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$124+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
OAK — SJU
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
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 July 30, 2025.

Round-trip from

$282
(CheapOair)

One-way from

$124
(CheapOair)

Popular in

December

Cheapest in

September

Average price

$549
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. 10% potential increase in price ($56 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This CheapOair deal was found by Cheapflights users on 7/29. 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.
Mon 9/156:00 amOAK - SJU
2 stops15h 44mSpirit Airlines
Mon 9/2910:42 amSJU - OAK
2 stops15h 50mSpirit Airlines
Deal found 7/29$282
This Delta deal was found by Cheapflights users on 7/28. 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.
Sat 11/15:59 pmOAK - SJU
2 stops15h 42mDelta
Wed 11/123:25 pmSJU - OAK
2 stops12h 28mDelta
Deal found 7/28$375
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 11/127:10 pmOAK - SJU
2 stops11h 50mSouthwest
Mon 11/245:40 amSJU - OAK
2 stops12h 50mSouthwest
Deal found 7/29$382
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/75:27 pmOAK - SJU
3 stops29h 08mMultiple Airlines
Fri 8/151:52 pmSJU - OAK
3 stops22h 48mMultiple Airlines
Deal found 7/28$454

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 July 30, 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

Mon 9/15

6:00 am-12:44 am

2 stops15h 44m

San Juan Luis Munoz Marin Intl

Mon 9/29

10:42 am-11:32 pm

2 stops15h 50m

$282

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Sat 11/1

5:59 pm-12:41 pm

2 stops15h 42m

San Juan Luis Munoz Marin Intl

Wed 11/12

3:25 pm-11:53 pm

2 stops12h 28m

$375

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Wed 11/12

7:10 pm-11:00 am

2 stops11h 50m

San Juan Luis Munoz Marin Intl

Mon 11/24

5:40 am-2:30 pm

2 stops12h 50m

$382

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 8/14

5:27 pm-2:17 pm

2 stops17h 50m

San Juan Luis Munoz Marin Intl

Mon 8/18

5:42 pm-11:27 pm

3 stops32h 45m

$517

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Tue 9/30

6:00 am-12:44 am

2 stops15h 44m

$124

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Fri 9/26

6:00 am-2:11 pm

2 stops29h 11m

$193

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Wed 9/3

4:58 pm-11:40 am

2 stops15h 42m

$366

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Thu 12/25

7:10 pm-10:45 am

2 stops11h 35m

$438

OaklandSan Juan

OAK - SJU

OAKSJU

Oakland

Mon 12/15

6:45 pm-2:40 pm

2 stops15h 55m

$776

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 30, 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 July 30, 2025.
See what other customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,241 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,980 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Spirit Airlines
6.3
Okay
8,048 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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.

  • What are the cheapest airlines to fly from Oakland, California to Puerto Rico one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $124. Users have also found prices from $366 and $438 on Delta and Southwest, respectively.

  • 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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Alternative routes for Oakland to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$260Average$397FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$389Average$575FlexibilityNo cancel feeOn-time63%

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