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Puerto Rico

$173+ 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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
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 September 11, 2025.

Round-trip from

$418
(Frontier)

One-way from

$173
(Booking.com)

Popular in

December

Cheapest in

September

Average price

$453
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($42 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 September 11, 2025.

This Frontier deal was found by Cheapflights users on 9/8. 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.
Sun 11/93:26 pmPDX - SJU
2 stops17h 51mFrontier
Thu 11/132:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 9/8$393
This Frontier deal was found by Cheapflights users on 9/9. 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.
Fri 11/73:26 pmPDX - SJU
2 stops19h 16mFrontier
Sun 11/162:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 9/9$418
This Delta deal was found by Cheapflights users on 9/10. 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 11/910:10 pmPDX - SJU
1 stop10h 36mDelta
Thu 11/133:20 pmSJU - PDX
1 stop10h 45mDelta
Deal found 9/10$419
This Mytrip deal was found by Cheapflights users on 9/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:07 pmPDX - SJU
2 stops19h 57mSpirit Airlines
Mon 9/2910:42 amSJU - PDX
2 stops27h 29mSpirit Airlines
Deal found 9/9$430
This Mytrip deal was found by Cheapflights users on 9/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/258:00 amPDX - SJU
3 stops24h 04mMultiple Airlines
Mon 9/2910:42 amSJU - PDX
2 stops27h 29mMultiple Airlines
Deal found 9/9$432
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 11/125:00 amPDX - SJU
1 stop9h 25mUnited Airlines
Tue 11/182:05 amSJU - PDX
2 stops15h 42mUnited Airlines
Deal found 9/9$448
This United Airlines deal was found by Cheapflights users on 9/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/85:00 amPDX - SJU
1 stop9h 30mUnited Airlines
Tue 10/141:05 amSJU - PDX
2 stops14h 37mUnited Airlines
Deal found 9/10$451
This American Airlines deal was found by Cheapflights users on 9/11. 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 12/210:15 pmPDX - SJU
1 stop18h 42mAmerican Airlines
Thu 12/117:00 amSJU - PDX
1 stop18h 21mAmerican Airlines
Deal found 9/11$457
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 10/115:15 pmPDX - SJU
2 stops15h 45mUnited Airlines
Sat 10/181:30 pmSJU - PDX
1 stop10h 56mUnited Airlines
Deal found 9/9$462
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 10/89:55 amPDX - BQN
1 stop10h 14mUnited Airlines
Tue 10/1412:15 amBQN - PDX
1 stop11h 38mUnited Airlines
Deal found 9/9$612
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Sat 9/135:00 amPDX - BQN
2 stops15h 09mUnited Airlines
Sat 9/2012:15 amBQN - PDX
1 stop11h 38mUnited Airlines
Deal found 9/9$745
This Mytrip deal was found by Cheapflights users on 9/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2512:07 pmPDX - CPX
3 stops25h 44mMultiple Airlines
Mon 9/298:20 amCPX - PDX
3 stops29h 51mMultiple Airlines
Deal found 9/10$760

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 September 11, 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

Fri 11/14

11:12 pm-2:40 pm

1 stop11h 28m

San Juan Luis Munoz Marin Intl

Tue 11/18

8:10 am-6:36 pm

2 stops14h 26m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 11/8

12:35 am-5:20 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Thu 11/13

3:20 pm-11:58 pm

2 stops12h 38m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 10/11

10:32 pm-12:00 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Fri 10/17

1:05 am-11:41 am

2 stops13h 36m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 11/9

5:26 pm-2:10 pm

2 stops16h 44m

San Juan Luis Munoz Marin Intl

Fri 11/14

3:20 pm-10:05 pm

1 stop10h 45m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/2

10:15 pm-8:57 pm

1 stop18h 42m

San Juan Luis Munoz Marin Intl

Thu 12/11

7:00 am-9:21 pm

1 stop18h 21m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 12/3

6:15 am-11:20 pm

2 stops13h 05m

San Juan Luis Munoz Marin Intl

Tue 12/9

8:55 am-7:20 pm

2 stops14h 25m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/17

7:59 pm-2:11 pm

2 stops15h 12m

San Juan Luis Munoz Marin Intl

Wed 11/26

3:20 pm-10:05 pm

1 stop10h 45m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 9/16

7:15 am-11:47 pm

1 stop13h 32m

San Juan Luis Munoz Marin Intl

Wed 10/1

1:32 pm-11:52 pm

2 stops13h 20m

$482

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Wed 10/8

9:55 am-11:09 pm

1 stop10h 14m

Aguadilla Borinquen

Tue 10/14

12:15 am-8:53 am

1 stop11h 38m

$612

PortlandCulebra

PDX - CPX

PDXCPX

Portland

Thu 9/25

12:07 pm-4:51 pm

3 stops25h 44m

Culebra

Mon 9/29

8:20 am-11:11 am

3 stops29h 51m

$760

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 24 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 September 11, 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 September 11, 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
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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
4,248 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

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 11h 28m. Fly via 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 - Culebra 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, 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
Portland to Montego Bay flights
Boise to Luis Munoz Marin Intl flights
Portland to Nassau flights
Portland to Punta Cana flights
Portland to Saint Thomas Island flights
Portland to Oranjestad flights
Portland to Santiago de los Caballeros flights
Portland to Santo Domingo flights
Portland to Christiansted flights
Boise to Punta Cana flights
Portland to Providenciales flights
Eugene to Luis Munoz Marin Intl flights
Portland to Castries flights
Boise to Saint Thomas Island flights
Portland to George Town flights
Boise to Nassau flights
Portland to Willemstad flights
Portland to Bridgetown flights
Portland to Simpson Bay flights
Portland to Road Town flights
Portland to Kingston flights
Medford to Luis Munoz Marin Intl flights
Portland to Kralendijk flights
Boise to Castries flights
Boise to Bridgetown flights
Portland to St. George's flights
Portland to Havana flights
Portland to St. John's flights
Redmond to Saint Thomas Island flights
Boise to Montego Bay flights
Boise to Havana flights
Redmond to Havana flights
Redmond to Castries flights
Portland to Gregory Town flights
Boise to Oranjestad flights
Redmond to Montego Bay flights
Portland to Puerto Plata flights
Medford to Havana flights
Boise to George Town flights
Boise to Georgetown flights
Boise to St. George's flights
Portland to Basseterre flights
Boise to Santo Domingo flights
Eugene to Punta Cana flights
Portland to Georgetown flights
Boise to Port Royal flights
Boise to Freeport flights
Portland to Varadero 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$342Average$580FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$552FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$396Average$574FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$450Average$636FlexibilityNo cancel feeOn-time63%

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