$184 Find Cheap Flights from Puerto Rico to Portland - Compare and Save

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 9/10. 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

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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

Fri, Aug 21 - Sat, Aug 29
American Airlines Logo
6:00 am - 6:59 pm
SJU
-
PDX
15h 59m
2 stops
American Airlines Logo
11:34 pm - 2:53 pm
PDX
-
SJU
12h 19m
2 stops
$436American Airlines
Thu, Sep 10 - Mon, Sep 21
American Airlines Logo
2:22 pm - 11:28 pm
SJU
-
PDX
12h 06m
1 stop
American Airlines Logo
11:08 pm - 3:40 pm
PDX
-
SJU
13h 32m
2 stops
$436American Airlines
Thu, Sep 10 - Mon, Sep 21
American Airlines Logo
10:16 am - 11:12 pm
SJU
-
PDX
15h 56m
2 stops
American Airlines Logo
11:08 pm - 8:47 pm
PDX
-
SJU
18h 39m
2 stops
$436American Airlines
Thu, Aug 20 - Sat, Aug 29
American Airlines Logo
12:55 am - 6:00 pm
SJU
-
PDX
20h 05m
1 stop
American Airlines Logo
11:34 pm - 11:15 pm
PDX
-
SJU
20h 41m
1 stop
$436American Airlines
Mon, Sep 14 - Fri, Sep 25
Southwest Logo
2:35 pm - 11:45 pm
SJU
-
PDX
12h 10m
2 stops
Southwest Logo
7:00 pm - 10:50 am
PDX
-
SJU
12h 50m
2 stops
$466Southwest
Fri, Sep 4 - Sun, Sep 6
Delta Logo
2:59 pm - 9:44 pm
SJU
-
PDX
9h 45m
1 stop
Delta Logo
7:00 am - 11:52 pm
PDX
-
SJU
13h 52m
1 stop
$466Delta
Thu, Oct 15 - Mon, Oct 19
Delta Logo
12:50 pm - 11:59 pm
SJU
-
PDX
14h 09m
2 stops
Delta Logo
8:44 pm - 1:49 pm
PDX
-
SJU
14h 05m
2 stops
$466Delta
Wed, Dec 2 - Sat, Dec 5
United Airlines Logo
8:30 am - 7:07 pm
SJU
-
PDX
14h 37m
2 stops
United Airlines Logo
8:00 am - 10:22 pm
PDX
-
SJU
10h 22m
1 stop
$486United Airlines
Fri, Aug 28 - Mon, Sep 7
United Airlines Logo
1:25 pm - 10:03 pm
SJU
-
PDX
11h 38m
1 stop
United Airlines Logo
11:09 pm - 1:53 pm
PDX
-
SJU
11h 44m
1 stop
$530United Airlines
Tue, Sep 1 - Thu, Sep 10
United Airlines Logo
1:00 am - 9:50 am
SJU
-
PDX
11h 50m
1 stop
United Airlines Logo
11:09 pm - 1:45 pm
PDX
-
SJU
11h 36m
1 stop
$536United Airlines
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 round-trip 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 January, where tickets cost $483 on average for return flights. On the other hand, the most expensive months are June and August, where the average cost of tickets from Puerto Rico is $686 and $618 respectively. For one-way flights, the best month to travel is October with an average price of $273.

Good to know

Low season

September

Cheapest flight

$184
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 5% 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 4,251 direct flights from within Puerto Rico to Portland. The most common day for departures is Sunday, with 18% 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 airlines flying 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.
7.4
United AirlinesOverall score based on 10061 reviews
8.1Crew
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
Airline reviews

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

10.0 ExcellentAnonymous, May 2026
DEN - PDX
Read more United Airlines reviews

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Not enough room between rows and food was gross. $160 baggage charge?! Never again.

East Lounge in Denver was terrible. Turning away active military on orders? Really? Sad.

Clean and plenty of room for handbaggage. Leg room was cramped compared with the 777 from Frankfurt.

they made me check my carryon. There was space in the overhead bins.

Cramped and uncomfortable seats. Not enough room for 6’2” person such as myself.

Pretty turbulent, but not anyone’s fault. They got us there. Impressed that they carried on with a drink service.

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

Seats were much more cramped then on the 737. Narrower and rows closer together. Flight was absolutely packed and the plugs under the seats didn't work. Was forced to check my bag even though previous flight had no issue with it.

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

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

Packed commercial flight was as comfortable as can be expected

We were re routed due to a flight cancellation. We did not fly out of Miami. We originally booked first class and were moved to coach without being compensated.

2 gate changes, several announced delays, not enough room and seats at the gate. Many had to stand while waiting. The actual flight was fine.

Heathrow is a nightmare in general (crowded, etc). BA was great - having to take a bus between the gate and the plane is a bummer.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Seaside
Vancouver
Salem
The Dalles
Stevenson
Lake Oswego
Clackamas
Carson
Government Camp
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