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Find cheap flights from San Jose to Puerto Rico from $156

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Jose to Puerto Rico departing on 7/25. 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.
1 adult
0 bags
Wed 7/10
Wed 7/17

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Best Puerto Rico Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Aguadilla
Aguadilla2 stops$756

Good to know

Low season

February

High season

June

Cheapest flight

$156
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 14% increase in price.
Flight from San Jose to San Juan

FAQs - booking Puerto Rico flights

  • How does KAYAK find such low prices on flights from San Jose 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 San Jose to Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Puerto Rico from San Jose 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 San Jose 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 to Puerto Rico with an airline and back to San Jose with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Jose 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 to Puerto Rico from San Jose up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Puerto Rico

  • Morning departure is around 48% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from San Jose to Puerto Rico

Need help choosing which airline to fly with from San Jose 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
DeltaOverall score based on 10295 reviews
8.2Boarding
7.4Food
8.0Entertainment
7.9Comfort
8.6Crew
Airline reviews

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

4.0 OkayBrooke, Jun 2024SFO - MSP
Read more about Delta reviews

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

There was a loud squeaky sound the whole time we were flying.

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Honestly, I didn’t expect that I will experience this long time wait during the check in. There was only one person who was taking care of the passengers for the economy class and it took us to wait about one hour to do our check i. As a result we barely get to the airplane as the gate was at the end of the airport. That is totally not professional where one crue is working at the registration desk with economy and 3-4 crues are helping for the business class.

They put me on a chair in between two men, one overweight who was almost falling on top of me, and the other was even uncomfortable because I was half falling because of what the other was pushing me. I stayed with. my feet were swollen from fluid retention and from being unable to accommodate myself. it was very uncomfortable. I asked for help but they told me that the flight was full and they couldn't help me. I got off the plane almost unable to walk due to the inflammation. and then at FLL airport I asked for help because I couldn't go to my next flight, which was a connection.

Great! I love Jet Blue. My favorite airline! Very efficient, clean and timely.

at the time for boarding the lady just call Group A and no other goups and everybody from A to F go inside without the right turn,and when we get in theres no more spsce for carry on , the ones that get in at not correct group from the back occupy our space !!!!! a mess !!!!

The boarding and flight were ok, but there were several painful issues. The flight was 3:20 in the air and almost four hours door to door, but they only had snack packs on the plane. They really need to have food on longer flights or make it clear to everyone that they won’t have food. They also advertise free WiFi, but it did not work for 90% of this flight. Again, almost four hours door to door. If I had known I was flying spirit for JetBlue prices then I would have planned differently.

I really liked the way snacks and drinks were available throughout the flight!!! The flight attendants were also all fantastic!

Best Thing flight took less time than programmed, quick entry and exit. Recommended!

Always like Jet Blue! It seems, however, that people are getting bigger & seats are getting smaller! We had a very full flight and I couldn't get an aisle seat like I always do. I wish there were more leg room. People sitting next to me were very nice though so it was fine to disturb them if I needed to use the restroom. Otherwise the flight was fine but a bit long.

I think the food / snack service was very poor. tehy could have done better. Evrything else was great

No wifi, not even while close to the continental US or Puerto Rico, no entertainment whatsoever (TVs not working). Totally disappointing.

For some reason, the seats on this flight seemed unusually uncomfortable. Speaking with friends who took another JetBlue flight later in the day, they brought up the same issue.

Why does it have to be painful to fly long distances?

Horrible, the flights kept delaying, so it is obvious that we won't be able to make it to the next connection. No easier/real agent on site to help you figure this out. UA agent on other counters refuse to assist you and direct us to use the QR code/call customer service. So inefficient and poor. While technology seems convenient, but it's not the best interest/experience for customers need help while there is active issue need assistance.

Food is very bad and entertint not too many options ... flight attendet service is not good

Everything was pretty good except for food. They need to improve on it compared to other airlines.

Flight was delayed due to the late arrival of the catering truck, which is quite unacceptable. There was a beverage service, but no pretzel, or cookie, or nuts were served in coach.

I had a great flight. Everything went smoothly and the flight arrived early.

Aisle chair was good and liked the foot bar preventing you from putting your foot in the isle, The breakfast on this international flight to Zurich was horrible (Europeans, specially, used to good food) may make this a dealbreaker for booking with United Airlines again. I agreed with my Spanish fellow passenger.

On time take off…US cabins look tired and need of refresh!

