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San Juan

$161+ Cheap flights from Portland (PDX) to San Juan

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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in September or October, booked 49 days in advance, depart on a Tuesday or Saturday and return on a Thursday

Cheap flight deals from Portland to San Juan

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated August 17, 2025.

Round-trip from

$363
(FlightHub)

One-way from

$161
(FlightHub)

Popular in

December

Cheapest in

September

Average price

$499
From Portland to San Juan
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One-way flight from Portland to San Juan
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Highest demand for flights based on searches. 7% potential increase in price ($44 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Portland to San Juan

Cheapest flights from Portland to San Juan
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 17, 2025.

This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/298:36 pmPDX - SJU
2 stops15h 23mSpirit Airlines
Mon 11/106:00 amSJU - PDX
2 stops19h 36mSpirit Airlines
Deal found 8/17$363
This Southwest deal was found by Cheapflights users on 8/16. 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 11/107:10 pmPDX - SJU
2 stops11h 15mSouthwest
Wed 11/198:55 amSJU - PDX
2 stops13h 20mSouthwest
Deal found 8/16$379
This FlightHub deal was found by Cheapflights users on 8/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/288:36 pmPDX - SJU
2 stops39h 23mSpirit Airlines
Mon 11/106:00 amSJU - PDX
2 stops19h 36mSpirit Airlines
Deal found 8/16$390
This Delta deal was found by Cheapflights users on 8/15. 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 9/167:15 amPDX - SJU
1 stop13h 32mDelta
Wed 10/11:32 pmSJU - PDX
2 stops13h 20mDelta
Deal found 8/15$399
This American Airlines deal was found by Cheapflights users on 8/14. 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 9/139:56 pmPDX - SJU
1 stop14h 03mAmerican Airlines
Sat 9/201:40 pmSJU - PDX
2 stops13h 25mAmerican Airlines
Deal found 8/14$408
This Mytrip deal was found by Cheapflights users on 8/15. 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.
Wed 9/2412:07 pmPDX - SJU
2 stops22h 36mSpirit Airlines
Wed 10/16:44 amSJU - PDX
3 stops31h 27mSpirit Airlines
Deal found 8/15$412
This American Airlines deal was found by Cheapflights users on 8/17. 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 9/219:56 pmPDX - SJU
1 stop14h 56mAmerican Airlines
Sun 9/287:05 pmSJU - PDX
2 stops18h 49mAmerican Airlines
Deal found 8/17$419
This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:36 pmPDX - SJU
1 stop17h 38mMultiple Airlines
Mon 11/176:00 amSJU - PDX
2 stops19h 36mMultiple Airlines
Deal found 8/16$420
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/248:35 amPDX - SJU
2 stops12h 22mUnited Airlines
Wed 10/17:00 amSJU - PDX
2 stops14h 33mUnited Airlines
Deal found 8/15$424
This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:16 pmPDX - SJU
1 stop17h 58mMultiple Airlines
Mon 11/106:00 amSJU - PDX
2 stops19h 36mMultiple Airlines
Deal found 8/16$425
This Southwest deal was found by Cheapflights users on 8/15. 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.
Sat 9/139:05 pmPDX - SJU
1 stop12h 20mSouthwest
Fri 9/265:50 amSJU - PDX
1 stop13h 10mSouthwest
Deal found 8/15$431
This Mytrip deal was found by Cheapflights users on 8/14. 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 9/2512:07 pmPDX - SJU
3 stops23h 04mSpirit Airlines
Mon 9/2910:42 amSJU - PDX
2 stops27h 29mSpirit Airlines
Deal found 8/14$432

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to San Juan 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 August 17, 2025.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.

