$182 Find Cheap Flights from Puerto Rico to Portland

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 2/25. 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
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Portland

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Portland, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Portland, as well as popular online travel agencies
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$408
Overall average: $523
Southwest
Tue 4/21Sat 4/25
SJU - PDX • 2 stops
Cheapest one-way
$182
Typical prices: $260-$443
Multiple Airlines
Wed 2/25
SJU - PDX • 2 stops
When to travel
March
Cheapest • 13% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Portland!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Puerto Rico to Portland

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Puerto Rico to Portland 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 Puerto Rico to Portland

Tue, Apr 21 - Sat, Apr 25
Southwest Logo
8:10 am - 7:15 pm
SJU
-
PDX
14h 05m
2 stops
Southwest Logo
7:40 pm - 12:00 pm
PDX
-
SJU
13h 20m
2 stops
$408Southwest
Thu, Apr 30 - Tue, May 5
American Airlines Logo
7:25 am - 8:59 pm
SJU
-
PDX
16h 34m
1 stop
American Airlines Logo
10:45 pm - 10:53 am
PDX
-
SJU
9h 08m
1 stop
$440American Airlines
Tue, Feb 24 - Sat, Feb 28
American Airlines Logo
7:00 am - 11:50 pm
SJU
-
PDX
20h 50m
1 stop
American Airlines Logo
5:43 pm - 10:00 am
PDX
-
SJU
12h 17m
2 stops
$445American Airlines
Wed, Apr 15 - Thu, Apr 23
Southwest Logo
5:05 am - 9:00 pm
SJU
-
PDX
18h 55m
2 stops
Southwest Logo
5:10 am - 8:00 pm
PDX
-
SJU
11h 50m
2 stops
$446Southwest
Tue, Feb 24 - Sat, Feb 28
American Airlines Logo
10:50 am - 11:50 pm
SJU
-
PDX
17h 00m
1 stop
American Airlines Logo
9:44 pm - 9:49 pm
PDX
-
SJU
20h 05m
1 stop
$455American Airlines
Wed, Apr 15 - Thu, Apr 23
American Airlines Logo
11:43 am - 10:32 pm
SJU
-
PDX
13h 49m
2 stops
American Airlines Logo
10:45 pm - 9:24 pm
PDX
-
SJU
19h 39m
1 stop
$478American Airlines
Mon, Feb 23 - Tue, Mar 3
American Airlines Logo
8:00 am - 11:50 pm
SJU
-
PDX
19h 50m
1 stop
American Airlines Logo
10:53 pm - 11:56 am
PDX
-
SJU
9h 03m
1 stop
$494American Airlines
Thu, Apr 2 - Sat, Apr 11
United Airlines Logo
1:40 pm - 10:54 pm
SJU
-
PDX
12h 14m
1 stop
United Airlines Logo
5:00 am - 8:38 pm
PDX
-
SJU
12h 38m
2 stops
$530United Airlines
Thu, Apr 30 - Tue, May 5
United Airlines Logo
12:15 am - 12:59 am
BQN
-
PDX
27h 44m
2 stops
United Airlines Logo
5:30 am - 11:09 pm
PDX
-
BQN
38h 39m
3 stops
$584United Airlines
Tue, Feb 17 - Tue, Feb 24
Sun Country Air Logo
1:09 am - 3:27 pm
BQN
-
PDX
18h 18m
2 stops
Sun Country Air Logo
5:35 am - 11:57 pm
PDX
-
BQN
14h 22m
2 stops
$750Sun Country Air
Booking Insights

KAYAK's insights & trends for flights to Portland

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

What is the cheapest month to fly to Portland?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Portland, 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 to Portland is March, where tickets cost $461 on average for one-way flights. On the other hand, the most expensive months are June and October, where the average cost of tickets from Puerto Rico is $655 and $567 respectively. For return trips, the best month to travel is March with an average price of $461.

How far in advance should I book a flight to Portland?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Portland, 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, you should book around 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 83 days before departure.

Good to know

Low seasonJanuary
Cheapest flight$182
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from San Juan to Portland

FAQs - booking Portland flights

  • How far is Portland Airport from central Portland?

    The city center of Portland is 6 miles from Portland Airport.

  • What is the name of Portland’s airport?

    Portland is served by Portland Airport, also commonly referred to as Portland or Portland Intl. The airport code is PDX.

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

    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 to Portland.

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

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

    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 Portland 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 to Portland?

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

  • How many direct flights to Portland are there each week?

    Each week there are around 1,727 direct flights from within Puerto Rico to Portland. The most common day for departures is Friday, with 16% of flights taking off on this day.

Top tips for finding cheap flights to Portland

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Portland flight deals.

Reviews of the top 4 airlines serving from Puerto Rico to Portland

 
See real verified KAYAK customer reviews for airlines flying to Portland. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Puerto Rico to Portland. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Portland? 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 4267 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Very convenient considering that is a non-stop flight, but the Aeromexico still has old model planes, so the entertainment was very poor and the space for carry-on luggage was very limited.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

This Japanese airline provides great service and very helpful in assisting their passengers.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Flight arrived 30 min early and bag was waiting at the baggage pickup. United Club HNL was one of the nicest in the system

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

On time on a day with lots of weather cancellations on other flights. Thank you for getting me home during a winter storm!

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Seaside
Vancouver
Salem
The Dalles
Lake Oswego
Clackamas
Stevenson
Government Camp
Carson
Kelso
Gleneden Beach
Gladstone
Oceanside
Dundee
Durham

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland