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Puerto Rico

$139+ Cheap flights from Portland (PDX) to Puerto Rico

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 11/22. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Dec 12 — Dec 191
Fri 12/12
Fri 12/19
1 adult, Economy
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Find flight deals from Portland to Puerto Rico

Cheapest flights from Portland to Puerto Rico
Explore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 12, 2025.

This Southwest deal was found by Cheapflights users on 11/11. 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 12/86:55 pmPDX - SJU
2 stops11h 30mSouthwest
Fri 12/123:30 pmSJU - PDX
2 stops12h 50mSouthwest
Deal found 11/11$375
This Southwest deal was found by Cheapflights users on 11/12. 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 12/96:55 pmPDX - SJU
2 stops11h 30mSouthwest
Tue 12/1611:20 amSJU - PDX
2 stops15h 10mSouthwest
Deal found 11/12$397
This American Airlines deal was found by Cheapflights users on 11/10. 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 12/910:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
Thu 12/117:00 amSJU - PDX
2 stops14h 28mAmerican Airlines
Deal found 11/10$414
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/97:30 pmPDX - SJU
2 stops13h 28mDelta
Thu 12/187:00 amSJU - PDX
2 stops21h 15mDelta
Deal found 11/11$419
This Southwest deal was found by Cheapflights users on 11/11. 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.
Thu 12/118:00 amPDX - SJU
2 stops12h 35mSouthwest
Thu 12/1811:55 amSJU - PDX
2 stops16h 25mSouthwest
Deal found 11/11$444
This American Airlines deal was found by Cheapflights users on 11/10. 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 12/105:59 pmPDX - SJU
2 stops14h 00mAmerican Airlines
Tue 12/167:00 amSJU - PDX
2 stops14h 28mAmerican Airlines
Deal found 11/10$457
This American Airlines deal was found by Cheapflights users on 11/11. 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 12/25:30 amPDX - SJU
2 stops15h 14mAmerican Airlines
Tue 12/912:49 pmSJU - PDX
1 stop15h 03mAmerican Airlines
Deal found 11/11$473
This Delta deal was found by Cheapflights users on 11/11. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/135:15 pmPDX - SJU
2 stops15h 43mDelta
Thu 12/187:00 amSJU - PDX
2 stops21h 15mDelta
Deal found 11/11$477
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1112:51 pmPDX - SJU
2 stops17h 04mMultiple Airlines
Thu 12/185:14 pmSJU - PDX
1 stop33h 39mMultiple Airlines
Deal found 11/11$478
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/147:26 pmPDX - SJU
2 stops47h 59mMultiple Airlines
Mon 12/225:02 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 11/11$481
This Delta deal was found by Cheapflights users on 11/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2311:15 pmPDX - SJU
1 stop10h 55mDelta
Thu 12/113:10 pmSJU - PDX
1 stop11h 00mDelta
Deal found 11/10$482
This American Airlines deal was found by Cheapflights users on 11/11. 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.
Sat 12/1310:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
Tue 12/2312:47 pmSJU - PDX
1 stop16h 12mAmerican Airlines
Deal found 11/11$492

Cheap flight deals from Portland to Puerto Rico

Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated November 12, 2025.

Round-trip from

$375
(Southwest)

One-way from

$139
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$612
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Puerto Rico 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 12, 2025.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.

Fly from

Portland

Fly to

Puerto Rico

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 12/10

8:00 am-12:35 am

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Wed 12/17

11:20 am-9:25 pm

2 stops14h 05m

$397

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/31

8:30 am-12:36 am

2 stops12h 06m

San Juan Luis Munoz Marin Intl

Tue 3/10

7:10 am-5:46 pm

2 stops13h 36m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

9:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-7:11 pm

2 stops15h 56m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 2/2

7:00 am-11:59 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Wed 3/11

6:15 am-7:11 pm

2 stops15h 56m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 2/2

5:15 pm-1:05 pm

2 stops15h 50m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:15 am-11:54 pm

2 stops20h 39m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

5:23 am-11:59 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:15 am-8:30 pm

