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$415+ Cheap flights from Puerto Rico to Oakland, CA (OAK)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/13. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — OAK
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Puerto Rico to Oakland

Cheapest flights from Puerto Rico to Oakland
Explore the most affordable flight options available from Puerto Rico to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This Southwest deal was found by Cheapflights users on 10/30. 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 11/133:30 pmSJU - OAK
2 stops12h 40mSouthwest
Mon 11/179:50 amOAK - SJU
2 stops10h 45mSouthwest
Deal found 10/30$415
This Southwest deal was found by Cheapflights users on 10/29. 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.
Thu 11/275:45 amSJU - OAK
2 stops14h 45mSouthwest
Thu 12/47:10 pmOAK - SJU
2 stops11h 15mSouthwest
Deal found 10/29$509
This Delta deal was found by Cheapflights users on 10/29. 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.
Mon 12/87:00 amSJU - OAK
2 stops13h 04mDelta
Thu 12/115:55 amOAK - SJU
2 stops13h 25mDelta
Deal found 10/29$1,139
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:00 amSJU - OAK
2 stops29h 46mAlaska Airlines
Fri 12/126:40 amOAK - SJU
2 stops28h 04mAlaska Airlines
Deal found 10/30$1,262

Cheap flight deals from Puerto Rico to Oakland

Keep the following information in mind while searching for Puerto Rico to Oakland flight deals. Data was last updated October 30, 2025.

Round-trip from

$509
(Southwest)

Popular in

January

Cheapest in

November

Average price

$448
From Puerto Rico to Oakland
Search Deals
Highest demand for flights based on searches. 12% potential increase in price ($68 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Oakland 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 October 30, 2025.
Use the filters below to find and compare flights from Puerto Rico to Oakland that are best for you.

Fly from

Puerto Rico

Fly to

Oakland

Route

Depart

Return

Price

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 11/13

3:30 pm-12:10 am

2 stops12h 40m

Oakland

Mon 11/17

9:50 am-12:35 am

2 stops10h 45m

$415

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 11/27

5:45 am-4:30 pm

2 stops14h 45m

Oakland

Thu 12/4

7:10 pm-10:25 am

2 stops11h 15m

$509

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 2/27

6:15 am-11:53 pm

2 stops21h 38m

Oakland

Mon 3/2

5:05 pm-5:12 pm

2 stops20h 07m

$847

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Fri 2/27

6:30 am-11:38 pm

2 stops45h 08m

Oakland

Mon 3/2

6:35 pm-3:13 pm

2 stops40h 38m

$1,018

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Mon 12/8

7:00 am-4:04 pm

2 stops13h 04m

Oakland

Thu 12/11

5:55 am-11:20 pm

2 stops13h 25m

$1,139

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Tue 12/9

7:00 am-8:46 am

2 stops29h 46m

Oakland

Fri 12/12

6:40 am-2:44 pm

2 stops28h 04m

$1,262

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Thu 11/6

1:46 pm-11:53 pm

2 stops14h 07m

$662

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Tue 1/6

7:30 am-10:53 pm

2 stops19h 23m

$668

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Sun 3/1

7:30 am-11:38 pm

2 stops20h 08m

$880

San JuanOakland

SJU - OAK

SJUOAK

San Juan Luis Munoz Marin Intl

Mon 1/5

3:58 pm-7:52 pm

2 stops31h 54m

$951

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 14 results
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Best time to book a flight from Puerto Rico to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Puerto Rico 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 Puerto Rico to Oakland

What is the cheapest month to book a flight from Puerto Rico to Oakland, California?

Currently, June is the cheapest month in which you can book a flight from Puerto Rico to Oakland, California (average of $119). Flying from Puerto Rico to Oakland, California in March is currently the most expensive (average of $273). 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 PR to OAK?

Find hourly flight availability from Puerto Rico to Oakland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 75% on flights from Puerto Rico to Oakland, California by exploring options for tickets in the evening.

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Oakland. 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 into for flights to Oakland from Puerto Rico?

    Located just 7.0 mi from the city center, Oakland (OAK) is the airport most travelers will use when flying to Oakland from Puerto Rico.

  • How long is the flight from Puerto Rico to Oakland, California?

    For as low as $415, Southwest can have you in Oakland, California from Puerto Rico in 12h 40m. Airlines will cover a distance of 3615 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Puerto Rico to Oakland that include hotel bookings?

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

  • How can I find direct flights from Puerto Rico to Oakland?

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

  • Can I find deals for business class flights from Puerto Rico to Oakland?

    Yes. Cheapflights offers flight deals from Puerto Rico to Oakland 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 Puerto Rico to Oakland, California?

    Currently, June is the cheapest month in which you can book a flight from Puerto Rico to Oakland, California (average of $119). Flying from Puerto Rico to Oakland, California in March is currently the most expensive (average of $273). 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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