$200 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 9/12. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% 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.

Flights Deals
Booking Insights
Flights 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

Sat, Oct 11 - Fri, Oct 17
Delta Logo
7:15 am - 10:27 pmSJU-PDX
18h 12m2 stops
Delta Logo
10:58 pm - 12:52 pmPDX-SJU
10h 54m1 stop
$399Delta
Find Deal
Fri, Aug 29 - Sun, Aug 31
American Airlines Logo
2:55 pm - 9:24 amSJU-PDX
21h 29m1 stop
American Airlines Logo
7:40 am - 11:59 pmPDX-SJU
13h 19m2 stops
$408American Airlines
Find Deal
Fri, Sep 19 - Sat, Sep 27
Delta Logo
2:15 pm - 9:37 pmSJU-PDX
10h 22m1 stop
Delta Logo
10:05 pm - 11:48 amPDX-SJU
10h 43m1 stop
$409Delta
Find Deal
Thu, Sep 11 - Thu, Sep 18
American Airlines Logo
1:40 pm - 12:05 amSJU-PDX
13h 25m2 stops
American Airlines Logo
8:31 am - 11:37 pmPDX-SJU
12h 06m2 stops
$418American Airlines
Find Deal
Sat, Oct 11 - Fri, Oct 17
American Airlines Logo
7:10 am - 9:02 pmSJU-PDX
16h 52m1 stop
American Airlines Logo
11:58 pm - 2:08 pmPDX-SJU
11h 10m1 stop
$419American Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
Spirit Airlines Logo
11:59 am - 11:12 amSJU-PDX
26h 13m3 stops
Spirit Airlines Logo
8:04 pm - 6:34 pmPDX-SJU
19h 30m2 stops
$428Spirit Airlines
Find Deal
Fri, Sep 19 - Fri, Oct 3
United Airlines Logo
1:05 am - 9:23 amSJU-PDX
11h 18m1 stop
United Airlines Logo
5:00 am - 5:30 pmPDX-SJU
9h 30m1 stop
$489United Airlines
Find Deal
Mon, Aug 25 - Tue, Sep 2
Spirit Airlines Logo
2:11 am - 6:57 pmSJU-PDX
19h 46m3 stops
Spirit Airlines Logo
7:52 pm - 11:57 pmPDX-SJU
25h 05m3 stops
$492Spirit Airlines
Find Deal
Thu, Sep 11 - Thu, Sep 18
United Airlines Logo
1:25 pm - 9:37 pmSJU-PDX
11h 12m1 stop
United Airlines Logo
6:27 pm - 12:00 pmPDX-SJU
14h 33m2 stops
$510United Airlines
Find Deal
Thu, Aug 28 - Sun, Aug 31
Southwest Logo
5:50 am - 4:00 pmSJU-PDX
13h 10m1 stop
Southwest Logo
9:05 pm - 12:40 pmPDX-SJU
12h 35m1 stop
$557Southwest
Find Deal
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 $696 and $669 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 2 weeks before departure, which saves you about 25% 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$200
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly and prices are also 6% 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 2,024 direct flights from within Puerto Rico to Portland. The most common day for departures is Friday, 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 4241 reviews
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Ok. Get a different kosher caterer. The food was odd.

Food was terrible. Crew was kind but skipped over my row for providing sandwiches and beverages.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Lost luggage, they need a baggage service representative available all times in Atlanta

Our experience on United Airlines was extremely poor. The plane was extremely cold throughout our entire flight- which multiple people complained about- and we had to wait 2 hours to get a blanket which was too thin and barely helped warm us up. As well as this, none of the entertainment features were working so we had to sit through a roughly 10 hour flight with nothing to keep our attention, including the actual flight path screen. It was an extremely disappointing experience and I would hope that this gets fixed if we ever choose United Airlines again.

I really enjoyed flying with United airlines amazing experience , good customer service and great food

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.

To not have food or proper snacks on a 5 hour flight was the worst.

I especially liked the lead crew officer. His boarding and safety announcements were made with a bit of novelty and humor. The flight also left the gate 10 minutes early and we landed about 20 minutes early… It was a delightful flight…

There were mutliple delays. There was inconsistent, delayed, and poor communication regarding the delays.

Spend hours delayed with no food, water anything sitting on the aieplane with no ability to eat or use the restroom. My entire experience was the absolute worst. I will never fly jet Blue again.

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Very clean and comfortable cabin. Amazing Mediterranean salad for lunch before landing. Great range of films to watch. Really quiet and easy to sleep on the flight also. The initial food was a bit weird: odd fried chicken pieces in some weird white gloop, but that would be my lack of cultural knowledge on the grub. Salad more than made up for it at the other end. Staff were super attentive and helpful. Great and easy flight

International baggage recheck process in Philadelphia was a disaster. Waited 1 hour and 45 minutes to receive our bags. Waited 15 minutes to recheck bags, flight notification boards were blank so we asked an AA representative for our connecting gate and we were directed to the wrong terminal and gate. Our connection window was over 3 hours and we made our flight by 5 minutes. We pulled away from the gate and sat on the runway for 1 1/2 hours. 1 of our 4 bags didn’t make it to Phoenix. The mobile app for lost baggage didn’t work, the AA rep had to manually fix.

I miss my flight and they could not rebook me that day because the other flight was full, and for the next day I had to pay a whole new fee again which I think is unprofessional

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Salem

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.