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Puerto Rico

$155+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap 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 December 18, 2025.

This eDestinos deal was found by Cheapflights users on 12/15. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:45 pmPDX - SJU
3 stops25h 54mMultiple Airlines
Sat 1/107:11 pmSJU - PDX
3 stops46h 37mMultiple Airlines
Deal found 12/15$723
This American Airlines deal was found by Cheapflights users on 12/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3110:49 pmPDX - SJU
1 stop18h 22mAmerican Airlines
Tue 1/61:31 pmSJU - PDX
1 stop14h 15mAmerican Airlines
Deal found 12/16$745
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:00 amPDX - SJU
2 stops13h 05mSouthwest
Tue 1/66:10 amSJU - PDX
2 stops13h 30mSouthwest
Deal found 12/16$755
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1811:21 pmPDX - SJU
1 stop10h 25mAmerican Airlines
Mon 1/196:00 amSJU - PDX
1 stop21h 46mAmerican Airlines
Deal found 12/17$795
This Southwest deal was found by Cheapflights users on 12/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:55 pmPDX - SJU
2 stops11h 30mSouthwest
Wed 12/172:05 pmSJU - PDX
2 stops12h 30mSouthwest
Deal found 12/16$840
This American Airlines deal was found by Cheapflights users on 12/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/2410:39 pmPDX - SJU
1 stop15h 27mAmerican Airlines
Wed 12/3110:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Deal found 12/17$870
This American Airlines deal was found by Cheapflights users on 12/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/255:33 amPDX - SJU
1 stop13h 49mAmerican Airlines
Tue 1/64:49 pmSJU - PDX
1 stop10h 57mAmerican Airlines
Deal found 12/15$875
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Wed 12/242:35 pmPDX - SJU
1 stop11h 36mUnited Airlines
Wed 12/315:50 pmSJU - PDX
2 stops20h 11mUnited Airlines
Deal found 12/17$905
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/295:00 amPDX - BQN
2 stops14h 57mUnited Airlines
Sun 1/41:09 amBQN - PDX
2 stops14h 49mUnited Airlines
Deal found 12/17$1,490

Find 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 December 18, 2025.

Round-trip from

$419
(United Airlines)

One-way from

$155
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$781
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($76 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 December 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 December 18, 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 4/29

11:10 pm-1:45 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Fri 5/8

1:00 am-11:35 am

2 stops13h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

6:22 pm-10:48 am

2 stops12h 26m

San Juan Luis Munoz Marin Intl

Thu 3/12

3:03 pm-12:50 am

1 stop12h 47m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/27

6:50 am-8:58 pm

1 stop10h 08m

San Juan Luis Munoz Marin Intl

Tue 2/3

3:55 pm-10:15 pm

1 stop10h 20m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/17

11:05 pm-2:40 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Sat 1/24

7:45 am-6:55 pm

2 stops15h 10m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 3/6

10:55 pm-9:33 pm

1 stop18h 38m

San Juan Luis Munoz Marin Intl

Fri 3/13

3:36 pm-11:44 pm

1 stop11h 08m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

7:37 pm-2:10 pm

2 stops14h 33m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:00 am-5:35 pm

2 stops14h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

11:05 pm-2:40 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:15 pm-9:49 pm

1 stop11h 34m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 1/28

5:15 pm-2:10 pm

2 stops16h 55m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:00 am-5:35 pm

2 stops14h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 3/17

5:40 am-10:34 pm

2 stops13h 54m

San Juan Luis Munoz Marin Intl

Mon 3/23

6:00 am-11:44 pm

1 stop20h 44m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 5/20

5:15 am-5:38 pm

1 stop9h 23m

San Juan Luis Munoz Marin Intl

Fri 5/29

1:05 am-9:21 am

1 stop11h 16m

$457

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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, 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 $411). 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 December 18, 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 December 18, 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
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
7.9
Good
4,250 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,005 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,091 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,190 reviews
Southwest
7.9
Good
4,250 reviews

Food

7.0

Boarding

8.1

Entertainment

7.5

Crew

8.6

Overall

7.9

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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 08m. Fly via United Airlines, American 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 cheapest airlines to fly from Portland to Puerto Rico one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $150. Users have also found prices from $174 and $175 on United Airlines and American Airlines, respectively.

  • 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 $411). 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 Saint Thomas Island flights
Portland to Punta Cana flights
Portland to Nassau flights
Boise to Luis Munoz Marin Intl flights
Portland to Montego Bay flights
Portland to Providenciales flights
Portland to Oranjestad flights
Portland to Road Town flights
Portland to Santo Domingo flights
Portland to Simpson Bay flights
Eugene to Luis Munoz Marin Intl flights
Boise to Saint Thomas Island flights
Portland to Santiago de los Caballeros flights
Boise to Nassau flights
Portland to Willemstad flights
Boise to Punta Cana flights
Portland to St. John's flights
Portland to Basseterre flights
Portland to Port of Spain flights
Eugene to Port of Spain flights
Portland to Puerto Plata flights
Portland to George Town flights
Portland to Kralendijk flights
Portland to Bridgetown flights
Medford to Luis Munoz Marin Intl flights
Redmond to Santo Domingo flights
Portland to Christiansted flights
Redmond to Saint Thomas Island flights
Portland to Kingston flights
Boise to Santo Domingo flights
Eugene to Punta Cana flights
Boise to Montego Bay flights
Portland to Freeport flights
Portland to St. George's flights
Boise to Bridgetown flights
Portland to Havana flights
Boise to Castries flights
Boise to Oranjestad flights
Redmond to Nassau flights
Redmond to Montego Bay flights
Boise to Havana flights
Portland to Rock Sound flights
Boise to Kralendijk flights
Portland to Castries flights
Redmond to Havana flights
Medford to Havana flights
Eugene to Nassau 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$243Average$358FlexibilityNo cancel feeOn-time65%
DeltaCheapest$327Average$522FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$348Average$598FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$402Average$574FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$630FlexibilityNo cancel feeOn-time63%

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