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Puerto Rico

$152+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$367
(Mytrip)

One-way from

$152
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$555
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. 11% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2910:23 amPDX - SJU
2 stops22h 09mSpirit Airlines
Tue 8/54:43 pmSJU - PDX
2 stops24h 32mSpirit Airlines
Deal found 7/1$367
This Delta deal was found by Cheapflights users on 7/2. 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.
Tue 9/237:31 pmPDX - SJU
2 stops13h 42mDelta
Tue 9/307:30 amSJU - PDX
2 stops19h 22mDelta
Deal found 7/2$399
This Mytrip deal was found by Cheapflights users on 7/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2410:34 amPDX - SJU
3 stops33h 26mMultiple Airlines
Mon 7/2811:59 pmSJU - PDX
2 stops17h 16mMultiple Airlines
Deal found 7/1$414
This United Airlines deal was found by Cheapflights users on 7/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1711:59 pmPDX - SJU
1 stop12h 43mUnited Airlines
Thu 8/211:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 7/3$433
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 7/255:30 amPDX - SJU
1 stop14h 55mAmerican Airlines
Tue 7/2911:59 amSJU - PDX
2 stops14h 23mAmerican Airlines
Deal found 7/2$440
This Southwest deal was found by Cheapflights users on 7/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/106:00 amPDX - SJU
2 stops13h 30mSouthwest
Wed 9/178:00 amSJU - PDX
2 stops13h 25mSouthwest
Deal found 7/3$467
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/239:59 amPDX - BQN
1 stop10h 10mUnited Airlines
Tue 7/2912:15 amBQN - PDX
1 stop11h 38mUnited Airlines
Deal found 7/1$617
This Expedia deal was found by Cheapflights users on 7/2. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2311:40 pmPDX - BQN
2 stops21h 19mJetBlue
Mon 7/286:05 amBQN - PDX
2 stops19h 10mJetBlue
Deal found 7/2$673
This United Airlines deal was found by Cheapflights users on 7/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1110:50 pmPDX - VQS
2 stops17h 25mUnited Airlines
Tue 9/168:45 amVQS - PDX
2 stops15h 52mUnited Airlines
Deal found 7/3$1,015

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 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

Tue 7/29

10:23 am-11:32 am

2 stops22h 09m

San Juan Luis Munoz Marin Intl

Tue 8/5

4:43 pm-2:15 pm

2 stops24h 32m

$367

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 9/23

7:31 pm-12:13 pm

2 stops13h 42m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:30 am-11:52 pm

2 stops19h 22m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 7/24

10:34 am-11:00 pm

3 stops33h 26m

San Juan Luis Munoz Marin Intl

Mon 7/28

11:59 pm-2:15 pm

2 stops17h 16m

$414

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 8/17

11:59 pm-3:42 pm

1 stop12h 43m

San Juan Luis Munoz Marin Intl

Thu 8/21

1:05 am-8:53 am

1 stop10h 48m

$433

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 7/25

5:30 am-11:25 pm

1 stop14h 55m

San Juan Luis Munoz Marin Intl

Tue 7/29

11:59 am-11:22 pm

2 stops14h 23m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/10

6:00 am-10:30 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Wed 9/17

8:00 am-6:25 pm

2 stops13h 25m

$467

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Wed 7/23

9:59 am-11:09 pm

1 stop10h 10m

Aguadilla Borinquen

Mon 7/28

12:15 am-8:53 am

1 stop11h 38m

$617

PortlandAguadilla

PDX - BQN

PDXBQN

Portland

Wed 7/23

11:40 pm-11:59 pm

2 stops21h 19m

Aguadilla Borinquen

Mon 7/28

6:05 am-10:15 pm

2 stops19h 10m

$673

PortlandVieques

PDX - VQS

PDXVQS

Portland

Thu 9/11

10:50 pm-7:15 pm

2 stops17h 25m

Vieques

Tue 9/16

8:45 am-9:37 pm

2 stops15h 52m

$1,015

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/3

7:52 pm-1:58 pm

2 stops15h 06m

$152

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Showing 1-10 of 19 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 July 3, 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 July 3, 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

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Southwest
8.0
Very good
4,270 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,970 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,845 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
JetBlue
7.3
Good
2,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Comfort

7.8

Boarding

8.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 $152. Users have also found prices from $185 and $190 on Frontier 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 - 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 Punta Cana flights
Portland to Montego Bay flights
Boise to Luis Munoz Marin Intl flights
Portland to Nassau flights
Portland to Oranjestad flights
Eugene to Luis Munoz Marin Intl flights
Portland to Saint Thomas Island flights
Boise to Punta Cana flights
Portland to Providenciales flights
Portland to Castries flights
Portland to Bridgetown flights
Portland to Willemstad flights
Medford to Luis Munoz Marin Intl flights
Portland to Simpson Bay flights
Boise to Nassau flights
Portland to Christiansted flights
Boise to Saint Thomas Island flights
Portland to Kingston flights
Portland to George Town flights
Eugene to George Town flights
Boise to Santo Domingo flights
Boise to Bridgetown flights
Portland to St. George's flights
Portland to Puerto Plata flights
Portland to St. John's flights
Eugene to Punta Cana flights
Portland to Port of Spain flights
Portland to Havana flights
Portland to Santo Domingo flights
Eugene to Providenciales flights
Portland to Kralendijk flights
Boise to George Town flights
Boise to Havana flights
Boise to Oranjestad flights
Boise to Georgetown flights
Redmond to Saint Thomas Island flights
Redmond to Santo Domingo flights
Redmond to Havana flights
Boise to Castries flights
Medford to George Town flights
Portland to Basseterre flights
Eugene to Nassau flights
Portland to Santiago de los Caballeros flights
Medford to Havana flights
Redmond to Montego Bay flights
Portland to Varadero flights
Redmond to Castries flights
Portland to Holguín flights

Top 7 airlines flying from Portland to Puerto Rico

Discover the top 7 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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$369FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$352FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$306Average$558FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$569FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$604FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$450Average$650FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$475Average$771FlexibilityNo cancel feeOn-time83%

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