PDX - SJU

$156 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 11/22. 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
$375
Typical prices: $567-$1,184
Southwest
Mon 12/8Fri 12/12
PDX - SJU • 2 stops
Cheapest one-way
$139
Typical prices: $245-$442
Frontier
Sat 11/22
PDX - SJU • 2 stops
Top airlines
Southwest
Cheapest • from $375 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 16% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
October
Cheapest • 22% price drop
April
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, Dec 8 - Fri, Dec 12
Southwest Logo
6:55 pm - 10:25 amPDX-SJU
11h 30m2 stops
Southwest Logo
3:30 pm - 12:20 amSJU-PDX
12h 50m2 stops
$375Southwest
Find Deal
Mon, May 11 - Tue, May 19
JetBlue Logo
11:40 pm - 4:05 pmPDX-SJU
13h 25m1 stop
JetBlue Logo
1:45 pm - 10:25 pmSJU-PDX
11h 40m1 stop
$376JetBlue
Find Deal
Wed, Dec 10 - Sat, Dec 13
Southwest Logo
6:15 am - 10:05 pmPDX-SJU
11h 50m2 stops
Southwest Logo
5:40 am - 4:30 pmSJU-PDX
14h 50m2 stops
$397Southwest
Find Deal
Thu, Jan 22 - Sat, Jan 24
American Airlines Logo
11:01 pm - 6:22 pmPDX-SJU
15h 21m1 stop
American Airlines Logo
6:00 am - 8:27 pmSJU-PDX
18h 27m1 stop
$414American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
Delta Logo
11:20 pm - 1:59 pmPDX-SJU
10h 39m1 stop
Delta Logo
1:55 pm - 10:19 pmSJU-PDX
12h 24m1 stop
$419Delta
Find Deal
Tue, Feb 3 - Tue, Feb 10
American Airlines Logo
10:15 pm - 1:08 pmPDX-SJU
10h 53m1 stop
American Airlines Logo
8:20 am - 7:54 pmSJU-PDX
15h 34m2 stops
$428American Airlines
Find Deal
Mon, Dec 15 - Thu, Dec 18
Southwest Logo
6:55 pm - 10:25 amPDX-SJU
11h 30m2 stops
Southwest Logo
6:40 am - 3:05 pmSJU-PDX
12h 25m2 stops
$435Southwest
Find Deal
Thu, Dec 11 - Thu, Dec 18
Southwest Logo
8:00 am - 12:35 amPDX-SJU
12h 35m2 stops
Southwest Logo
11:55 am - 12:20 amSJU-PDX
16h 25m2 stops
$444Southwest
Find Deal
Mon, May 4 - Wed, May 6
United Airlines Logo
5:15 am - 5:30 pmPDX-SJU
9h 15m1 stop
United Airlines Logo
1:05 am - 1:15 pmSJU-PDX
15h 10m2 stops
$447United Airlines
Find Deal
Sat, Jan 31 - Tue, Feb 3
United Airlines Logo
1:35 pm - 12:55 pmPDX-SJU
19h 20m2 stops
United Airlines Logo
3:46 pm - 12:33 pmSJU-PDX
24h 47m2 stops
$452United Airlines
Find Deal
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 December.

What’s the cheapest day of the week to fly from Portland to San Juan?

The average price of all round-trip flights from Portland to San Juan Luis Munoz Marin Intl Airport clicked on KAYAK for each day over the last 12 months.

For Portland to San Juan, Tuesday is the cheapest day to fly on average and Thursday is the most expensive. Flying from San Juan back to Portland, the best deals are generally found on Thursday, with Saturday being the most expensive.

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 $449 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $773 and $690 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 16% 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$139
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 9% lower on average.
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 $139 for a one-way ticket and $375 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 $635 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 $524 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 4235 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

10.0 ExcellentMichael, Nov 2025LAX - BWI
Read more Southwest reviews

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

Had to get off plane from prior flight even though I had to reboard same plane to continue to my final destination.

Everything a cheap airline should be at normal airline rates.

Plane crashed into a bus or some other vehicle on the ground while pulling out of the gate. No injuries, but wing tip was damaged and returned to gate for “maintenance issues” and we departed 5 hours later because the plane went out of service and new plane was flown in from a nearby airport, Midway.

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.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Plenty of leg room, temperature was great and staff was excellent. Would do it more often.

The ticket agents in West Palm Beach on Friday afternoon Nov. 7th were incredible in getting us on an earlier plane to Atlanta during the government shutdown. Had the taken our original flight we would have missed our connection. She did this on her own, We didn't even have to ask, and she did it all with a smile and showing genuine concern that we would be taken care of. We are very grateful and thankful. We fly often, and now we will be sure to fly Delta.