Backpack should NOT allowed put in the flight bin , only put it under the seat. I can't find space put my carry on luggage!!! and I pay for it ! that was very bad experience

I paid $380 for my one-way ticket from California to Minnesota. The fair did not include online check-in. I received instructions from their app to check in at a kiosk. At the kiosk, the boarding pass would not print until an actual person came to verify that I had a personal item and not a carry-on item, On the plane, the person next to me was drunk and allowed to continue to order alcohol. United is garbage I’d rather fly spirit.

The flight was delayed several times without explanation. The seats were terribly uncomfortable and wifi isn’t included. All these make for a less than ideal flight.

Internet service was erratic. Crew service was poor and slow. My luggage on this non-stop flight was lost and not recovered

Flight was 1/2 hour delayed leaving Phoenix. Otherwise it was an average flight. Flight crew on this trip was very nice.

Horrible - they lied to me about baggage & boarding, even though I specifically spoke to their agents the day before my flight about my issue. When I showed up they did not let me board and stranded me at my airport until I bought a new flight with money I did not have to spend.

Not sure why JAL partnered with American Airlines because their service is no where near similar. Flight attendants were not friendly and didn’t smile. Food was horrible…

The experience was great and much better than the flight going out. of course I was in first class but the service was excellent

Comfort of seats, ease of boarding. Food selection could be better

Food options were limited which is absolutely embarrassing for a Flight of this size The staff did not come around as much and I am not accustomed to such poor service from American Airlines Drinks I believe were limited to soda and water

Crew were attentive and friendly. Flight was smooth and early! I enjoyed the less crowded plane. Thank you!

We are gluten free, there were not any available complimentary gluten free options.

Flight was canceled less than 6 hours before takeoff, rebooked on a flight that was twice as long and left earlier so we couldn’t make it, when using text support option took over 2 hours to speak with someone.

Terrible legroom, seats do not recline, tray table the size of an iPhone, delayed flight, have to pay 5$ to get a cup of water onboard.

The crew was the best and very accommodating I know you don't offer any complimentary items but water and coffee will not break the bank !!

My mother was HARASSED AND ACCOSTED by the gate agent for her bag. I pre purchased the bag fee and the gate agent made my 78 year old mother board, deplane, re pay for her bag fee and board again. The gate agent made my mother pick up her own bag and REFUSED to help her, she is an older woman who wasn’t bothering anyone on a flight that had maybe 30’total passengers. I am going to sue this airlines for their HORRIBLE customer service and treatment of my mother, and all this occurred the day after Mother’s Day!!!

Horrible, first flight delayed. They switched my connecting flight while I was en route and even though I was originally supposed to be on the flight going back home to boston, refused to let me board and told me I would have to wait for next flight that was 14 hours later. Ended up renting a car and driving 6.5 hours back home. Still getting messages about flight and it is now showing that the other flight they put me on is now canceled and I would have to wait 24 hours for the next one. I will never book with spirit again

They stuck us with multiple extra fees. I will never fly spirit again

Overall it was a miserable experience... I will never fly spirit for more than a 3 hour flight or overnight.

Kayak does not know that spirit airlines charged me $70 to fly. But the bag check-in was $89 each way. This is false advertising to lure people. Spirit airlines sends bunch of emails after flight purchases to buy wifi, better seats, priority boarding, secure reserved seats. This is false advertising. Up front pricing. I would of flown jet blue or Alaska airlines.

One hour late taking off. Concerning, very hard landing. Uncomfortable seats with no recline. Extremely slow baggage claim. Very professional, knowledgeable flight attendants. Brand new, very clean plane.

Can’t say there was anything I particularly liked. Seats were very tight, leather wrapped plastic. I followed up a much longer and cheaper trip from Honolulu on southwest, everything was phenomenal, this flight was the exact opposite. Blows my mind they charge for water of all things. One of the attendants seemed very rude, I watched a taller gentleman a couple rows forward with his knees pressed into the back of the seat ahead, while the woman in that seat leaned forward the entire flight, I’m sure because she could feel his knees. I’ll be avoiding spirit like the plague from here forward.

