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Puerto Rico

$172+ 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 9/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Aug 8 — Aug 151
Sat 8/8
Sat 8/15
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 July 9, 2026.

This Southwest deal was found by Cheapflights users on 7/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2110:45 pm
PDX
-
SJU
1 stop11h 05m
Southwest
Thu 9/242:35 pm
SJU
-
PDX
2 stops12h 05m
Southwest
Deal found 7/8$451
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:00 am
PDX
-
SJU
1 stop9h 25m
United Airlines
Tue 11/178:25 am
SJU
-
PDX
1 stop10h 58m
United Airlines
Deal found 7/8$466
This American Airlines deal was found by Cheapflights users on 7/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:34 pm
PDX
-
SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
-
PDX
1 stop13h 39m
American Airlines
Deal found 7/8$471
This American Airlines deal was found by Cheapflights users on 7/5. 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.
Fri 9/1111:06 pm
PDX
-
SJU
1 stop12h 44m
American Airlines
Tue 9/152:22 pm
SJU
-
PDX
1 stop12h 06m
American Airlines
Deal found 7/5$475
This Cheapflightsfares deal was found by Cheapflights users on 7/8. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:27 pm
PDX
-
SJU
1 stop11h 44m
JetBlue
Thu 9/31:50 pm
SJU
-
PDX
1 stop11h 59m
JetBlue
Deal found 7/8$484
This JetBlue deal was found by Cheapflights users on 7/5. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:27 pm
PDX
-
SJU
1 stop11h 44m
JetBlue
Sun 9/61:50 pm
SJU
-
PDX
1 stop11h 42m
JetBlue
Deal found 7/5$487
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:10 am
PDX
-
SJU
1 stop10h 28m
United Airlines
Tue 8/251:00 am
SJU
-
PDX
1 stop11h 50m
United Airlines
Deal found 7/8$490
This American Airlines deal was found by Cheapflights users on 7/5. 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 8/293:00 pm
PDX
-
SJU
2 stops15h 43m
American Airlines
Thu 9/36:00 am
SJU
-
PDX
2 stops15h 59m
American Airlines
Deal found 7/5$491
This United Airlines deal was found by Cheapflights users on 7/7. 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.
Tue 8/187:10 am
PDX
-
SJU
1 stop10h 28m
United Airlines
Sun 8/231:00 am
SJU
-
PDX
1 stop11h 50m
United Airlines
Deal found 7/7$492
This United Airlines deal was found by Cheapflights users on 7/9. 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.
Fri 8/711:30 pm
PDX
-
SJU
1 stop10h 04m
United Airlines
Sun 8/91:00 am
SJU
-
PDX
1 stop11h 25m
United Airlines
Deal found 7/9$493
This Delta deal was found by Cheapflights users on 7/9. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:08 pm
PDX
-
SJU
2 stops15h 38m
Delta
Sun 10/112:31 pm
SJU
-
PDX
2 stops12h 28m
Delta
Deal found 7/9$500
This United Airlines deal was found by Cheapflights users on 7/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:09 pm
PDX
-
SJU
1 stop11h 36m
United Airlines
Sun 9/61:00 am
SJU
-
PDX
1 stop11h 50m
United Airlines
Deal found 7/8$503

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 July 9, 2026.

Round-trip from

$451
(Southwest)

One-way from

$172
(Kiwi.com)

Popular in

March

Cheapest in

September

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. 3% potential increase in price ($24 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 9, 2026.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 9/24

10:33 pm-1:45 pm

1 stop12h 12m

San Juan Luis Munoz Marin Intl

Sun 9/27

2:00 pm-9:10 pm

1 stop10h 10m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 8/21

7:35 pm-10:50 am

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Wed 8/26

11:50 am-9:55 pm

2 stops13h 05m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 10/1

10:00 pm-12:03 pm

1 stop11h 03m

San Juan Luis Munoz Marin Intl

Sat 10/31

4:18 pm-11:44 pm

1 stop10h 26m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 8/27

10:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Sun 8/30

5:30 am-12:45 pm

1 stop10h 15m

$466
Quickest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/2

5:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Thu 10/8

1:00 am-9:50 am

1 stop11h 50m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 8/19

5:50 am-9:05 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Thu 8/27

5:30 am-3:00 pm

1 stop12h 30m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 8/28

11:02 pm-2:44 pm

1 stop12h 42m

San Juan Luis Munoz Marin Intl

Tue 9/1

1:25 pm-10:03 pm

1 stop11h 38m

$556

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Mon 8/24

11:17 pm-11:09 pm

1 stop20h 52m

Aguadilla Borinquen

Wed 8/26

12:15 am-9:50 am

1 stop12h 35m

$683

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Mon 9/28

11:30 pm-11:09 pm

2 stops20h 39m

Aguadilla Borinquen

Thu 10/1

12:15 am-9:50 am

1 stop12h 35m

$704

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Sat 7/25

5:00 am-11:09 pm

2 stops15h 09m

Aguadilla Borinquen

Sun 8/16

12:15 am-9:50 am

1 stop12h 35m

$736

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

Showing 1-10 of 30 resultsSorted by cheapest first
1
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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 $200). Flying from Portland to Puerto Rico in August is currently the most expensive (average of $399). 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.

How far ahead should I book a flight from Portland to Puerto Rico?

The price you pay for your flight from Portland to Puerto Rico may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 July 9, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Southwest
7.9
Good
4,248 reviews
Southwest
7.9
Good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
Delta
7.8
Good
8,453 reviews
Southwest
7.9
Good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
United Airlines
7.4
Good
9,955 reviews
Southwest
7.9
Good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.
American Airlines
7.1
Good
11,789 reviews
Southwest
7.9
Good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

7.9

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Libby,Jun 2026

TUS - LAS

One delay in a 2 layover flight=a good trip. The crew was great.

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 12m. Fly via United Airlines or Southwest 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 Southwest. According to our data, you can fly for as low as $190. Users have also found prices from $200 and $210 on American Airlines and Delta, 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, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $200). Flying from Portland to Puerto Rico in August is currently the most expensive (average of $399). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from Portland to Puerto Rico

Discover the top 4 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 July 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$466FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$399Average$638FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$408Average$488FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$418Average$573FlexibilityNo cancel feeOn-time69%

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