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Puerto Rico

$191+ 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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Feb 14 — Feb 211
Sat 2/14
Sat 2/21
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 January 15, 2026.

Round-trip from

$397
(Southwest)

One-way from

$191
(Southwest)

Popular in

December

Cheapest in

October

Average price

$553
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).
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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 January 2026
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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 January 15, 2026.

This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:50 am
PDX
-
SJU
2 stops14h 50m
Southwest
Thu 3/52:05 pm
SJU
-
PDX
2 stops12h 30m
Southwest
Deal found 1/14$397
This Southwest deal was found by Cheapflights users on 1/15. 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.
Wed 2/256:45 am
PDX
-
SJU
2 stops13h 50m
Southwest
Thu 3/52:05 pm
SJU
-
PDX
2 stops14h 40m
Southwest
Deal found 1/15$424
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Sun 3/110:38 pm
PDX
-
SJU
1 stop12h 02m
United Airlines
Thu 3/52:25 pm
SJU
-
PDX
1 stop12h 34m
United Airlines
Deal found 1/15$440
This Southwest deal was found by Cheapflights users on 1/15. 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.
Thu 4/303:00 pm
PDX
-
SJU
2 stops15h 10m
Southwest
Wed 5/65:05 am
SJU
-
PDX
2 stops18h 55m
Southwest
Deal found 1/15$448
This American Airlines deal was found by Cheapflights users on 1/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2012:59 am
PDX
-
SJU
2 stops14h 07m
American Airlines
Mon 5/411:59 pm
SJU
-
PDX
1 stop20h 00m
American Airlines
Deal found 1/14$450
This American Airlines deal was found by Cheapflights users on 1/15. 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.
Wed 4/16:40 am
PDX
-
SJU
1 stop12h 51m
American Airlines
Wed 4/151:31 pm
SJU
-
PDX
2 stops13h 10m
American Airlines
Deal found 1/15$451
This Southwest deal was found by Cheapflights users on 1/15. 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.
Thu 4/235:10 am
PDX
-
SJU
2 stops11h 50m
Southwest
Sat 5/21:10 pm
SJU
-
PDX
1 stop10h 15m
Southwest
Deal found 1/15$456
This Southwest deal was found by Cheapflights users on 1/15. 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.
Mon 3/25:50 am
PDX
-
SJU
2 stops14h 50m
Southwest
Mon 3/92:50 pm
SJU
-
PDX
2 stops12h 55m
Southwest
Deal found 1/15$458
This Southwest deal was found by Cheapflights users on 1/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:30 am
PDX
-
SJU
2 stops12h 35m
Southwest
Wed 5/278:10 am
SJU
-
PDX
2 stops14h 05m
Southwest
Deal found 1/14$461
This United Airlines deal was found by Cheapflights users on 1/14. 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.
Wed 2/115:00 am
PDX
-
SJU
1 stop9h 25m
United Airlines
Tue 2/172:05 am
SJU
-
PDX
2 stops17h 22m
United Airlines
Deal found 1/14$467
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Thu 4/165:00 am
PDX
-
SJU
1 stop9h 38m
United Airlines
Fri 4/241:00 am
SJU
-
PDX
2 stops13h 44m
United Airlines
Deal found 1/15$468
This Southwest deal was found by Cheapflights users on 1/15. 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.
Sun 5/35:30 am
PDX
-
SJU
2 stops12h 25m
Southwest
Mon 5/112:00 pm
SJU
-
PDX
2 stops13h 25m
Southwest
Deal found 1/15$469

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 January 15, 2026.
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