Book cheap flights from San Jose to Puerto Rico

Recent round-trip flight deals

8/13Tue
2 stopsAmerican Airlines
20h 23mSJC-SJU
8/20Tue
2 stopsAmerican Airlines
21h 36mSJU-SJC
$294
8/20Tue
3 stopsSpirit Airlines
29h 38mSJC-SJU
8/27Tue
3 stopsSpirit Airlines
30h 18mSJU-SJC
$313
8/20Tue
2 stopsSpirit Airlines
17h 39mSJC-SJU
8/27Tue
3 stopsSpirit Airlines
30h 18mSJU-SJC
$318
9/5Thu
1 stopSpirit Airlines
12h 14mSJC-SJU
9/10Tue
2 stopsSpirit Airlines
17h 13mSJU-SJC
$321
8/18Sun
2 stopsDelta
14h 45mSJC-SJU
8/27Tue
2 stopsDelta
15h 03mSJU-SJC
$344
8/19Mon
2 stopsDelta
11h 42mSJC-SJU
8/26Mon
2 stopsDelta
19h 16mSJU-SJC
$364
10/4Fri
2 stopsUnited Airlines
14h 20mSJC-SJU
10/10Thu
2 stopsUnited Airlines
15h 17mSJU-SJC
$563
7/11Thu
1 stopAlaska Airlines
9h 45mSJC-SJU
7/24Wed
1 stopAlaska Airlines
12h 08mSJU-SJC
$627
7/26Fri
1 stopAmerican Airlines
15h 10mSJC-SJU
7/29Mon
1 stopAmerican Airlines
12h 08mSJU-SJC
$651
9/28Sat
2 stopsUnited Airlines
13h 34mSJC-BQN
10/4Fri
3 stopsUnited Airlines
23h 42mBQN-SJC
$756

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Recent one-way flight deals

7/25Thu
2 stopsFrontier
23h 16mSJC-SJU
$156
7/24Wed
1 stopDelta
13h 44mSJC-SJU
$172
7/31Wed
2 stopsSpirit Airlines
15h 04mSJC-SJU
$184
7/25Thu
1 stopDelta
13h 44mSJC-SJU
$192
8/2Fri
2 stopsFrontier
24h 53mSJC-SJU
$196
8/2Fri
1 stopAlaska Airlines
9h 45mSJC-SJU
$200
6/29Sat
2 stopsSpirit Airlines
15h 20mSJC-SJU
$218
7/2Tue
1 stopAmerican Airlines
9h 29mSJC-SJU
$562
7/24Wed
2 stopsUnited Airlines
13h 30mSJC-BQN
$610
7/25Thu
2 stopsUnited Airlines
13h 09mSJC-BQN
$694

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Last minute flights from San Jose to Puerto Rico

Last minute flight, train and bus deals

6/15Sat
multi-stopSpirit Airlines
27h 02mSJC-SJU
6/27Thu
multi-stopSpirit Airlines
20h 11mSJU-SJC
$558
6/13Thu
multi-stopSpirit Airlines
29h 09mSJC-SJU
6/20Thu
multi-stopSpirit Airlines
37h 21mSJU-SJC
$589
6/13Thu
multi-stopAmerican Airlines
15h 05mSJC-SJU
6/20Thu
multi-stopAmerican Airlines
18h 48mSJU-SJC
$603
6/13Thu
multi-stopSpirit Airlines
29h 09mSJC-SJU
6/20Thu
multi-stopSpirit Airlines
20h 11mSJU-SJC
$646
6/13Thu
multi-stopSpirit Airlines
35h 36mSJC-SJU
6/20Thu
multi-stopSpirit Airlines
18h 34mSJU-SJC
$668
6/11Tue
multi-stopAmerican Airlines
15h 05mSJC-SJU
6/17Mon
multi-stopAmerican Airlines
17h 19mSJU-SJC
$714
6/11Tue
multi-stopDelta
13h 39mSJC-SJU
6/17Mon
multi-stopDelta
12h 50mSJU-SJC
$744
6/15Sat
multi-stopAlaska Airlines
26h 27mSJC-SJU
6/27Thu
multi-stopAlaska Airlines
16h 57mSJU-SJC
$1,233
6/13Thu
multi-stopUnited Airlines
18h 38mSJC-SJU
6/19Wed
multi-stopUnited Airlines
13h 56mSJU-SJC
$1,254
6/11Tue
multi-stopUnited Airlines
13h 42mSJC-SJU
6/16Sun
multi-stopUnited Airlines
13h 48mSJU-SJC
$1,408

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San Jose - Puerto Rico Flights

Departure:

San Jose (SJC)United States

Return flight deals:

Puerto Rico - San Jose

Cabin classes: