$176 Find Cheap Flights from Portland to Puerto Rico - 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 from Portland to Puerto Rico departing on 10/23. 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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Book Cheap Portland to Puerto Rico Plane Tickets

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

Tue, Oct 20 - Mon, Oct 26
Delta Logo
4:15 pm - 11:44 pm
PWM
-
SJU
7h 29m
1 stop
Delta Logo
6:45 am - 3:35 pm
SJU
-
PWM
8h 50m
1 stop
$352Delta
Wed, Sep 16 - Wed, Sep 23
Delta Logo
4:20 pm - 11:49 pm
PWM
-
SJU
7h 29m
1 stop
Delta Logo
1:16 pm - 11:56 pm
SJU
-
PWM
10h 40m
1 stop
$352Delta
Tue, Sep 22 - Mon, Sep 28
United Airlines Logo
6:00 am - 8:38 pm
PWM
-
SJU
14h 38m
2 stops
United Airlines Logo
1:00 am - 9:08 am
SJU
-
PWM
8h 08m
1 stop
$352United Airlines
Tue, Sep 22 - Mon, Sep 28
United Airlines Logo
6:00 am - 8:38 pm
PWM
-
SJU
14h 38m
2 stops
United Airlines Logo
1:00 am - 2:38 pm
SJU
-
PWM
13h 38m
2 stops
$352United Airlines
Fri, Oct 30 - Fri, Nov 6
Southwest Logo
5:30 pm - 12:05 am
PWM
-
SJU
6h 35m
1 stop
Southwest Logo
5:35 am - 1:05 pm
SJU
-
PWM
8h 30m
2 stops
$363Southwest
Fri, Oct 30 - Mon, Nov 2
Southwest Logo
3:25 pm - 1:20 am
PWM
-
SJU
9h 55m
2 stops
Southwest Logo
6:05 am - 4:30 pm
SJU
-
PWM
11h 25m
2 stops
$363Southwest
Sat, Oct 10 - Fri, Oct 16
Multiple Airlines Logo
5:09 pm - 1:53 am
PWM
-
SJU
32h 44m
2 stops
Multiple Airlines Logo
4:39 pm - 5:51 pm
SJU
-
PWM
25h 12m
1 stop
$403Multiple Airlines
Tue, Oct 20 - Mon, Oct 26
American Airlines Logo
6:00 am - 3:38 pm
PWM
-
SJU
9h 38m
2 stops
American Airlines Logo
7:30 am - 4:09 pm
SJU
-
PWM
8h 39m
1 stop
$408American Airlines
Tue, Oct 20 - Mon, Oct 26
American Airlines Logo
7:00 am - 10:22 pm
PWM
-
SJU
15h 22m
2 stops
American Airlines Logo
10:36 am - 10:31 pm
SJU
-
PWM
11h 55m
2 stops
$408American Airlines
Wed, Dec 16 - Fri, Jan 1
Multiple Airlines Logo
9:48 am - 11:35 pm
PWM
-
SJU
12h 47m
1 stop
Multiple Airlines Logo
8:05 am - 11:48 am
SJU
-
PWM
28h 43m
1 stop
$773Multiple Airlines
Booking Insights

KAYAK's insights & trends for Portland to Puerto Rico flights

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

What is the cheapest month to fly from Portland to Puerto Rico?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Portland to Puerto Rico, 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 from Portland to Puerto Rico is October, when tickets cost $315 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $716 and $696 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Portland to Puerto Rico, 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 on the flight from Portland to Puerto Rico, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Find deals

Good to know

Low season

June

Cheapest flight

$176
Best time to beat the crowds but there is an average 34% increase in price.
Most popular time to fly with an average 42% increase in price.
Flight from Portland to San Juan

FAQs - booking Puerto Rico flights

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

    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 from Portland to Puerto Rico.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Portland to Puerto Rico is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Portland to Puerto Rico?

    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 from Portland to Puerto Rico 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 from Portland to Puerto Rico?

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

Everything you need to know for your flight from Portland to Puerto Rico

Information on your arrival and departure airports

Portland (PWM)