Fly from

Portland

Fly to

San Juan

Route

Depart

Return

Price

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 10/29

8:36 pm-2:59 pm

2 stops15h 23m

San Juan Luis Munoz Marin Intl

Mon 11/10

6:00 am-9:36 pm

2 stops19h 36m

$363

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 9/16

5:10 pm-4:20 pm

2 stops20h 10m

San Juan Luis Munoz Marin Intl

Wed 10/1

1:32 pm-11:52 pm

2 stops13h 20m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 9/22

10:45 pm-12:00 pm

1 stop10h 15m

San Juan Luis Munoz Marin Intl

Fri 9/26

2:00 pm-10:45 pm

1 stop11h 45m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 10/28

7:12 am-11:56 pm

1 stop13h 44m

San Juan Luis Munoz Marin Intl

Fri 11/7

7:00 am-8:51 pm

2 stops17h 51m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/17

7:15 am-11:44 pm

1 stop13h 29m

San Juan Luis Munoz Marin Intl

Fri 9/19

1:32 pm-11:52 pm

2 stops13h 20m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 10/30

10:10 pm-11:36 am

1 stop10h 26m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:30 am-8:49 pm

2 stops17h 19m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 10/27

12:40 am-4:25 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Wed 11/12

7:30 am-8:49 pm

2 stops17h 19m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 11/11

7:14 pm-5:10 pm

2 stops17h 56m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:30 pm-10:32 pm

1 stop11h 02m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/31

5:50 pm-2:11 pm

2 stops17h 21m

San Juan Luis Munoz Marin Intl

Thu 11/13

7:30 am-8:49 pm

2 stops17h 19m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/24

12:07 pm-1:43 pm

2 stops22h 36m

$161

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/15

Showing 1-10 of 15 results
1
2

Best time to book a flight from Portland to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

How far ahead should I book a flight from Portland to San Juan?

Use this chart to determine the optimal time to book a round-trip flight from Portland to San Juan. Price data was last updated on August 8, 2025.

The price you pay for your flight from Portland to San Juan may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Portland to San Juan?

Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $254). Flying from Portland to San Juan 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 SJU?

Find hourly flight availability from Portland to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 17, 2025.

When flying from Portland to San Juan, the time of day you fly usually plays a role in the price. Save by searching for a flight in the afternoon, which can drop the price by up to 30% versus a flight in the morning.

What is the cheapest day to fly from Portland to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Portland to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to San Juan flight should consider departing on Sunday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Portland to San Juan?

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated August 17, 2025.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,919 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Entertainment

7.5

Crew

8.6

Comfort

8.0

Boarding

8.1

Food

7.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from Portland to San Juan. 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 San Juan?

    Located just 6.0 mi from the city center, Portland is the airport most travelers will use when flying to San Juan from Portland. Booking flights from Portland (PDX) to San Juan should be relatively easy as there are 0 daily outbound flights to San Juan from 6 different airlines.

  • What are the cheapest airlines flying from Portland to San Juan round-trip?

    According to our current data, JetBlue ($185), Spirit Airlines ($248), and United Airlines ($322) offers the cheapest pricing from Portland to San Juan. JetBlue is currently priced 67% below the average price you’ll pay for this route.

  • Where are the most common layover locations when flying from Portland to San Juan?

    Of the flights from Portland to San Juan that have layovers, most of them stop in Miami.

  • What are some popular things to do or see while on a layover in Miami?

    Wynwood Art District, Bayfront Park, and Kaseya Center are currently the most popular points of interest in Miami at the moment. Wynwood Art District, Bayfront Park and Kaseya Center are located about 5.5 mi, 6.4 mi, and 6.2 mi, respectively from Miami if you are interested in checking them out. Travelers in need of a car in Miami can rent one for about $29 per day.

  • Where are the least popular layover locations for Portland to San Juan flights?

    Flights departing from Portland and landing in San Juan layover in Atlanta least frequently.

  • Can I find deals for flights from Portland to San Juan that include hotel bookings?

    Yes. In addition to deals on Portland to San Juan flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San Juan?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San Juan.

  • Can I find deals for business class flights from Portland to San Juan?

    Yes. Cheapflights offers flight deals from Portland to San Juan 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 San Juan?

    Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $254). Flying from Portland to San Juan 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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Top 6 airlines flying from Portland to San Juan

Discover the top 6 airlines that operate flights from Portland to San Juan. 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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$369FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$388FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$322Average$595FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$336Average$585FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$571FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$450Average$643FlexibilityNo cancel feeOn-time63%

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