$284 Find Cheap Flights from Puerto Rico to Portland

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight to Portland departing on 4/19. 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

Search 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 Flight Deals 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.

Recent round-trip flight deals from Puerto Rico to Portland

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Puerto Rico to Portland.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
9:35 pm - 9:12 amSJU-PWM
11h 37m1 stop
9:09 pm - 2:49 amPWM-SJU
29h 40m1 stop
$284Frontier
Find Deal
Sat, Apr 19 - Sat, Apr 26
2:55 am - 9:12 amSJU-PWM
30h 17m1 stop
9:09 pm - 2:49 amPWM-SJU
29h 40m1 stop
$289Frontier
Find Deal
Fri, Apr 18 - Sat, Apr 26
3:34 pm - 11:59 pmSJU-PWM
8h 25m1 stop
5:30 am - 4:03 pmPWM-SJU
10h 33m1 stop
$328Delta
Find Deal
Fri, Apr 4 - Sun, Apr 13
2:55 am - 9:12 amSJU-PWM
30h 17m1 stop
10:08 am - 1:06 pmPWM-SJU
26h 58m1 stop
$369Frontier
Find Deal
Thu, Apr 3 - Sun, Apr 13
1:20 pm - 11:37 pmSJU-PWM
10h 17m1 stop
2:20 pm - 10:50 pmPWM-SJU
8h 30m1 stop
$429JetBlue
Find Deal
Fri, Aug 15 - Sat, Aug 23
3:25 am - 1:23 pmSJU-PWM
9h 58m1 stop
2:20 pm - 10:50 pmPWM-SJU
8h 30m1 stop
$454JetBlue
Find Deal
Thu, Aug 14 - Sat, Aug 23
5:30 am - 10:49 pmSJU-PWM
17h 19m1 stop
6:00 am - 8:28 pmPWM-SJU
14h 28m2 stops
$463American Airlines
Find Deal
Sat, Apr 19 - Sat, Apr 26
8:40 am - 12:35 amSJU-PWM
15h 55m1 stop
10:58 am - 9:45 pmPWM-SJU
10h 47m2 stops
$549American Airlines
Find Deal
Fri, Aug 15 - Sat, Aug 23
10:45 am - 12:05 amSJU-PWM
13h 20m2 stops
5:50 pm - 1:15 amPWM-SJU
7h 25m1 stop
$561Southwest
Find Deal
Fri, Apr 4 - Sun, Apr 13
10:45 am - 12:05 amSJU-PWM
13h 20m2 stops
12:40 pm - 12:40 amPWM-SJU
12h 00m2 stops
$616Southwest
Find Deal
Fri, Apr 4 - Sun, Apr 13

Flights to Portland - Travel Insights & Trends

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 day to fly to Portland?

The average price of all round-trip flights to Portland clicked on KAYAK for each day over the last 12 months.
Based on KAYAK data, the cheapest day to fly to Portland is Thursday where round-trip tickets can be as cheap as $505. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $634 on average.

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

The average price for all round-trip flights to Portland depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Portland is generally at night, when round-trip flights cost $336 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 $548.

Good to know

Low season

September

High season

April

Cheapest flight

$284
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 66% increase in price.
Flight from San Juan to Portland

FAQs - booking Portland flights

  • How far is Portland Airport from central Portland?

    You’ll need to travel 3 miles to reach the Portland city center 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 Jetport. The airport code is PWM.

  • 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 331 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.

See more FAQs

Top tips for finding cheap flights to Portland

  • High season is considered to be March, April and May. The cheapest month to fly from Puerto Rico is September.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Portland flight deals.

Top airline 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.
8.0
DeltaOverall score based on 8220 reviews
8.5Crew
7.3Food
8.0Comfort
8.2Boarding
7.9Entertainment
Airline reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

10.0 ExcellentStephen, Feb 2025SFO - JFK
Read more Delta reviews

Boarding is, as it always is… horrible. Gate lice. Slow moving zones. Too many people with carry ons

I loved having a most black flight crew during Black History Month; rather by design or accident I appreciated the representation. ❤️

This was the second flight this week with flight attendant Marcus I’m not sure if his last name is Lane or Lang but this guy is awesome. He funny, attentive and his service is 5 stars. Marcus makes business travel more enjoyable !

Although the flight left late, we arrived early. It was one of the quickest boarding and off boarding experiences I’ve had. It was kind of annoying the only drinks they had were water, coffee, and tea. The flight was very smooth, temperature was just right, and flight attendants were friendly.

Lower number on this flight so spaced out passengers. Able to enjoy more room to relax during flight. It was lovely.

Everything was ok!! Just bags came up a little be late.

Tasty snacks. On-time departure and early arrival. Luggage arrived quickly at the carrousel. The only negative was a man behind us that was heavily inebriated. He was served 3 double drinks during the flight. There was no telling how much he had before the flight. He was so out of it that he spilled a drink and broke the heavy liquor glass on the floor. I don't believe he should have been served so much alcohol on a two-hour flight.

Kind staff. Snacks are small but that’s the new normal.

The young man who was our flight attendant in first class was lazy and did not do his job well at all. Never offered drinks upon boarding - actually I take that back... said "are you okay with water" as if I do not want to get you anything else, only passed the snacks around once, got my drink order wrong and then never offered a second round of drinks. He was the worst I have ever seen on Delta and we fly a lot.

The crew was very kind and always smiling. The seats were great and I was very comfortable during the flight. The only thing I didn't like was that the lavatories got really dirty at some point during the flight. Other than that my experience was great

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Jackson
Freeport
Intervale

Everything you need to know for your flight to Portland

Information on the airport you'll fly into in Portland

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