PDX - SJU

$140 Find Cheap Flights from Portland to San Juan

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Portland to San Juan departing on 5/2. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to San Juan Luis Munoz Marin Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San Juan.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Portland to San Juan.
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Everything you should know

Cheapest round-trip
$446
Typical prices: $716-$451
Southwest
Mon 8/17Mon 8/24
PDX - SJU • 2 stops
Cheapest one-way
$140
Typical prices: $225-$342
Frontier
Sat 5/2
PDX - SJU • 2 stops
Top airlines
Cheapest • from $446 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between Portland and San Juan. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $473 (round-trip)
Shortest trip • 9h 24m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 23% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 17% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to San Juan!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Portland to San Juan (PDX-SJU)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Portland to San Juan 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Portland to San Juan

Mon, Aug 17 - Mon, Aug 24
Southwest Logo
7:35 pm - 11:00 am
PDX
-
SJU
12h 25m
2 stops
Southwest Logo
5:30 am - 3:00 pm
SJU
-
PDX
12h 30m
1 stop
$446Southwest
Tue, Apr 14 - Fri, Apr 24
Delta Logo
6:05 pm - 12:52 pm
PDX
-
SJU
15h 47m
2 stops
Delta Logo
2:03 pm - 9:42 pm
SJU
-
PDX
10h 39m
1 stop
$476Delta
Mon, Aug 10 - Mon, Sep 7
Southwest Logo
7:35 pm - 11:00 am
PDX
-
SJU
12h 25m
2 stops
Southwest Logo
5:00 am - 3:00 pm
SJU
-
PDX
13h 00m
2 stops
$478Southwest
Fri, May 8 - Tue, May 12
United Airlines Logo
7:45 pm - 12:34 pm
PDX
-
SJU
13h 49m
2 stops
United Airlines Logo
7:40 am - 3:13 pm
SJU
-
PDX
10h 33m
1 stop
$486United Airlines
Tue, Apr 21 - Mon, May 4
American Airlines Logo
11:47 pm - 2:20 pm
PDX
-
SJU
11h 33m
1 stop
American Airlines Logo
5:45 am - 11:53 pm
SJU
-
PDX
21h 08m
1 stop
$493American Airlines
Sun, Jul 26 - Fri, Jul 31
Southwest Logo
7:25 pm - 10:45 am
PDX
-
SJU
12h 20m
2 stops
Southwest Logo
5:30 am - 4:20 pm
SJU
-
PDX
13h 50m
1 stop
$506Southwest
Tue, Jul 28 - Mon, Aug 3
American Airlines Logo
10:57 pm - 2:10 pm
PDX
-
SJU
12h 13m
2 stops
American Airlines Logo
2:25 pm - 11:29 pm
SJU
-
PDX
12h 04m
1 stop
$507American Airlines
Tue, May 5 - Tue, May 12
American Airlines Logo
11:23 pm - 8:51 pm
PDX
-
SJU
18h 28m
1 stop
American Airlines Logo
3:08 pm - 11:56 pm
SJU
-
PDX
11h 48m
1 stop
$510American Airlines
Tue, Jul 28 - Mon, Aug 3
American Airlines Logo
10:57 pm - 2:50 pm
PDX
-
SJU
12h 53m
2 stops
American Airlines Logo
7:00 am - 11:29 pm
SJU
-
PDX
19h 29m
1 stop
$514American Airlines
Wed, Jul 22 - Sat, Aug 1
American Airlines Logo
5:49 am - 10:59 pm
PDX
-
SJU
14h 10m
1 stop
American Airlines Logo
7:00 am - 11:29 pm
SJU
-
PDX
19h 29m
1 stop
$515American Airlines
Booking Insights

KAYAK's insights & trends for Portland to San Juan flights

Get data-powered insights and trends into flights from Portland to San Juan to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Portland to San Juan Luis Munoz Marin Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Portland to San Juan Luis Munoz Marin Intl Airport departing in August.

What is the cheapest month to fly from Portland to San Juan Luis Munoz Marin Intl Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to San Juan Luis Munoz Marin Intl Airport, 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 Portland to San Juan Luis Munoz Marin Intl Airport is October, where tickets cost $479 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $748 and $683 respectively.

How far in advance should I book a flight from Portland to San Juan Luis Munoz Marin Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to San Juan Luis Munoz Marin Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Portland to San Juan Luis Munoz Marin Intl Airport, you should book around 4 weeks before departure, which saves you about 23% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 17 weeks before departure.

Good to know

Low seasonAugust
Cheapest flight$140
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly with an average 18% increase in price.
Flight from Portland to San Juan

When to book flights from Portland to San Juan

Are your dates flexible? Find out the best times to travel from Portland to San Juan based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Portland to San Juan flights

  • What is the cheapest flight from Portland to San Juan Luis Munoz Marin Intl Airport?

    In the last 3 days, the lowest price for a flight from Portland to San Juan Luis Munoz Marin Intl Airport was $140 for a one-way ticket and $446 for a round-trip.

  • Do I need a passport to fly between Portland and San Juan?

    A passport is required to fly from Portland to San Juan.

  • Which airports will I be using when flying from Portland to San Juan?

    Portland and San Juan are both served by 1 main airport. You will leave Portland from Portland and will be arriving at San Juan Luis Munoz Marin Intl.

  • Which aircraft models fly most regularly from Portland to San Juan?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Portland to San Juan?

    SkyTeam, Star Alliance, and oneworld are the airline alliances operating flights between Portland and San Juan, with SkyTeam being the most commonly used for this route.

  • What is the most popular layover when flying to San Juan from Portland?

    Miami is the most popular layover city among KAYAK users traveling from Portland to San Juan.

  • Which is the best airline for flights from Portland to San Juan, Southwest or Delta?

    The two airlines most popular with KAYAK users for flights from Portland to San Juan are Southwest and Delta. With an average price for the route of $585 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $491 and an overall rating of 7.9.

  • How does KAYAK find such low prices on flights from Portland to San Juan?

    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 Portland to San Juan.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Juan from Portland 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 Portland to San Juan?

    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 San Juan with an airline and back to Portland with another airline. Booking your flights between Portland and SJU can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Portland to San Juan?

    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 San Juan from Portland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 5 airlines serving from Portland to San Juan

 
See real verified KAYAK customer reviews for airlines flying from Portland to San Juan. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Portland to San Juan? 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 4331 reviews
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
8.6Crew
Airline reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

6.0 GoodDavid, Mar 2026
RSW - BWI
Read more Southwest reviews

Southwest continues to do less for more money. Flight attendants used to be fun and friendly. But now it’s like they don’t even see you. Such a shame.

Great flight. Good snacks and drinks. Grateful it was free. The flight from Nashville to louisville, i think her name was Tracy (not sure that's right) super awesome, nice and cheerful. She really enjoyed being at work today! She was the person who scanned the boarding pass on flight wn941. She should be recommended for a raise !

I liked it better when you were truer to your roots Am paying more for less fun

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

Boarding was easy. The seats are small and fairly uncomfortable

I was supposed to be on a later flight. When I showed up at the gate, the woman working there was extremely helpful getting moved up to this earlier flight.

We had a 5 hour delay on the tarmac in Baltimore

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

I am still at the Airport! Delayed Delayed and Delyaed

I took seat 15A in anticipation of window seat, there is no window.

The first class flight attendant was awful to everyone. Very rude; no customer service. She should not be working in first class.

Snacks and included beverages were appreciated. Boarding went smoothly. Plenty of overhead bin space. Seats get very uncomfortable after a couple of hours. After waiting 10 painful minutes for my walker, a very nice Delta guest agent pushed me in a wheelchair to the gate. It was finally delivered to me after another 15 minutes . Our checked bag was on the carousel long b4 I was able to retrieve it. Fortunately it was still there but somewhere along the way the straps we used to secure it were removed and and were not reattached. Wish I had made note of the agents name.

It was fine. 55 minute flight. No snacks or beverage service offered. Boarding went smoothly and my walker was waiting for me on the jet way.

Smaller plane for a longer flight than my first one. Doesn’t make sense.

The cabin temperature was nice and cool. The wifi was not working.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

As previously noted, this flight was great: departure was timely, the crew was friendly and attentive, and wifi connectivity was seamless. In particular, I appreciated that the flight attendant just told me to stow the laptop right before takeoff/landing, and trusted me to do so (which I did!).

Kayak botched up the booking, i had to call delta and fix. In the process Delta failed to honor my comfort plus seat assignment that i had previously.

Flights were on time. Free Wifi on plane. Everything was well organized.

During landing. 2 crew members passed 3 times by my lane and didn't notice that people in front of us had their site to the furthermore reclined... That was uncomfortable and could have been dangerous.

They delayed the flight from 9:00 to 11:55 At 11:45 they canceled the flight. I paid a premium price for the tickets with poor service

We had excellent customer service despite the chaos at George Bush airport in Houston!

It isvvery small flight. No leg room . No space to put my personal item at feet.

I will never fly ANA again. They lost one of my large pieces of checked luggage, the heaviest one with the most valuable items in it, and they said they will not send me an email unless they can't find it, even though the paper they gave me to track the status of my lost luggage requires a code from an email they are supposed to send me so I can do baggage tracing. They claim to be an international airline, but they also insist on calling a Japanese telephone number to confirm where to send the lost baggage if they find it. It is impossible to find an actual contact email address for customer support on their website, and their AI chatbot is unhelpful, directing you to a webpage that says it is for contact information but does not have any actual email addresses or phone numbers listed on it. My seat in economy did not recline at all, even though I was not sitting in an exit row nor the very back row. I had to sit in the fully upright position for over ten hours of international travel. Awful experience overall.

