$139 Find Cheap Flights from Oakland to Puerto Rico

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Oakland to Puerto Rico departing on 5/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flight Deals from Oakland to Puerto Rico (OAK-PR0)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Puerto Rico that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Oakland to Puerto Rico

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Oakland to Puerto Rico.
Discover the best prices for you by selecting your travel dates on KAYAK.
Spirit Airlines Logo
11:51 am - 11:31 amOAK-SJU
20h 40m2 stops
Spirit Airlines Logo
12:36 pm - 10:25 pmSJU-OAK
12h 49m2 stops
$327Spirit Airlines
Find Deal
Wed, May 21 - Sat, May 24
Spirit Airlines Logo
5:45 am - 11:31 amOAK-SJU
26h 46m2 stops
Spirit Airlines Logo
12:36 pm - 10:25 pmSJU-OAK
12h 49m2 stops
$353Spirit Airlines
Find Deal
Sat, May 31 - Fri, Jun 6
Southwest Logo
7:00 pm - 10:40 amOAK-SJU
12h 40m2 stops
Southwest Logo
1:05 pm - 8:20 pmSJU-OAK
10h 15m1 stop
$438Southwest
Find Deal
Tue, Jun 24 - Sat, Jul 5
Southwest Logo
7:00 pm - 10:40 amOAK-SJU
12h 40m2 stops
Southwest Logo
1:05 pm - 8:20 pmSJU-OAK
10h 15m1 stop
$492Southwest
Find Deal
Tue, Jul 15 - Sat, Jul 19
Delta Logo
4:58 pm - 1:25 pmOAK-SJU
17h 27m2 stops
Delta Logo
6:15 am - 10:28 pmSJU-OAK
19h 13m2 stops
$705Delta
Find Deal
Tue, Jun 17 - Tue, Jul 1
Delta Logo
6:00 am - 10:47 pmOAK-SJU
13h 47m2 stops
Delta Logo
12:50 pm - 11:49 pmSJU-OAK
13h 59m2 stops
$761Delta
Find Deal
Mon, May 26 - Wed, May 28
Alaska Airlines Logo
6:52 pm - 2:00 pmOAK-SJU
40h 08m2 stops
Alaska Airlines Logo
12:59 am - 7:14 pmSJU-OAK
21h 15m2 stops
$910Alaska Airlines
Find Deal
Fri, May 30 - Fri, Jun 6
Alaska Airlines Logo
2:31 pm - 2:06 pmOAK-SJU
20h 35m2 stops
Alaska Airlines Logo
12:59 am - 11:59 pmSJU-OAK
26h 00m2 stops
$1,177Alaska Airlines
Find Deal
Tue, Jun 10 - Wed, Jun 25
 Logo
8:00 am - 5:06 amOAK-SJU
18h 06m2 stops
 Logo
12:59 am - 7:18 pmSJU-OAK
21h 19m2 stops
$4,430
Find Deal
Tue, Jun 10 - Mon, Jun 16
 Logo
12:49 pm - 11:05 amOAK-SJU
19h 16m2 stops
 Logo
12:59 am - 6:33 pmSJU-OAK
20h 34m2 stops
$4,491
Find Deal
Thu, Jun 19 - Sun, Jun 22
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KAYAK's insights & trends for Oakland to Puerto Rico flights

Get data-powered insights and trends into flights from Oakland to Puerto Rico to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Oakland to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland to Puerto Rico, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Oakland to Puerto Rico is October, when tickets cost $377 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $873 and $735 respectively.


Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$139
Best time to beat the crowds but there is an average 23% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Oakland to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from Oakland to Puerto Rico?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Oakland to Puerto Rico.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Oakland to Puerto Rico?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Oakland to Puerto Rico?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Oakland to Puerto Rico with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Puerto Rico?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Oakland to Puerto Rico up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Puerto Rico?

    The cheapest time of day to fly to Puerto Rico is generally in the evening, when round-trip flights cost $410 on average. Morning departures are around 22% more expensive than evening flights, on average. The most expensive time of day to fly to Puerto Rico is generally at night, which is peak travel time and where the average cost of a ticket is $535.