Tue 3/10

11:59 pm-5:03 pm

2 stops14h 04m

San Juan Luis Munoz Marin Intl

Tue 3/17

6:00 am-11:44 pm

1 stop20h 44m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 5/8

3:00 pm-8:55 am

2 stops14h 55m

San Juan Luis Munoz Marin Intl

Fri 5/15

10:00 am-8:10 pm

2 stops13h 10m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 2/21

1:18 pm-6:11 am

2 stops12h 53m

San Juan Luis Munoz Marin Intl

Wed 2/25

8:30 am-3:27 pm

1 stop10h 57m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 3/31

12:30 am-2:15 pm

1 stop10h 45m

San Juan Luis Munoz Marin Intl

Wed 4/15

6:15 am-5:03 pm

2 stops13h 48m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 5/8

11:59 pm-2:12 pm

1 stop11h 13m

San Juan Luis Munoz Marin Intl

Fri 5/15

11:59 pm-12:58 pm

1 stop15h 59m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 2/28

1:18 pm-6:11 am

2 stops12h 53m

San Juan Luis Munoz Marin Intl

Wed 3/4

2:25 pm-11:14 pm

1 stop12h 49m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 2/21

9:44 pm-11:40 am

1 stop9h 56m

San Juan Luis Munoz Marin Intl

Wed 2/25

4:01 pm-11:27 pm

1 stop11h 26m

$440

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Mon 3/2

7:00 am-11:57 pm

2 stops12h 57m

Aguadilla Borinquen

Wed 3/4

1:09 am-12:28 pm

2 stops15h 19m

$638

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Thu 1/29

5:00 am-11:57 pm

3 stops14h 57m

Aguadilla Borinquen

Sun 2/1

1:09 am-6:10 pm

3 stops21h 01m

$929

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Fri 3/20

11:59 pm-10:57 pm

2 stops19h 58m

Aguadilla Borinquen

Sat 3/28

12:15 am-3:09 pm

2 stops17h 54m

$1,345

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/14

Showing 1-10 of 29 results
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2
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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 January is currently the most expensive (average of $400). 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.

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 January 15, 2026.
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
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
8.0
Very good
4,258 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
8,051 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
9,164 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
11,136 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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
8,322 reviews
Southwest
8.0
Very good
4,258 reviews

Crew

8.6

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Overall

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 12h 53m. Fly via American Airlines, Southwest, 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 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 $184 and $185 on American Airlines and JetBlue, 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 January is currently the most expensive (average of $400). 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 Punta Cana flights
Portland to Nassau flights
Portland to Saint Thomas Island flights
Boise to Luis Munoz Marin Intl flights
Portland to Oranjestad flights
Eugene to Luis Munoz Marin Intl flights
Portland to Road Town flights
Portland to Simpson Bay flights
Portland to Montego Bay flights
Portland to Santo Domingo flights
Portland to Providenciales flights
Boise to Saint Thomas Island flights
Boise to Nassau flights
Medford to Luis Munoz Marin Intl flights
Portland to Christiansted flights
Portland to St. John's flights
Boise to Montego Bay flights
Boise to Punta Cana flights
Boise to Santo Domingo flights
Portland to Castries flights
Portland to Willemstad flights
Portland to Kingston flights
Portland to George Town flights
Portland to Basseterre flights
Boise to George Town flights
Portland to Bridgetown flights
Portland to Puerto Plata flights
Portland to St. George's flights
Portland to Georgetown flights
Redmond to Montego Bay flights
Boise to Castries flights
Portland to Santiago de los Caballeros flights
Portland to Havana flights
Boise to Bridgetown flights
Eugene to Punta Cana flights
Redmond to Nassau flights
Redmond to Santo Domingo flights
Boise to Oranjestad flights
Medford to George Town flights
Boise to Havana flights
Portland to Freeport flights
Portland to Port of Spain flights
Redmond to Havana flights
Portland to Governor’s Harbour flights
Redmond to Saint Thomas Island flights
Redmond to Castries flights
Boise to Kralendijk flights
Portland to Kralendijk 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 January 15, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$371FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$243Average$382FlexibilityNo cancel feeOn-time65%
DeltaCheapest$272Average$512FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$349Average$597FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$401Average$573FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$445Average$634FlexibilityNo cancel feeOn-time63%

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