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Puerto Rico

$195+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
1 adult, Economy
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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 septiembre 17, 2025.

Round-trip from

$383
(Frontier)

One-way from

$195
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$481
From Portland to Puerto Rico
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One-way flight from Portland to Puerto Rico
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Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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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 septiembre 17, 2025.

This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/1712:43 pmPDX - SJU
2 stops20h 33mFrontier
vie. 10/249:06 pmSJU - PDX
2 stops17h 42mFrontier
Deal found 9/17$383
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/3012:52 pmPDX - SJU
2 stops24h 18mFrontier
mié. 11/51:59 amSJU - PDX
2 stops13h 57mFrontier
Deal found 9/15$384
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2812:52 pmPDX - SJU
2 stops19h 27mFrontier
vie. 11/710:39 pmSJU - PDX
2 stops17h 17mFrontier
Deal found 9/15$390
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 10/2412:43 pmPDX - SJU
2 stops20h 33mFrontier
vie. 11/72:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 9/15$391
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/2812:52 pmPDX - SJU
2 stops19h 27mFrontier
dom. 11/22:03 amSJU - PDX
2 stops13h 53mFrontier
Deal found 9/16$406
This United Airlines deal was found by Cheapflights users on 9/15. 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.
mié. 11/125:00 amPDX - SJU
1 stop9h 25mUnited Airlines
mar. 11/187:45 amSJU - PDX
2 stops14h 51mUnited Airlines
Deal found 9/15$419
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/247:15 amPDX - SJU
2 stops23h 37mFrontier
lun. 9/299:07 amSJU - PDX
2 stops18h 05mFrontier
Deal found 9/15$425
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/278:02 amPDX - SJU
2 stops22h 50mFrontier
lun. 9/299:07 amSJU - PDX
2 stops18h 05mFrontier
Deal found 9/15$428
This United Airlines deal was found by Cheapflights users on 9/17. 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.
vie. 10/176:25 pmPDX - SJU
2 stops15h 09mUnited Airlines
jue. 10/231:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 9/17$448
This United Airlines deal was found by Cheapflights users on 9/16. 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.
lun. 10/1310:17 pmPDX - SJU
1 stop10h 43mUnited Airlines
jue. 10/161:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 9/16$449
This Southwest deal was found by Cheapflights users on 9/15. 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.
mié. 11/126:15 amPDX - SJU
2 stops13h 05mSouthwest
mar. 11/188:55 amSJU - PDX
2 stops13h 20mSouthwest
Deal found 9/15$450
This United Airlines deal was found by Cheapflights users on 9/14. 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.
dom. 10/510:17 pmPDX - CPX
2 stops15h 34mUnited Airlines
mar. 10/1410:13 amCPX - PDX
2 stops13h 53mUnited Airlines
Deal found 9/14$995

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 septiembre 17, 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

mar. 1/20

12:55 am-3:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

mié. 1/28

2:12 pm-9:35 pm

1 stop11h 23m

$419

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

mié. 2/18

7:11 am-11:57 pm

2 stops12h 46m

Aguadilla Borinquen

mar. 2/24

1:09 am-1:44 pm

2 stops16h 35m

$431

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 1/8

5:45 pm-2:16 pm

2 stops16h 31m

San Juan Luis Munoz Marin Intl

sáb. 1/17

6:15 am-7:08 pm

2 stops16h 53m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

sáb. 11/8

12:35 am-5:20 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

jue. 11/13

2:10 pm-11:56 pm

2 stops13h 46m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

lun. 1/5

5:45 pm-2:16 pm

2 stops16h 31m

San Juan Luis Munoz Marin Intl

jue. 1/15

7:30 am-8:47 pm

2 stops17h 17m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

vie. 11/7

5:25 pm-3:11 pm

2 stops17h 46m

San Juan Luis Munoz Marin Intl

vie. 11/14

3:20 pm-10:05 pm

1 stop10h 45m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 10/28

5:50 am-10:45 pm

2 stops13h 55m

San Juan Luis Munoz Marin Intl

lun. 11/3

11:20 am-9:25 pm

2 stops14h 05m

$508

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

mar. 3/3

7:11 am-11:57 pm

2 stops12h 46m

Aguadilla Borinquen

mié. 3/4

1:09 am-12:19 am

3 stops27h 10m

$537

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

vie. 10/10

10:58 pm-1:12 pm

1 stop11h 14m

San Juan Luis Munoz Marin Intl

sáb. 10/18

7:15 am-7:19 pm

2 stops15h 04m

$545

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 10/28

11:59 pm-2:40 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

vie. 11/7

8:10 am-10:33 pm

1 stop18h 23m

$561

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 39 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, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $254). Flying from Portland to Puerto Rico in June is currently the most expensive (average of $339). 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 septiembre 17, 2025.

When flying from Portland to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 septiembre 17, 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
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

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 10h 25m. Fly via Delta or United Airlines 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 - Culebra or Portland - Vieques 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, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $254). Flying from Portland to Puerto Rico in June is currently the most expensive (average of $339). 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
Boise to Punta Cana flights
Portland to Nassau flights
Portland to Punta Cana flights
Portland to Montego Bay flights
Portland to Oranjestad flights
Portland to Saint Thomas Island flights
Portland to Santiago de los Caballeros flights
Boise to Nassau flights
Portland to Santo Domingo flights
Portland to Willemstad flights
Portland to Providenciales flights
Eugene to Luis Munoz Marin Intl flights
Portland to Christiansted flights
Boise to Saint Thomas Island flights
Portland to Road Town flights
Portland to Kingston flights
Portland to Simpson Bay flights
Portland to Castries flights
Portland to Bridgetown flights
Portland to Puerto Plata flights
Portland to George Town flights
Portland to St. John's flights
Boise to George Town flights
Medford to Luis Munoz Marin Intl flights
Portland to St. George's flights
Portland to Kralendijk flights
Medford to George Town flights
Portland to Havana flights
Boise to Oranjestad flights
Boise to Georgetown flights
Redmond to Saint Thomas Island flights
Boise to Castries flights
Boise to Havana flights
Eugene to Punta Cana flights
Eugene to Nassau flights
Portland to Port of Spain flights
Portland to Basseterre flights
Portland to Gregory Town flights
Redmond to Havana flights
Redmond to Castries flights
Boise to Bridgetown flights
Eugene to George Town flights
Boise to Kralendijk flights
Boise to Santo Domingo flights
Boise to Montego Bay flights
Medford to Havana flights
Boise to Freeport 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$341Average$579FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$537FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$573FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$450Average$636FlexibilityNo cancel feeOn-time63%

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