$183 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 12/3. 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

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
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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, Oct 28 - Tue, Nov 4
American Airlines Logo
7:05 am - 7:46 pmSJU-PDX
15h 41m2 stops
American Airlines Logo
10:45 pm - 1:43 pmPDX-SJU
10h 58m1 stop
$419American Airlines
Find Deal
Tue, Oct 7 - Sat, Oct 11
United Airlines Logo
7:00 am - 8:50 pmSJU-PDX
16h 50m2 stops
United Airlines Logo
10:32 pm - 12:00 pmPDX-SJU
10h 28m1 stop
$450United Airlines
Find Deal
Tue, Oct 14 - Wed, Oct 22
American Airlines Logo
3:00 pm - 9:31 amSJU-PDX
21h 31m1 stop
American Airlines Logo
5:05 am - 10:10 pmPDX-SJU
14h 05m2 stops
$457American Airlines
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Mon, Oct 6 - Sat, Oct 11
 Logo
1:59 am - 11:48 amSJU-PDX
36h 49m3 stops
 Logo
5:38 pm - 3:24 pmPDX-SJU
18h 46m2 stops
Thu, Feb 5 - Sun, Feb 15
Southwest Logo
5:35 am - 1:45 pmSJU-PDX
12h 10m2 stops
Southwest Logo
6:45 am - 12:05 amPDX-SJU
13h 20m2 stops
$466Southwest
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Tue, Oct 7 - Sat, Oct 11
United Airlines Logo
2:55 pm - 10:58 pmSJU-PDX
11h 03m1 stop
United Airlines Logo
10:32 pm - 12:00 pmPDX-SJU
10h 28m1 stop
$467United Airlines
Find Deal
Fri, Oct 10 - Fri, Oct 17
American Airlines Logo
3:00 pm - 9:31 amSJU-PDX
21h 31m1 stop
American Airlines Logo
11:58 pm - 2:55 pmPDX-SJU
11h 57m2 stops
$473American Airlines
Find Deal
Tue, Oct 7 - Fri, Oct 10
Delta Logo
1:06 pm - 11:57 pmSJU-PDX
13h 51m2 stops
Delta Logo
12:40 am - 2:11 pmPDX-SJU
10h 31m1 stop
$482Delta
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Wed, Dec 24 - Fri, Jan 2
Sun Country Air Logo
5:14 pm - 8:11 amSJU-PDX
18h 57m1 stop
Sun Country Air Logo
6:14 pm - 2:10 pmPDX-SJU
15h 56m1 stop
$525Sun Country Air
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Thu, Sep 25 - Tue, Sep 30
Delta Logo
2:26 pm - 9:47 pmSJU-PDX
10h 21m1 stop
Delta Logo
5:50 pm - 4:20 pmPDX-SJU
19h 30m2 stops
$545Delta
Find Deal

Everything you should know

When to book
4 weeks
in advance
Our data shows that travelers who book at least 4 weeks in advance save around 12% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 26% price drop
May
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$419
Overall average: $470
American Airlines
Tue 10/28Tue 11/4
SJU - PDX • 2 stops
Cheapest one-way
$183
Typical prices: $255-479
Multiple Airlines
Wed 12/3
SJU - PDX • 2 stops
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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 Portland!
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 February, where tickets cost $386 on average for return flights. On the other hand, the most expensive months are November and June, where the average cost of tickets from Puerto Rico is $694 and $655 respectively. For one-way flights, the best month to travel is February with an average price of $386.

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 4 weeks before departure, which saves you about 12% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Good to know

Low seasonMarch
Cheapest flight$183
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly and prices are also 7% lower on average.
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.

  • What is the cheapest day to fly to Portland?

    Based on KAYAK data, the cheapest day to fly to Portland is Thursday where round-trip tickets can be as cheap as $471. On the other hand, the most expensive day to fly is Saturday, where round-trip prices are $595 on average.

  • 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.

  • What is the cheapest time of day to fly to Portland?

    The cheapest time of day to fly to Portland is generally at night, when round-trip flights cost $430 on average. The most expensive time of day to fly to Portland is generally in the morning, which is peak travel time and where the average cost of a ticket is $537.

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

    Each week there are around 2,281 direct flights from within Puerto Rico to Portland. The most common day for departures is Monday, with 15% 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 5 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 4245 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.1Boarding
8.6Crew
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

Was good. I miss the free 2 checked bags. That was part of what made Southwest special

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

The airport crew helped a lot, what I didn’t like? We were not informed that we needed to pick our luggage’s, if the crew at the luggage center didn’t tell me I would have been home without my belongings, I was heading out to my next connecting flight while looking for what gate to go to, I asked one of the crews for help, he told me and he also told me to not forget to grab my luggage’s which was chocking, because on my way out the country that wasn’t required, I just hope none of your customers lost their luggage’s because of this.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

The flight crew was friendly. I tried to adjust my seat online ahead of time but no option existed without additional fees. My friend asked at the gate about a seat change and was able to make it happen. That was great! The flight crew moved a very tall gentleman and his companion which allowed us to have more space which was nice. Overall, good experience. Appreciated the blanket and pillow.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

The delayed flight was awful and moving the departure gate twice was annoying

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

The flight was on time and crew were nice, seats were tight and there was entertainment available

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

very difficult boarding process - aggressive passengers not the friendliest crew

WiFi was not eorkig (again) And the plane was from 1990 with the screens which were.not touch and most didn’t even work and if lucky could tune in tv

I paid extra for a seat closer to the front. The TV didn’t work at all for the entire flight. Would have been nice to know before I purchased an “upgraded “ seat

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

Worst flight experience ever flights canceled. JetBlue told us just did not even bother standing in line to come back in one and a half hours then without any information we had to go pick up all of our luggage and spend over $2000 in accommodation just to get home. JetBlue said that the next flight available for us to get home would be three days later. Absolutely absurd hasn’t offered to give us any compensation do not fly JetBlue horrible company. They said it was based on the weather and the weather is great in all locations that we would’ve been flying to total hoax. I think it’s a conspiracy theory.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Too many long delays with JetBlue. Worst major airline that serves JFK but unfortunately I keep going back because of the prices.

My JetBlue experience was nice. The flights ran on time, the aircraft was clean and comfortable, and the flight attendants were attentive. My only issue, which is isolated to the low-cost (budget) option at JetBlue, is that the check in process makes the user feel that they have to buy their seats. The seats offered for purchase are upgrades from the budget seats you get (which are essentially the last seats remaining). The interface should not make it feel like you must purchase a seat.

The plane was late to leave.. Internet was lousy. TV was not working. when we arrived, We stayed on the plane for a long time before we got to the gate. It took us a long time to retrieve our luggage because they didn’t know what carousel to send them to. It was a bad experience.

flight cancelled after 2 delays. left us sitting in JFK at 1am. no customer service to assist rebooking.

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