No seat back entertainment. And app had a hard time getting entertainment loaded.

ticket agent lady wás very helpful , she arranged wheel chair for my elderly mother

Didn't make the flight because the first leg of my flight was canceled and the next leg was already booked.

My flight was canceled a few hours before boarding. I was rebooked on Copa airlines and missed an important meeting .

Onboard functioning wide-variety entertainment on a budget and having an open pantry is nice. Seats are not comfortable but go provide plenty of legroom for a 6'2" 260lbs man.

Even though the weather made a lot of flights become cancelled Jet Blue made the flight that was supposed to leave at 9 pm and we left at 12:15 am and I was so grateful- Thanks to the Senior Jet Blue Staff who made those decisions

Worst customer service ever experienced on the planet, dirty plane, no communication, and severe delays

Flight cancelled 2 hours prior to boarding. No explanation. No refunds.

Delayed by 1.5 hours. Terrible apologies, half hearted at best. It will be a LONG time until i book w Jet Blue again. Very disappointed.

My check in was stressful. I somehow lost my seat from my original booking, the plane showed no availability/no seat when it was time to check-in. I called and was instructed to try to get a seat at the airport. I asked if it was a full flight and the travel agent said the site showed some seating but was not able to secure one for me. Why not? On my way to the airport the app finally revealed one available seat towards the back of the aircraft that I was able to book. It ended up being an overbooked flight, so glad I wasn't stuck.

Flights with JetBlue from San Diego to Boston are a miserable experience. The flight was delayed about 1.5 hours due to “weather” supposedly but the flights for other airlines left on time so it just have been some kind of weather that only affects JetBlue. I had a small carry on - purse. The crew stored it in a bin 2 rows down from me because they were using the bin next to my seat for other people’s stuff. The TV screen in the emergency row seats does not work. It just was awful from start to finish. When we landed, we had to sit inside the plane for a very long time because the plane had to be moved to a different gate.

They made me check my bag and I didn't need to as there was overhead space available. I paid for a seat towards the front of the plane and it didn't recline. I requested a refund and they declined to give me one.

I have to congratulate Kayak (and Dylan the Chatdeal agent) because because when we decided extended our trip in Florida by two days, there were many direct flights oprions back to Boston available on the Friday we wanted to fly on the JetBlue website, but once I canceled the original JetBlue flight on their website, those direct return options disappeared immediatley! I think it's a game JetBlue plays. . Luckily, I checked Kayak and they had a direct flight that wasn't appearing on JetBlue's website and so I booked it, and we were able to fly home direct through the Kayak booking when JetBlue was offering nothing (even though I have been a True Blue member for 20 years, and also am a Mosaic member). So much for loyalty- their algorithm for booking is like a shell game. JetBlue used to be a good company but now they're worse than anyone. Also I was originally booked this trip to Florida, two months before the departure date, I booked the trip on JetBlue's website and then after the payment part, they said there was a problem and that I needed to do the booking again, so when I immediately went to rebook , the price had gone up 30%! I called them and it sounded like they had heard this so many times before and the guy told me to check back in 10 minutes and the price would be back to where it was when I was booking- it but it never was. How could the price go up 30% in one minute two months before the flight???? They're playing a game with their customers. Anyways, I booked a cheaper flight then at a less convenient time. So fast forward two months the night before the 7 AM flight, they sent me an email at midnight when I was sleeping to let me know that my flight at 7 AM had been canceled. The only thing they offered was a flight that night from from a different airport (Providence) to a different airport in Florida (West Palm Beach) or a flight two days later. No compensation, nothing. They couldn't of tried to get another plane to the Boston airport? They had all night to do it. I passed on their ridiculous options and flew with Delta and it was a great experience. Of course, I had to pay a lot more booking on the same day, but JetBlue doesn't care. I put in a lengthy complaint with the agent who assured me someone would get back to me by email within three days and I haven't heard a thing. JetBlue used to be a good company but now they're among the worst. The only thing they still have is decent legroom, but the corporate bean counters will probably start taking that away too.

We were made to wait in the airport for six hours for a flight that was ultimately canceled.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

On the return flight, arriving in Denver we sat on the tarmac in Denver for over 20 minutes.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The flight attendant in business class was excellent! Professional, friendly and attentive.

Delays with no explanation. It could have been handled better.

Ceiling fell down and had to have maintenance come and duct tape it up. No WiFi on the flight.

A first class seat should fit a fat person, and this doesn't. The trays in the armrest are less functional than an ordinary tray in the back of the seat.

The flight attendant was friendly and efficient. The temperature was kept nice and cool. The plane was nice, but filthy. There were visible spills on my tray table. The gate agent was somewhat rude with her announcements and in speaking with other customers.

I appreciate that I finally got the seat I paid extra for this time. Thank you

I would have liked a pillow. The vegetarian wrap and oaten cake was good.

Everything you need to know for your flight from Portland to San Juan

Information on your arrival and departure airports