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Puerto Rico

$235+ 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 10/5. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
1 adult, Economy
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Cheap 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 septiembre 11, 2025.

Round-trip from

$404
(Mytrip)

One-way from

$235
(Southwest)

Popular in

December

Cheapest in

May

Average price

$456
From Oakland to Puerto Rico
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One-way flight from Oakland to Puerto Rico
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Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 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 Puerto Rico

Cheapest flights from Oakland to Puerto Rico
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 septiembre 11, 2025.

This Mytrip deal was found by Cheapflights users on 9/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/256:30 amOAK - SJU
3 stops25h 34mSpirit Airlines
lun. 9/293:19 pmSJU - OAK
3 stops35h 13mSpirit Airlines
Deal found 9/9$404
This Southwest deal was found by Cheapflights users on 9/9. 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.
mié. 10/225:20 amOAK - SJU
2 stops12h 25mSouthwest
mié. 10/297:40 amSJU - OAK
2 stops14h 25mSouthwest
Deal found 9/9$429
This Southwest deal was found by Cheapflights users on 9/10. 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.
mié. 10/85:55 pmOAK - SJU
2 stops12h 10mSouthwest
mié. 10/157:40 amSJU - OAK
2 stops14h 10mSouthwest
Deal found 9/10$452
This Southwest deal was found by Cheapflights users on 9/10. 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.
vie. 11/77:45 pmOAK - SJU
2 stops11h 50mSouthwest
mié. 11/128:55 amSJU - OAK
2 stops13h 15mSouthwest
Deal found 9/10$459
This Southwest deal was found by Cheapflights users on 9/11. 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.
lun. 9/298:30 pmOAK - SJU
2 stops11h 20mSouthwest
lun. 10/610:05 amSJU - OAK
2 stops13h 15mSouthwest
Deal found 9/11$504
This CheapOair deal was found by Cheapflights users on 9/8. 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.
jue. 9/186:30 amOAK - SJU
2 stops15h 24mSpirit Airlines
lun. 9/2210:42 amSJU - OAK
2 stops15h 50mSpirit Airlines
Deal found 9/8$566
This Southwest deal was found by Cheapflights users on 9/9. 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. 12/125:25 amOAK - SJU
2 stops12h 55mSouthwest
lun. 12/1511:20 amSJU - OAK
2 stops13h 15mSouthwest
Deal found 9/9$608
This CheapOair deal was found by Cheapflights users on 9/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/196:30 amOAK - SJU
2 stops15h 24mSpirit Airlines
lun. 9/2210:42 amSJU - OAK
2 stops15h 50mSpirit Airlines
Deal found 9/10$666
This Southwest deal was found by Cheapflights users on 9/10. 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.
lun. 12/225:50 pmOAK - SJU
2 stops12h 55mSouthwest
mié. 12/315:45 amSJU - OAK
2 stops12h 55mSouthwest
Deal found 9/10$855

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 septiembre 11, 2025.
Use the filters below to find and compare flights from Oakland to Puerto Rico that are best for you.

Fly from

Oakland

Fly to

Puerto Rico

Route

Depart

Return

Price

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

jue. 9/25

6:30 am-11:04 am

3 stops25h 34m

San Juan Luis Munoz Marin Intl

lun. 9/29

3:19 pm-11:32 pm

3 stops35h 13m

$404

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

dom. 11/9

6:05 pm-11:00 am

2 stops12h 55m

San Juan Luis Munoz Marin Intl

jue. 11/13

3:30 pm-12:10 am

2 stops12h 40m

$429

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

mié. 10/22

5:20 am-8:45 pm

2 stops12h 25m

San Juan Luis Munoz Marin Intl

mié. 10/29

7:40 am-7:05 pm

2 stops14h 25m

$429

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

mié. 10/22

5:20 am-8:45 pm

2 stops12h 25m

San Juan Luis Munoz Marin Intl

sáb. 10/25

10:40 am-9:25 pm

2 stops13h 45m

$452

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

mié. 10/8

5:55 pm-9:05 am

2 stops12h 10m

San Juan Luis Munoz Marin Intl

mié. 10/15

7:40 am-6:50 pm

2 stops14h 10m

$452

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

vie. 9/19

6:30 am-12:54 am

2 stops15h 24m

San Juan Luis Munoz Marin Intl

lun. 9/22

10:42 am-11:32 pm

2 stops15h 50m

$666

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

jue. 10/23

2:33 pm-2:08 pm

2 stops44h 35m

San Juan Luis Munoz Marin Intl

vie. 10/31

4:30 pm-11:59 pm

2 stops34h 29m

$960

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

jue. 10/23

2:33 pm-2:08 pm

2 stops44h 35m

San Juan Luis Munoz Marin Intl

mié. 10/29

3:00 pm-11:59 pm

2 stops35h 59m

$965

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

jue. 12/4

4:54 pm-2:14 pm

2 stops17h 20m

San Juan Luis Munoz Marin Intl

lun. 12/8

1:57 pm-12:08 am

2 stops14h 11m

$970

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

mié. 10/22

5:55 am-9:59 pm

2 stops13h 04m

San Juan Luis Munoz Marin Intl

vie. 10/31

7:15 am-9:32 pm

2 stops17h 17m

$1,008

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 17 results
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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.
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

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

Currently, September is the cheapest month in which you can book a flight from Oakland, California to Puerto Rico (average of $254). Flying from Oakland, California to Puerto Rico 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 PR?

Find hourly flight availability from Oakland to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 11, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Oakland, California to Puerto Rico as you normally would.

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 septiembre 11, 2025.
See what other customers who have flown with Southwest and Spirit Airlines 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.
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

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
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

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 Puerto Rico. 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 Puerto Rico?

    Most people fly from Oakland (OAK) if they book a flight from Oakland to Puerto Rico. Oakland is conveniently located just 7.0 mi from Oakland’s city center.

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

    A quick flight from Oakland, California to Puerto Rico can take about 12h 55m. Spirit Airlines provides one of the quickest options available for as low as $429. Airlines will cover a distance of 3615 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the most popular routes from Oakland, California to Puerto Rico?

    Most travelers choose Oakland - San Juan Luis Munoz Marin Intl, Oakland - Aguadilla Borinquen or Oakland - Culebra when deciding on the best route from Oakland, California to Puerto Rico.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Oakland, California to Puerto Rico (average of $254). Flying from Oakland, California to Puerto Rico 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 Puerto Rico

Discover the top 2 airlines 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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$260Average$419FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$389Average$573FlexibilityNo cancel feeOn-time63%

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