Flight delayed then cancelled. Misplaced luggage. Still do not have. Rented car 1100 mile drive. I had to buy some overnight Hotels clothes toiletries gas food at my expense. Still not home. Not sure where luggage is. Over 4 hours on hold to Felta

I truly love flying with Delta. They have always treated me with the upmost respect

Our flight attendant in FIRST CLASS was one of the worst I’ve ever had. She was not at all pleasant, nor particularly good at her service.

Everything went well and was good. Nothing exceptional, but no complaints either. Cheap seats are pretty comfortable.

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

Older aircraft, no meal, only food was for purchase. Not impressed United.

United needs to step up their game. Delayed flight leaving Seattle, San Francisco. Older aircraft, not very comfortable.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Not pleasant trip cross country when the entertainment and WiFi system not working. No entertainment for entirety of route. Staff was rather nonchalant in that they dismissed the problem due to age of plane. It would have been nice to know this up front so I could have come prepared to read or download movies before boarding Coincidentally or not, there was a similar issue with the entertainment system on my previous flight I took on my fist leg of the trip. There are no seat TVs, so you must rely on the app when it works. United can do better. Also, what use it it to pay for boarding group 2 when half of the passengers are in the same line as you?

Plane boarded early a quickly, was mostly full. We left close to on time. And landed early.

My experience on this United Airlines flight was highly uncomfortable, primarily due to two issues: Cabin Temperature: The temperature on the Boeing 737 MAX 8 was unacceptably high, feeling consistently around 80 degrees throughout the flight. This made sleeping impossible and significantly detracted from the experience. Seating Arrangement: Being stuck in a middle seat for a six-and-a-half-hour overnight flight compounded the discomfort. Moving forward, I will always purchase a seat assignment to avoid this situation.

Premium Plus is a really good idea for longer flights

we landed at cmh ten minutes early but had to sit on tarmac for twenty minutes because a plane was at our gate despite the fact that 3 other gates were open.

The experience with American Airlines was good, although the Philippines Airlines flight was much better (better seats, better food, better entertainment options, overall better). Again, the MIA to LAX flight was fine, but nothing in comparison to the comfort and accommodations of the Philippines Airlines flight from LAX to MNL.

I have a gluten allergy so did have any food

I have a gluten allergy so didn't have any food

Loved the crew . Absolutely no complaints. Except for luggage lost

Everything was good The connects, with no blame to crew. Or pilots. I understand they are short staffed. Everything went well for me. I'll be using you guys again in May if not sooner.

this plane was really old, had exit row seats and tray was in arm of seat so super uncomfortable to use. another seat they could t even use the tray it was broke. seat i. front of me had duct tape on it cause seat was ripped open... this plane should either be updated or retired.

We were very rushed by a staff member at the gate when transferring from American Airlines to Fijian. Then the plane stayed put for ages anyhow! The plane was delayed and my bag sent to San Francisco instead of Fiji

Baggage handling poor. Second time this has happened. My bag went to San Francisco instead of Fiji. No apology. Luckily Nadi airport staff are fantastic. My bag arrived in Fiji the next day.

We loved the steward on the plane. He made the night enjoyable

It was better than expected. But there were two delays in taking off.

To be Honest they canceled my flight and didn't have other options. Until 4 says later and I have a 2yr old very disappointed.

The whole thing everything was poorly managed poorly handled spirit doent deserve to be in business period.

Nothing. It was delayed three times and then canceled and we had to drive 15 hours to get home and rent a car.

Flight was delayed. (To be excepted because of TSA shortage) I’m super short and still struggled with leg room, there was no screen, and the seat didn’t recline at all.

The pilot would speak it was painfully load a d the crew had to know this! Maybe the were hesitant to tell him. It was just a mediocre experience and I was in Spirit first class!

My flight was cancelled last minute and I had to pay $1600 for flights, when my original flights were $300. It was a terrible experience.

Boarding was easy. I loved that they sat our family together even though we didn't pay for specific seats. I thought $5+ was a lot for pretzels and wish they had a small free snack.

The Hawaiian lady that boarded me was rude and the one help me a the ticket counter was rude

My experience was terrible. They cancelled my flight twice. They kept delaying it and leading me on, acting like the flight was going to go when it never had a chance. I missed out on valuable family time because of spirit and I won’t be flying with them again.

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

Information on your arrival and departure airports