2 stops17h 15m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 1/30

7:00 am-11:59 pm

1 stop12h 59m

San Juan Luis Munoz Marin Intl

Tue 3/10

6:15 am-11:54 pm

2 stops20h 39m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

3:50 pm-4:36 pm

2 stops20h 46m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-11:06 pm

2 stops25h 01m

$458

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

11:05 pm-2:40 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:45 am-12:39 am

2 stops20h 54m

$471

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/29

5:23 am-11:59 pm

2 stops14h 36m

San Juan Luis Munoz Marin Intl

Mon 2/2

3:55 pm-10:15 pm

1 stop10h 20m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 26 results
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Best time to book a flight from Portland to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland 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 Portland to Puerto Rico

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

Currently, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $186). Flying from Portland to Puerto Rico in December is currently the most expensive (average of $412). 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 PDX to PR?

Find hourly flight availability from Portland to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 12, 2025.

It’s typically best to fly out from Portland to Puerto Rico at noon. Doing so could potentially save you 65% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated November 12, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Portland to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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
8,009 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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
9,015 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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
11,049 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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
Spirit Airlines
6.3
Okay
8,139 reviews
Southwest
8.0
Very good
4,235 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Crew

8.6

Overall

8.0

Entertainment

7.5

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 Portland to Puerto Rico. 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 from for flights from Portland to Puerto Rico?

    Located just 6.0 mi from the city center, Portland (PDX) is the airport most travelers will use when flying to Puerto Rico from Portland.

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

    There are many flights that can get you from Portland to Puerto Rico in 12h 06m. Fly via Southwest, United Airlines, or Delta to get the fastest option. The distance between Portland and Puerto Rico is about 3710 mi. This flight may include one or multiple stops.

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

    Most travelers choose Portland - San Juan Luis Munoz Marin Intl, Portland - Vieques or Portland - Aguadilla Borinquen when deciding on the best route from Portland to Puerto Rico.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Puerto Rico 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 Portland to Puerto Rico?

    Currently, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $186). Flying from Portland to Puerto Rico in December is currently the most expensive (average of $412). 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

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Alternative routes for Portland to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Luis Munoz Marin Intl flights
Boise to Luis Munoz Marin Intl flights
Portland to Saint Thomas Island flights
Portland to Nassau flights
Portland to Providenciales flights
Portland to Montego Bay flights
Portland to Punta Cana flights
Portland to Santiago de los Caballeros flights
Portland to Oranjestad flights
Portland to Santo Domingo flights
Portland to Bridgetown flights
Portland to St. George's flights
Portland to Road Town flights
Eugene to Luis Munoz Marin Intl flights
Portland to Christiansted flights
Portland to Willemstad flights
Portland to Simpson Bay flights
Boise to Nassau flights
Portland to Basseterre flights
Boise to Saint Thomas Island flights
Portland to Puerto Plata flights
Portland to St. John's flights
Boise to Punta Cana flights
Portland to Kralendijk flights
Portland to George Town flights
Portland to Port of Spain flights
Portland to Georgetown flights
Portland to Freeport flights
Medford to Luis Munoz Marin Intl flights
Portland to Kingston flights
Portland to Castries flights
Boise to Castries flights
Eugene to Punta Cana flights
Boise to Bridgetown flights
Portland to Havana flights
Redmond to Santo Domingo flights
Redmond to Nassau flights
Boise to Kralendijk flights
Boise to Havana flights
Boise to Oranjestad flights
Eugene to Nassau flights
Portland to Rock Sound flights
Boise to Port of Spain flights
Boise to Montego Bay flights
Redmond to Saint Thomas Island flights
Redmond to Havana flights
Portland to Governor’s Harbour flights
Redmond to Montego Bay flights
Boise to St. George's flights

Top 6 airlines flying from Portland to Puerto Rico

Discover the top 6 airlines that operate flights from Portland to Puerto Rico. 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$343Average$595FlexibilityNo cancel feeOn-time71%
DeltaCheapest$349Average$524FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$400Average$575FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$635FlexibilityNo cancel feeOn-time63%

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