight deals from Oakland to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Oakland (OAK) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 15, 2026.
Round-trip from | $486 (Southwest) |
|---|---|
One-way from | $293 (Southwest) |
Popular in | December |
Cheapest in | October |
Average price | $606 |
Cheapflights Fare Finder
Customize your flight search to find flights from Oakland to San Juan 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 15, 2026.
Use the filters below to find and compare flights from Oakland to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 8/30
7:40 pm-9:10 am
2 stops10h 30m
San Juan Luis Munoz Marin Intl
Wed 9/9
6:00 am-8:00 pm
2 stops17h 00m
$486
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 8/30
4:57 pm-11:56 am
2 stops15h 59m
San Juan Luis Munoz Marin Intl
Wed 9/16
7:30 am-11:49 pm
2 stops19h 19m
$526
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Tue 6/23
10:25 am-12:15 am
2 stops10h 50m
San Juan Luis Munoz Marin Intl
Tue 6/30
7:00 am-5:05 pm
2 stops13h 05m
$716
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Fri 6/12
7:40 pm-10:30 am
2 stops11h 50m
San Juan Luis Munoz Marin Intl
Wed 6/17
8:35 pm-11:35 am
2 stops18h 00m
$800
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 7/12
8:20 am-11:55 pm
1 stop12h 35m
San Juan Luis Munoz Marin Intl
Mon 7/20
5:00 am-3:10 pm
2 stops13h 10m
$823
Quickest round-trip
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sat 6/6
5:40 am-8:35 pm
1 stop11h 55m
San Juan Luis Munoz Marin Intl
Wed 6/10
1:30 pm-10:25 pm
2 stops11h 55m
$863
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Tue 6/9
5:03 pm-1:04 pm
2 stops17h 01m
San Juan Luis Munoz Marin Intl
Fri 6/19
6:00 am-4:23 pm
2 stops13h 23m
$883
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sat 5/30
6:10 am-9:25 pm
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Wed 6/3
11:25 am-9:55 pm
2 stops13h 30m
$890
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Sun 6/14
7:45 pm-10:45 am
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Sun 6/21
9:05 pm-11:35 am
2 stops17h 30m
$913
Cheapest one-way
Quickest one-way
OaklandSan Juan
OAK - SJU
OAKSJU
Oakland
Tue 11/3
8:35 pm-11:45 am
2 stops11h 10m
$293
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Oakland to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Oakland with our price prediction graph.
OAK-PR1
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 San Juan
OAK-PR1
OAK-SJU
What is the cheapest month to book a flight from Oakland, California to San Juan?
Currently, August is the cheapest month in which you can book a flight from Oakland, California to San Juan (average of $360). Flying from Oakland, California to San Juan in March is currently the most expensive (average of $663). 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.
How much does it cost to fly round-trip from Oakland, California to San Juan?
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated May 15, 2026.
Get a feel of what it's like to fly with Southwest from Oakland to San Juan by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Related info for your journey
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Top airline flying from Oakland to San Juan
Discover the top airline that operate flights from Oakland to San Juan. 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 May 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$385 | Average$649 | FlexibilityNo cancel fee | On-time63% |