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San Juan

$297+ 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 11/26. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
oct. 25 — nov. 11
sáb. 10/25
sáb. 11/1
1 adult, Economy
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Cheap 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 septiembre 25, 2025.

Round-trip from

$481
(Southwest)

One-way from

$297
(Southwest)

Popular in

December

Cheapest in

October

Average price

$492
From Oakland to San Juan
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One-way flight from Oakland to San Juan
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Highest demand for flights based on searches. 21% potential increase in price ($158 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($29 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Oakland to San Juan

Cheapest flights from Oakland to San Juan
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 septiembre 25, 2025.

This Southwest deal was found by Cheapflights users on 9/25. 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.
dom. 9/287:10 amOAK - SJU
2 stops14h 25mSouthwest
mié. 10/17:20 amSJU - OAK
2 stops13h 20mSouthwest
Deal found 9/25$529
This Southwest deal was found by Cheapflights users on 9/23. 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.
jue. 11/135:40 amOAK - SJU
2 stops12h 40mSouthwest
lun. 11/175:45 amSJU - OAK
2 stops12h 55mSouthwest
Deal found 9/23$537
This Southwest deal was found by Cheapflights users on 9/24. 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.
vie. 11/288:55 pmOAK - SJU
2 stops11h 55mSouthwest
lun. 12/811:20 amSJU - OAK
2 stops12h 30mSouthwest
Deal found 9/24$665
This Southwest deal was found by Cheapflights users on 9/23. 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.
sáb. 11/227:45 pmOAK - SJU
2 stops11h 15mSouthwest
lun. 11/245:40 amSJU - OAK
2 stops12h 50mSouthwest
Deal found 9/23$742
This Southwest deal was found by Cheapflights users on 9/23. 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.
sáb. 11/87:40 amOAK - SJU
2 stops12h 50mSouthwest
sáb. 11/293:50 pmSJU - OAK
2 stops19h 05mSouthwest
Deal found 9/23$855
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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.
mié. 12/318:32 pmOAK - SJU
2 stops28h 28mAlaska Airlines
mié. 1/147:20 amSJU - OAK
2 stops20h 18mAlaska Airlines
Deal found 9/24$870
This Delta deal was found by Cheapflights users on 9/24. 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.
lun. 12/155:45 amOAK - SJU
2 stops13h 25mDelta
mié. 12/246:30 amSJU - OAK
2 stops20h 17mDelta
Deal found 9/24$887
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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.
mié. 12/318:32 pmOAK - SJU
2 stops28h 28mAlaska Airlines
jue. 1/156:45 amSJU - OAK
2 stops20h 53mAlaska Airlines
Deal found 9/24$895
This Southwest deal was found by Cheapflights users on 9/25. 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.
jue. 12/255:40 amOAK - SJU
2 stops12h 25mSouthwest
jue. 1/15:45 amSJU - OAK
2 stops12h 20mSouthwest
Deal found 9/25$915
This Delta deal was found by Cheapflights users on 9/23. 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.
mié. 11/195:55 amOAK - SJU
2 stops13h 18mDelta
jue. 11/277:00 amSJU - OAK
2 stops15h 13mDelta
Deal found 9/23$927
This Alaska Airlines deal was found by Cheapflights users on 9/24. 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.
mié. 12/318:32 pmOAK - SJU
2 stops28h 28mAlaska Airlines
mar. 1/137:20 amSJU - OAK
2 stops15h 54mAlaska Airlines
Deal found 9/24$960

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 septiembre 25, 2025.
Use the filters below to find and compare flights from Oakland to San Juan that are best for you.

