$278 Find Cheap Flights from Oakland to Puerto Rico - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 26% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals
Booking Insights

Price, demand and travel trends for Oakland to Puerto Rico flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from Oakland to Puerto Rico right now?

The cheapest fare from Oakland to Puerto Rico in the last week was $551 round-trip, to San Juan Luis Munoz Marin Intl (SJU).

Which airport in Puerto Rico is the cheapest to fly to from Oakland?

All flights from Oakland to Puerto Rico arrive at San Juan Luis Munoz Marin Intl (SJU). On average, round-trip fares are around $676.

What’s the cheapest day to fly from Oakland to Puerto Rico?

Saturday tends to be the cheapest day to fly from Oakland to Puerto Rico, while Thursday is the most expensive. Fares run about 39% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Oakland to Puerto Rico?

Data from the past 12 months shows it's cheapest to fly to Puerto Rico during the night with average prices of $554. The afternoon is the most expensive time to fly, with average prices of $4,458.

Key details for Oakland to Puerto Rico flights

Low season

October

Cheapest flight

$278
Beat the crowds with an average 75% drop in travelers.
The most popular month to fly with an average 42% increase in travelers.
One-way flight from Oakland to San Juan Luis Munoz Marin Intl Airport

Your Oakland to Puerto Rico flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Oakland to Puerto Rico?

    Yes. Fares from Oakland to Puerto Rico are low right now. As a rule of thumb, a round-trip under $601 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Oakland to Puerto Rico?

    Over the past 12 months, round-trip fares from Oakland to Puerto Rico have ranged from $601 to $895.

  • What airlines fly nonstop from Oakland to Puerto Rico?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from Oakland to Puerto Rico. However, Southwest offers a one-stop option.

  • Which cabin classes are available on flights from Oakland to Puerto Rico?

    On flights from Oakland to Puerto Rico you can only book Economy Class.

  • What are some popular landmarks in Puerto Rico?

    KAYAK travelers' favorite landmarks in Puerto Rico include:

    • Viejo San Juan
    • Puerto Rico Convention Center
    • Condado Beach
    • Ocean Park

Your guide to booking Oakland to Puerto Rico flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your travel dates are flexible, book your trip for August when flights are typically cheapest and avoid December when prices are at their highest.
  • Flying on Saturday is usually the cheapest. Flights on Thursday cost about 39% more on average, so being flexible with your travel dates could help you save.
  • Start your trip in San Juan, which is the most popular destination in Puerto Rico. From there, it's easy to continue on to other popular destinations such as Carolina, Fajardo and Rio Grande.

Reviews of the top airline flying from Oakland to Puerto Rico

 
Need help choosing which airline to fly with from Oakland to Puerto Rico? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4219 reviews
8.0Comfort
8.1Boarding
7.4Entertainment
7.0Food
8.6Crew
Airline reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

6.0 GoodChris, Oct 2026
Read more Southwest reviews

Friendly crew. Snacks were carb-heavy. Flight was quite delaye

Flight boarded 2.5 hours late (my second southwest flight of the day with late departure), the gate agent was grumpy and unhelpful. Said she was "tired so we aren't going to follow normal boarding order". No complaints about the actual flight crew.

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

More options for your flight from Oakland to Puerto Rico

Complete your trip to Puerto Rico with a hotel stay or car rental