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Puerto Rico

$166+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jan 2 — Jan 91
Fri 1/2
Fri 1/9
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 3, 2025.

This Southwest deal was found by Cheapflights users on 12/1. 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 12/158:00 amPDX - SJU
2 stops12h 35mSouthwest
Tue 12/2311:35 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 12/1$482
This American Airlines deal was found by Cheapflights users on 12/1. 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 12/1510:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
Tue 12/2310:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Deal found 12/1$536
This Delta deal was found by Cheapflights users on 12/1. 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.
Wed 12/107:30 pmPDX - SJU
2 stops14h 29mDelta
Thu 12/183:10 pmSJU - PDX
1 stop11h 05mDelta
Deal found 12/1$545
This Delta deal was found by Cheapflights users on 12/2. 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.
Mon 12/155:30 amPDX - SJU
2 stops14h 29mDelta
Wed 12/246:30 amSJU - PDX
2 stops20h 23mDelta
Deal found 12/2$572
This Southwest deal was found by Cheapflights users on 12/1. 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 12/168:00 amPDX - SJU
2 stops12h 35mSouthwest
Tue 12/2311:35 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 12/1$582
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:51 pmPDX - SJU
2 stops31h 05mMultiple Airlines
Mon 12/225:02 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 12/3$588
This American Airlines deal was found by Cheapflights users on 12/3. 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.
Sun 12/1410:15 pmPDX - SJU
1 stop14h 48mAmerican Airlines
Wed 12/242:31 pmSJU - PDX
1 stop14h 28mAmerican Airlines
Deal found 12/3$592
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/1310:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
Tue 12/2310:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Deal found 12/2$596
This American Airlines deal was found by Cheapflights users on 12/2. 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 12/1310:45 pmPDX - SJU
1 stop10h 45mAmerican Airlines
Sat 12/204:38 pmSJU - PDX
1 stop12h 21mAmerican Airlines
Deal found 12/2$605
This American Airlines deal was found by Cheapflights users on 12/1. 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 12/313:02 pmPDX - SJU
1 stop9h 58mAmerican Airlines
Wed 1/71:58 pmSJU - PDX
1 stop10h 26mAmerican Airlines
Deal found 12/1$607
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:02 pmPDX - SJU
1 stop18h 11mMultiple Airlines
Wed 1/78:08 pmSJU - PDX
2 stops49h 31mMultiple Airlines
Deal found 12/1$608

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 3, 2025.

Round-trip from

$369
(Southwest)

One-way from

$166
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$773
From Portland to Puerto Rico
Search Deals
One-way flight from Portland to Puerto Rico
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($63 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
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 December 3, 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

Thu 2/5

7:00 am-9:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Fri 2/6

8:10 am-6:56 pm

2 stops14h 46m

$414

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 5/3

9:45 pm-1:14 pm

1 stop12h 29m

San Juan Luis Munoz Marin Intl

Sat 5/9

1:10 pm-11:53 pm

2 stops13h 43m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 5/4

5:10 am-11:40 pm

2 stops15h 30m

San Juan Luis Munoz Marin Intl

Wed 5/13

8:20 am-6:30 pm

2 stops13h 10m

$419

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Tue 1/27

5:00 am-11:57 pm

3 stops14h 57m

Aguadilla Borinquen

Fri 1/30

1:09 am-2:46 pm

3 stops17h 37m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 1/21

7:00 am-11:57 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Tue 1/27

3:20 pm-12:17 am

2 stops12h 57m

$419

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Mon 1/26

7:00 am-11:57 pm

2 stops12h 57m

Aguadilla Borinquen

Thu 1/29

1:09 am-2:46 pm

2 stops17h 37m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/18

7:00 am-11:57 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Fri 1/23

3:55 pm-10:45 pm

1 stop10h 50m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 4/7

8:00 am-9:24 pm

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Thu 4/16

1:40 pm-10:52 pm

1 stop12h 12m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 5/4

7:40 pm-12:50 pm

2 stops14h 10m

San Juan Luis Munoz Marin Intl

Thu 5/7

6:15 am-1:14 pm

1 stop9h 59m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

5:15 pm-2:31 pm

2 stops17h 16m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:20 pm-12:17 am

2 stops12h 57m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/2

Showing 1-10 of 41 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 $414). 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 3, 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 3, 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
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Delta
7.9
Good
8,011 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
United Airlines
7.4
Good
9,065 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
American Airlines
7.2
Good
11,044 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Spirit Airlines
6.3
Okay
8,161 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Boarding

8.1

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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. 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 cheapest airlines to fly from Portland to Puerto Rico one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $174. Users have also found prices from $174 and $184 on United 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 - Aguadilla Borinquen 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, 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 $414). 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
Boise to Luis Munoz Marin Intl flights
Portland to Nassau flights
Portland to Punta Cana flights
Portland to Montego Bay flights
Portland to Providenciales flights
Portland to Road Town flights
Portland to Oranjestad flights
Portland to Santo Domingo flights
Portland to Simpson Bay flights
Boise to Nassau flights
Portland to Puerto Plata flights
Boise to Punta Cana flights
Eugene to Luis Munoz Marin Intl flights
Boise to Saint Thomas Island flights
Portland to Kralendijk flights
Portland to Christiansted flights
Portland to Kingston flights
Redmond to Montego Bay flights
Portland to Willemstad flights
Portland to Bridgetown flights
Portland to George Town flights
Boise to Montego Bay flights
Portland to St. John's flights
Portland to Basseterre flights
Portland to Castries flights
Portland to St. George's flights
Portland to Santiago de los Caballeros flights
Medford to Luis Munoz Marin Intl flights
Portland to Port of Spain flights
Redmond to Nassau flights
Portland to Georgetown flights
Boise to Oranjestad flights
Eugene to Punta Cana flights
Redmond to Santo Domingo flights
Portland to Freeport flights
Portland to Havana flights
Boise to Georgetown flights
Boise to Bridgetown flights
Eugene to Providenciales flights
Portland to Fort-de-France flights
Boise to Havana flights
Boise to Kralendijk flights
Portland to Rock Sound flights
Boise to Port of Spain flights
Redmond to Havana flights
Boise to Santo Domingo flights
Boise to George Town 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$243Average$330FlexibilityNo cancel feeOn-time65%
DeltaCheapest$342Average$523FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$347Average$606FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$399Average$574FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$634FlexibilityNo cancel feeOn-time63%

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