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$209+ Cheap flights from Puerto Rico to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — PDX
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find flight deals from Puerto Rico to Portland

Cheapest flights from Puerto Rico to Portland
Explore the most affordable flight options available from Puerto Rico to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/22:05 pmSJU - PDX
2 stops12h 30mSouthwest
Tue 12/96:55 pmPDX - SJU
2 stops11h 30mSouthwest
Deal found 11/2$397
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/82:10 pmSJU - PDX
1 stop11h 35mUnited Airlines
Thu 12/115:00 amPDX - SJU
2 stops13h 22mUnited Airlines
Deal found 11/3$419
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Tue 1/611:01 pmPDX - SJU
1 stop14h 00mAmerican Airlines
Deal found 11/2$427
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/183:56 pmSJU - PDX
1 stop11h 30mAmerican Airlines
Thu 12/410:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
Deal found 11/2$482
This eDestinos deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/233:55 amSJU - PDX
2 stops35h 48mMultiple Airlines
Fri 1/211:20 pmPDX - SJU
1 stop27h 14mMultiple Airlines
Deal found 11/3$492
This eDestinos deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/225:22 pmSJU - PDX
2 stops31h 48mMultiple Airlines
Tue 1/66:14 amPDX - SJU
2 stops29h 59mMultiple Airlines
Deal found 11/3$496
This American Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Fri 1/23:02 pmPDX - SJU
1 stop9h 58mAmerican Airlines
Deal found 11/3$501
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:55 amSJU - PDX
2 stops14h 25mSouthwest
Thu 12/116:15 amPDX - SJU
2 stops11h 50mSouthwest
Deal found 11/3$520
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/251:09 amBQN - PDX
3 stops16h 38mUnited Airlines
Thu 12/115:00 amPDX - BQN
2 stops14h 57mUnited Airlines
Deal found 11/1$703
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/141:09 amBQN - PDX
3 stops16h 38mUnited Airlines
Fri 11/2811:59 pmPDX - BQN
3 stops19h 58mUnited Airlines
Deal found 11/2$1,121

Cheap flight deals from Puerto Rico to Portland

Keep the following information in mind while searching for Puerto Rico to Portland flight deals. Data was last updated November 3, 2025.

Round-trip from

$397
(Southwest)

One-way from

$209
(Kiwi.com)

Popular in

November

Cheapest in

February

Average price

$685
From Puerto Rico to Portland
Search Deals
One-way flight from Puerto Rico to Portland
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($85 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Puerto Rico to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Puerto Rico to Portland that are best for you.

Fly from

Puerto Rico

Fly to

Portland

Route

Depart

Return

Price

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 12/2

2:05 pm-10:35 pm

2 stops12h 30m

Portland

Tue 12/9

6:55 pm-10:25 am

2 stops11h 30m

$397

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/8

2:10 pm-9:45 pm

1 stop11h 35m

Portland

Thu 12/11

5:00 am-10:22 pm

2 stops13h 22m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Thu 2/26

6:15 am-6:50 pm

2 stops16h 35m

Portland

Mon 3/2

7:00 am-11:58 pm

1 stop12h 58m

$419

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/22

10:25 am-12:59 am

1 stop18h 34m

Portland

Tue 1/6

11:01 pm-5:01 pm

1 stop14h 00m

$427

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Tue 11/18

2:47 pm-11:31 pm

1 stop12h 44m

Portland

Thu 12/4

10:15 pm-10:09 pm

1 stop19h 54m

$482

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Wed 2/25

2:05 am-2:48 pm

2 stops16h 43m

Portland

Mon 3/2

3:50 pm-2:40 pm

2 stops18h 50m

$499

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Wed 2/25

1:09 am-2:48 pm

2 stops17h 39m

Portland

Mon 3/2

7:00 am-11:57 pm

2 stops12h 57m

$509

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Mon 12/8

8:55 am-7:20 pm

2 stops14h 25m

Portland

Thu 12/11

6:15 am-10:05 pm

2 stops11h 50m

$520

San JuanPortland

SJU - PDX

SJUPDX

San Juan Luis Munoz Marin Intl

Fri 11/14

7:45 am-8:38 pm

2 stops16h 53m

Portland

Fri 11/14

11:59 pm-3:40 pm

1 stop11h 41m

$540

AguadillaPortland

BQN - PDX

BQNPDX

Aguadilla Borinquen

Tue 11/25

1:09 am-1:47 pm

3 stops16h 38m

Portland

Thu 12/11

5:00 am-11:57 pm

2 stops14h 57m

$703

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 18 results
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Best time to book a flight from Puerto Rico to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Puerto Rico with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Puerto Rico to Portland?

Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Portland (average of $228). Flying from Puerto Rico to Portland in October is currently the most expensive (average of $488). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PR to PDX?

Find hourly flight availability from Puerto Rico to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 12% on flights from Puerto Rico to Portland by exploring options for tickets in the afternoon.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Puerto Rico to Portland, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
8,002 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,038 reviews
Southwest
8.0
Very good
4,238 reviews

Comfort

8.0

Food

7.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Puerto Rico to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Puerto Rico?

    Portland (PDX), located 6.0 mi from the city center, is the airport you fly into when you book flights from Puerto Rico to Portland.

  • How long is the flight from Puerto Rico to Portland?

    For as low as $419, Southwest can have you in Portland from Puerto Rico in 11h 35m. There are 3710 mi between Puerto Rico and Portland. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Puerto Rico to Portland?

    When deciding which route to take from Puerto Rico to Portland consider San Juan Luis Munoz Marin Intl - Portland, Aguadilla Borinquen - Portland or Culebra - Portland as they are the most popular.

  • Can I find deals for flights from Puerto Rico to Portland that include hotel bookings?

    Yes. In addition to deals on Puerto Rico to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Puerto Rico to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Puerto Rico to Portland.

  • Can I find deals for business class flights from Puerto Rico to Portland?

    Yes. Cheapflights offers flight deals from Puerto Rico to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Puerto Rico to Portland?

    Currently, September is the cheapest month in which you can book a flight from Puerto Rico to Portland (average of $228). Flying from Puerto Rico to Portland in October is currently the most expensive (average of $488). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Puerto Rico to Portland

Discover the top 4 airlines that operate flights from Puerto Rico to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$242Average$522FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$497FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$406Average$573FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$466Average$565FlexibilityNo cancel feeOn-time63%

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