Fly from

Oakland

Fly to

San Juan

Route

Depart

Return

Price

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

dom. 1/11

7:30 pm-11:20 am

2 stops11h 50m

San Juan Luis Munoz Marin Intl

mié. 1/14

5:40 am-2:55 pm

2 stops13h 15m

$481

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

vie. 11/28

8:55 pm-12:50 pm

2 stops11h 55m

San Juan Luis Munoz Marin Intl

lun. 12/8

11:20 am-7:50 pm

2 stops12h 30m

$665

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

dom. 3/15

7:35 pm-9:25 am

2 stops10h 50m

San Juan Luis Munoz Marin Intl

sáb. 3/21

6:00 am-4:40 pm

2 stops13h 40m

$805

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

dom. 1/4

6:10 am-11:26 pm

2 stops37h 16m

San Juan Luis Munoz Marin Intl

mié. 1/14

7:20 am-11:38 pm

2 stops20h 18m

$844

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

sáb. 11/8

7:40 am-12:30 am

2 stops12h 50m

San Juan Luis Munoz Marin Intl

sáb. 11/29

3:50 pm-6:55 am

2 stops19h 05m

$855

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

sáb. 1/3

4:57 pm-12:58 pm

2 stops16h 01m

San Juan Luis Munoz Marin Intl

mar. 1/13

7:30 am-10:53 pm

2 stops19h 23m

$872

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

lun. 3/23

5:05 pm-12:00 pm

2 stops15h 55m

San Juan Luis Munoz Marin Intl

jue. 4/2

6:15 am-11:53 pm

2 stops20h 38m

$887

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

lun. 3/23

5:05 pm-12:00 pm

2 stops15h 55m

San Juan Luis Munoz Marin Intl

mar. 3/31

6:15 am-11:53 pm

2 stops20h 38m

$887

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

lun. 3/23

5:05 pm-12:00 pm

2 stops15h 55m

San Juan Luis Munoz Marin Intl

mié. 4/1

6:15 am-11:53 pm

2 stops20h 38m

$887

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

mar. 3/24

5:55 am-9:58 pm

2 stops13h 03m

San Juan Luis Munoz Marin Intl

jue. 4/2

6:15 am-11:53 pm

2 stops20h 38m

$887

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/24

Showing 1-10 of 24 results
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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.
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

What is the cheapest month to book a flight from Oakland, California to San Juan?

Currently, September is the cheapest month in which you can book a flight from Oakland, California to San Juan (average of $254). Flying from Oakland, California to San Juan in June is currently the most expensive (average of $339). 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.

What is the cheapest time of day to fly from OAK to SJU?

Find hourly flight availability from Oakland to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 25, 2025.

It’s typically best to fly out from Oakland, California to San Juan at noon. Doing so could potentially save you 25% on the flight price compared to flying in the afternoon, which is usually more expensive.

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 septiembre 25, 2025.
Get a feel of what it's like to fly with Southwest and Spirit Airlines 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.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,045 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Overall

8.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Oakland to San Juan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Oakland to San Juan?

    For a flight from Oakland to San Juan, you will be flying from Oakland. Oakland (OAK) is just 7.0 mi from the center of the city. Oakland is the only Oakland airport and it handles 0 outbound flights to San Juan per day. 2 airlines have flights to San Juan from Oakland on a regular basis.

  • How long is the flight from Oakland, California to San Juan?

    Departing from Oakland, California to San Juan will take you 11h 50m. There are 3615 mi between Oakland, California and San Juan. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Oakland, California to San Juan round-trip?

    Currently priced at $278, Spirit Airlines will fly you from Oakland, California to San Juan and back. In addition to Spirit Airlines, many other airlines offer competitively priced options for your trip. Check Cheapflights for deals on Southwest for as low as $389. Spirit Airlines is 50% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Oakland to San Juan that include hotel bookings?

    Yes. In addition to deals on Oakland to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Oakland to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Oakland to San Juan.

  • Can I find deals for business class flights from Oakland to San Juan?

    Yes. Cheapflights offers flight deals from Oakland to San Juan by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Oakland, California to San Juan?

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to San Juan (average of $254). Flying from Oakland, California to San Juan in June is currently the most expensive (average of $339). 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.

See more FAQs

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Top 2 airlines flying from Oakland to San Juan

Discover the top 2 airlines 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 septiembre 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$278Average$534FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$389Average$573FlexibilityNo cancel feeOn-time63%

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