Top 3 airlines serving 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 4294 reviews
8.2Boarding
7.6Entertainment
8.6Crew
8.0Comfort
7.1Food
Airline reviews

It was a perfect flight in all aspects! Both legs!

10.0 ExcellentAnonymous, Apr 2025LGB - SMF
Read more Southwest reviews

It was a perfect flight in all aspects! Both legs!

Great flight, 47 passengers on a 180 seat plane. Stewardess was pleasant and cheerful.

I liked the crew member who gave flight instructions on "in case of a problem:. The seats are so small that only a young teenager could sit in middle seat.

Great flight staff. Ease of boarding. Overall, very uneventful and easy trip.

Employees were kind and funny, as always! Flight was late but no announcements were made for people with tight connections to help them transition quickly. No service due to turbulence.

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

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.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a not a great airport.

Was as expected. Crowed planes. Too many carryons delaying takeoff. But the ride only took an hour and saved me a lot of time SFO is a hell hole of an airport. It is the new LaGuardia. Everything Cobbled together. Security gates closed. Terri directional signage

Delta flight was on time, seats were comfortable, and crew was nice.

Bathrooms dirty sinks clogged. No one seemed to clean them. Plane very old

Thank you for not flipping the plane on the run way. You guys get a 5 star rating for the flight!!!

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

It was terrible, if they ran flights on time it would make a big difference.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

I actually received a notification from kayak on email but not one by text from Delta when my departure gait changed and I almost missed my flight

New boarding doesn't make sense. Filling front first is slow.

Delta flight was great from the check in all the way to arrival. However, I had a very bad experience. I requested a wheelchair and the wheelchair employee that went to pick me up from the plane in Boston to bring me to the baggage claims told me I have to pay him. I was under the impression that it was a free service and I usually give tips but the person forced me to pay and since I said no because I was upset with his demand when my daughter walked in to pick me up he demanded payment from my daughter who paid him thinking maybe now it is a charged service.

Horrible. Grateful to be alive but spent 13 hours at airport only to return back to my familys house and flight changed to next day. They tried to fix a part on plane, had no back up plane and after 10 hours , reattempted the flight and it STILL wasn't fixed. We got a meal voucher and rescheduled flight but there should be some other compensation for the 15 hours spent in airport

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

It was fast but uncomfortable seats. Had to pay a bit extra not sure why? Maybe in selection of all my 4 tix together ? Just knew I had a balance before getting boarding pass online when departing from satx ? And flight was delayed..

Last minute 2-3 hr delay in flight schedule; no explanation Unexpected extra $52 charge What's the benefit of choosing a cheap airline if you trick people last minute and force them to pay extra last minute? Did not appreciate being cornered.

Seats are uncomfortable and too close together. Also, you missed my connection in Vegas on the way back and I ended up sleeping in the airport, flying back to Burbank instead of LAX and I got home 12 hours late.

Surprising everything went well. Nice attendants and fast getting on and off the plane. Overall, was happy with the experience.

Non-professional acting crew, Very uncomfortable seats…!! Very bad pricing with all the add-ons for seat choice, luggage fees, etc….soon you’ll charge extra for oxygen. The ticket price means Nothing because in the end, the actual amount i paid, i could have and will in the future continue to fly on a real airline…

With this price, I shouldn't complain on anything. I understand I have to pay for every services they provide. The plane could smell a little better. Advise them to use frebeeze to freshen up the interior a little bit.

Terrible. 1st and last flight on Spirit. Check in process was a nightmare. Despite arriving 1.6 hours before flight we had to be pulled from the ridiculously long line to “self check” our bags which took 10 min and required assistance. Seats are very uncomfortable , don’t move, no pockets, no entertainment, no wifi Basically like taking a time capsule back to the 70s. No thank you.

They kept delaying us and not providing any information which cost us hundreds of dollars . We had an event to get to and missed our even that we had paid for along with lots of wasted time and money booking nee flights.

It’s ridiculous to pay for carry-on luggage. I also wasn’t given an option to specify I have carry on bag at time of ticket purchase. I also could not specify I have carry on luggage at time of online check-in.

Everything you need to know for your flight from Oakland to Puerto Rico

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