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Puerto Rico

$189+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
ago. 3 — ago. 101
dom. 8/3
dom. 8/10
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 julio 29, 2025.

Round-trip from

$389
(Southwest)

One-way from

$189
(Mytrip)

Popular in

March

Cheapest in

October

Average price

$580
From Portland to Puerto Rico
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One-way flight from Portland to Puerto Rico
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Highest demand for flights based on searches. 8% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 julio 29, 2025.

This Southwest deal was found by Cheapflights users on 7/29. 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. 9/96:00 amPDX - SJU
2 stops13h 30mSouthwest
vie. 9/195:50 amSJU - PDX
1 stop13h 10mSouthwest
Deal found 7/29$389
This Delta deal was found by Cheapflights users on 7/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/287:15 amPDX - SJU
1 stop13h 32mDelta
sáb. 10/42:26 pmSJU - PDX
1 stop10h 21mDelta
Deal found 7/27$399
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/2512:07 pmPDX - SJU
3 stops33h 37mSpirit Airlines
dom. 9/282:48 pmSJU - PDX
2 stops31h 16mSpirit Airlines
Deal found 7/28$403
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/610:45 pmPDX - SJU
1 stop10h 56mAmerican Airlines
jue. 11/136:44 amSJU - PDX
2 stops14h 28mAmerican Airlines
Deal found 7/28$419
This United Airlines deal was found by Cheapflights users on 7/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/149:55 amPDX - BQN
1 stop10h 14mUnited Airlines
lun. 10/2012:15 amBQN - PDX
2 stops17h 27mUnited Airlines
Deal found 7/28$431
This Frontier deal was found by Cheapflights users on 7/28. 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.
sáb. 8/27:01 pmPDX - SJU
2 stops17h 51mFrontier
mié. 8/139:30 amSJU - PDX
2 stops16h 54mFrontier
Deal found 7/28$440
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/208:04 pmPDX - SJU
2 stops15h 57mMultiple Airlines
sáb. 9/273:19 pmSJU - PDX
3 stops28h 15mMultiple Airlines
Deal found 7/28$476
This United Airlines deal was found by Cheapflights users on 7/29. 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.
mar. 9/1610:50 pmPDX - SJU
1 stop11h 55mUnited Airlines
mar. 9/301:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 7/29$489
This United Airlines deal was found by Cheapflights users on 7/29. 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.
vie. 12/2611:45 pmPDX - CPX
2 stops13h 36mUnited Airlines
sáb. 1/1010:48 amCPX - PDX
2 stops15h 47mUnited Airlines
Deal found 7/29$1,557
This Expedia deal was found by Cheapflights users on 7/28. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 8/311:40 pmPDX - BQN
2 stops21h 19mJetBlue
dom. 8/106:05 amBQN - PDX
2 stops19h 10mJetBlue
Deal found 7/28$1,567
This United Airlines deal was found by Cheapflights users on 7/29. 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.
dom. 12/282:35 pmPDX - VQS
2 stops47h 55mUnited Airlines
sáb. 1/1011:40 amVQS - PDX
2 stops15h 04mUnited Airlines
Deal found 7/29$2,178

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 julio 29, 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

mar. 9/9

6:00 am-10:30 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

vie. 9/19

5:50 am-4:00 pm

1 stop13h 10m

$389

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 1/20

12:55 am-3:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

mié. 1/28

7:00 am-7:11 pm

2 stops16h 11m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 9/25

12:07 pm-12:44 am

3 stops33h 37m

San Juan Luis Munoz Marin Intl

dom. 9/28

2:48 pm-7:04 pm

2 stops31h 16m

$403

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

jue. 11/6

10:45 pm-1:41 pm

1 stop10h 56m

San Juan Luis Munoz Marin Intl

jue. 11/13

6:44 am-5:12 pm

2 stops14h 28m

$419

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

mar. 10/14

9:55 am-11:09 pm

1 stop10h 14m

Aguadilla Borinquen

lun. 10/20

12:15 am-2:42 pm

2 stops17h 27m

$431

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

sáb. 9/20

8:04 pm-3:01 pm

2 stops15h 57m

San Juan Luis Munoz Marin Intl

sáb. 9/27

3:19 pm-4:34 pm

3 stops28h 15m

$476

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

mar. 9/16

10:50 pm-1:45 pm

1 stop11h 55m

San Juan Luis Munoz Marin Intl

mar. 9/23

1:25 pm-9:37 pm

1 stop11h 12m

$489

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

dom. 8/3

11:40 pm-11:59 pm

2 stops21h 19m

Aguadilla Borinquen

dom. 8/10

6:05 am-10:15 pm

2 stops19h 10m

$1,567

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

sáb. 8/23

7:52 pm-2:17 pm

2 stops15h 25m

$189

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

dom. 8/31

7:40 am-11:59 pm

2 stops13h 19m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 17 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, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $254). Flying from Portland to Puerto Rico in June is currently the most expensive (average of $339). 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 julio 29, 2025.

When flying from Portland to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 julio 29, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Southwest
8.0
Very good
4,238 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,977 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,899 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Food

7.1

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • What are the cheapest airlines to fly from Portland to Puerto Rico one-way?

    For one-way options, check prices for Spirit Airlines. According to our data, you can fly for as low as $189. Users have also found prices from $200 and $245 on American Airlines and United Airlines, 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 - 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, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $254). Flying from Portland to Puerto Rico in June is currently the most expensive (average of $339). 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 Montego Bay flights
Portland to Punta Cana flights
Portland to Oranjestad flights
Portland to Nassau flights
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Portland to Saint Thomas Island flights
Portland to Christiansted flights
Boise to Nassau flights
Portland to Santo Domingo flights
Eugene to Luis Munoz Marin Intl flights
Portland to Providenciales flights
Portland to Willemstad flights
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Boise to Santo Domingo flights
Portland to Bridgetown flights
Portland to Castries flights
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Portland to Puerto Plata flights
Portland to Kingston flights
Medford to Luis Munoz Marin Intl flights
Portland to St. George's flights
Boise to Bridgetown flights
Portland to Simpson Bay flights
Eugene to Punta Cana flights
Portland to Havana flights
Portland to Port of Spain flights
Portland to George Town flights
Eugene to Providenciales flights
Portland to Kralendijk flights
Boise to Saint Thomas Island flights
Boise to Havana flights
Redmond to Saint Thomas Island flights
Portland to Santiago de los Caballeros flights
Boise to Castries flights
Boise to George Town flights
Redmond to Havana flights
Boise to Georgetown flights
Medford to Havana flights
Portland to Road Town flights
Portland to Santa Clara flights
Boise to Freeport flights
Portland to Holguín flights
Boise to Holguín flights
Boise to Kralendijk flights
Boise to Port Royal flights
Portland to St. John's flights
Portland to Varadero 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 julio 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$369FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$379FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$318Average$560FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$578FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$576FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$450Average$643FlexibilityNo cancel feeOn-time63%

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