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Puerto Rico

$210+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
nov. 27 — dic. 41
jue. 11/27
jue. 12/4
1 adult, Economy
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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 octubre 28, 2025.

This Frontier deal was found by Cheapflights users on 10/27. 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.
sáb. 11/1512:52 pmPDX - SJU
2 stops21h 50mFrontier
jue. 11/203:59 amSJU - PDX
2 stops13h 09mFrontier
Deal found 10/27$372
This Southwest deal was found by Cheapflights users on 10/26. 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.
mar. 12/96:15 amPDX - SJU
2 stops13h 05mSouthwest
mar. 12/168:55 amSJU - PDX
2 stops14h 25mSouthwest
Deal found 10/26$375
This Southwest deal was found by Cheapflights users on 10/27. 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.
mar. 12/28:00 amPDX - SJU
2 stops12h 35mSouthwest
mié. 12/108:55 amSJU - PDX
2 stops13h 20mSouthwest
Deal found 10/27$397
This Frontier deal was found by Cheapflights users on 10/26. 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.
lun. 11/37:29 pmPDX - SJU
2 stops18h 25mFrontier
vie. 11/72:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/26$413
This Frontier deal was found by Cheapflights users on 10/28. 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.
jue. 11/1312:52 pmPDX - SJU
2 stops23h 18mFrontier
jue. 11/201:57 pmSJU - PDX
2 stops22h 07mFrontier
Deal found 10/28$414
This Frontier deal was found by Cheapflights users on 10/26. 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.
lun. 11/107:29 pmPDX - SJU
2 stops18h 25mFrontier
jue. 11/132:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/26$418
This American Airlines deal was found by Cheapflights users on 10/26. 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.
jue. 12/410:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
mié. 12/1011:00 amSJU - PDX
1 stop16h 52mAmerican Airlines
Deal found 10/26$419
This Frontier deal was found by Cheapflights users on 10/28. 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.
vie. 11/73:26 pmPDX - SJU
2 stops16h 50mFrontier
vie. 11/142:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/28$420
This American Airlines deal was found by Cheapflights users on 10/26. 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.
vie. 12/510:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
mar. 12/912:49 pmSJU - PDX
1 stop15h 03mAmerican Airlines
Deal found 10/26$429
This Frontier deal was found by Cheapflights users on 10/27. 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.
mar. 11/111:26 pmPDX - SJU
2 stops17h 53mFrontier
vie. 11/142:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/27$445
This American Airlines deal was found by Cheapflights users on 10/25. 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.
sáb. 12/63:15 pmPDX - SJU
2 stops14h 54mAmerican Airlines
sáb. 12/136:54 amSJU - PDX
2 stops14h 34mAmerican Airlines
Deal found 10/25$457

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 octubre 28, 2025.

Round-trip from

$372
(Frontier)

One-way from

$210
(Delta)

Popular in

December

Cheapest in

October

Average price

$476
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 ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 octubre 28, 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

lun. 3/2

11:59 pm-3:40 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

vie. 3/6

8:10 am-7:00 pm

2 stops14h 50m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mié. 1/21

6:00 am-11:59 pm

2 stops13h 59m

San Juan Luis Munoz Marin Intl

mié. 1/28

3:55 pm-10:15 pm

1 stop10h 20m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 1/20

11:05 pm-12:55 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

mié. 1/28

2:15 pm-9:49 pm

1 stop11h 34m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 2/19

10:52 pm-2:40 pm

1 stop11h 48m

San Juan Luis Munoz Marin Intl

mar. 2/24

8:35 am-5:51 pm

2 stops13h 16m

$448

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

vie. 11/14

7:15 pm-11:35 am

2 stops12h 20m

San Juan Luis Munoz Marin Intl

vie. 11/21

6:40 am-3:05 pm

2 stops12h 25m

$460

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

sáb. 2/14

10:00 am-12:40 am

2 stops10h 40m

San Juan Luis Munoz Marin Intl

vie. 2/20

6:00 am-2:55 pm

2 stops12h 55m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 3/3

8:30 am-12:36 am

2 stops12h 06m

San Juan Luis Munoz Marin Intl

mié. 3/4

8:10 am-5:51 pm

2 stops13h 41m

$504

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

mar. 3/3

5:05 am-11:57 pm

2 stops14h 52m

Aguadilla Borinquen

mié. 3/4

1:09 am-12:37 pm

2 stops15h 28m

$509

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 1/22

11:05 pm-2:40 pm

1 stop11h 35m

San Juan Luis Munoz Marin Intl

lun. 1/26

2:05 am-1:45 pm

2 stops15h 40m

$509

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

lun. 1/19

11:05 pm-12:55 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

mar. 1/27

2:05 am-2:48 pm

2 stops16h 43m

$509

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 18 results
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, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $187). Flying from Portland to Puerto Rico in December is currently the most expensive (average of $419). 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 octubre 28, 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 octubre 28, 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
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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
8,116 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

8.0

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 41m. 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 - Aguadilla Borinquen or Portland - Culebra 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 $187). Flying from Portland to Puerto Rico in December is currently the most expensive (average of $419). 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
Boise to Luis Munoz Marin Intl flights
Portland to Nassau flights
Portland to Saint Thomas Island flights
Portland to Punta Cana flights
Portland to Montego Bay flights
Portland to Providenciales flights
Portland to Oranjestad flights
Portland to Christiansted flights
Portland to Basseterre flights
Portland to Santo Domingo flights
Portland to Castries flights
Portland to Santiago de los Caballeros flights
Boise to Punta Cana flights
Portland to Bridgetown flights
Eugene to Luis Munoz Marin Intl flights
Portland to St. George's flights
Portland to Simpson Bay flights
Portland to Road Town flights
Portland to Willemstad flights
Portland to Kingston flights
Boise to Nassau flights
Portland to Puerto Plata flights
Portland to Kralendijk flights
Redmond to Saint Thomas Island flights
Portland to Georgetown flights
Portland to George Town flights
Boise to Saint Thomas Island flights
Boise to George Town flights
Portland to St. John's flights
Boise to Kralendijk flights
Medford to Luis Munoz Marin Intl flights
Boise to Oranjestad flights
Boise to Bridgetown flights
Eugene to Punta Cana flights
Boise to Santo Domingo flights
Portland to Havana flights
Boise to Havana flights
Redmond to Santo Domingo flights
Eugene to George Town flights
Redmond to Nassau flights
Redmond to Montego Bay flights
Redmond to Havana flights
Portland to Port of Spain flights
Boise to Castries flights
Eugene to Nassau flights
Redmond to Castries flights
Boise to Port of Spain flights
Medford to Havana 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 octubre 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$342Average$592FlexibilityNo cancel feeOn-time71%
DeltaCheapest$358Average$524FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$575FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$634FlexibilityNo cancel feeOn-time63%

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