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San Juan

$195+ 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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in January or September, 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 September 17, 2025.

Round-trip from

$383
(Frontier)

One-way from

$195
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$481
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. 6% potential increase in price ($40 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 September 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 September 17, 2025.

This Frontier deal was found by Cheapflights users on 9/17. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:43 pmPDX - SJU
2 stops20h 33mFrontier
Fri 10/249:06 pmSJU - PDX
2 stops17h 42mFrontier
Deal found 9/17$383
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/3012:52 pmPDX - SJU
2 stops24h 18mFrontier
Wed 11/51:59 amSJU - PDX
2 stops13h 57mFrontier
Deal found 9/15$384
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:52 pmPDX - SJU
2 stops19h 27mFrontier
Fri 11/710:39 pmSJU - PDX
2 stops17h 17mFrontier
Deal found 9/15$390
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/2412:43 pmPDX - SJU
2 stops20h 33mFrontier
Fri 11/72:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 9/15$391
This Frontier deal was found by Cheapflights users on 9/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2812:52 pmPDX - SJU
2 stops19h 27mFrontier
Sun 11/22:03 amSJU - PDX
2 stops13h 53mFrontier
Deal found 9/16$406
This United Airlines deal was found by Cheapflights users on 9/15. 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 11/125:00 amPDX - SJU
1 stop9h 25mUnited Airlines
Tue 11/187:45 amSJU - PDX
2 stops14h 51mUnited Airlines
Deal found 9/15$419
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/247:15 amPDX - SJU
2 stops23h 37mFrontier
Mon 9/299:07 amSJU - PDX
2 stops18h 05mFrontier
Deal found 9/15$425
This Frontier deal was found by Cheapflights users on 9/15. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/278:02 amPDX - SJU
2 stops22h 50mFrontier
Mon 9/299:07 amSJU - PDX
2 stops18h 05mFrontier
Deal found 9/15$428
This United Airlines deal was found by Cheapflights users on 9/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/176:25 pmPDX - SJU
2 stops15h 09mUnited Airlines
Thu 10/231:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 9/17$448
This United Airlines deal was found by Cheapflights users on 9/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1310:17 pmPDX - SJU
1 stop10h 43mUnited Airlines
Thu 10/161:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 9/16$449
This Southwest deal was found by Cheapflights users on 9/15. 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.
Wed 11/126:15 amPDX - SJU
2 stops13h 05mSouthwest
Tue 11/188:55 amSJU - PDX
2 stops13h 20mSouthwest
Deal found 9/15$450

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 September 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

Tue 1/20

12:55 am-3:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:12 pm-9:35 pm

1 stop11h 23m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 1/8

5:45 pm-2:16 pm

2 stops16h 31m

San Juan Luis Munoz Marin Intl

Sat 1/17

6:15 am-7:08 pm

2 stops16h 53m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 11/8

12:35 am-5:20 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Thu 11/13

2:10 pm-11:56 pm

2 stops13h 46m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/5

5:45 pm-2:16 pm

2 stops16h 31m

San Juan Luis Munoz Marin Intl

Thu 1/15

7:30 am-8:47 pm

2 stops17h 17m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 11/7

5:25 pm-3:11 pm

2 stops17h 46m

San Juan Luis Munoz Marin Intl

Fri 11/14

3:20 pm-10:05 pm

1 stop10h 45m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 10/28

5:50 am-10:45 pm

2 stops13h 55m

San Juan Luis Munoz Marin Intl

Mon 11/3

11:20 am-9:25 pm

2 stops14h 05m

$508

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/10

10:58 pm-1:12 pm

1 stop11h 14m

San Juan Luis Munoz Marin Intl

Sat 10/18

7:15 am-7:19 pm

2 stops15h 04m

$545

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 10/28

11:59 pm-2:40 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Fri 11/7

8:10 am-10:33 pm

1 stop18h 23m

$561

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 12/2

11:59 pm-3:40 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Wed 12/10

2:05 am-2:47 pm

2 stops16h 42m

$562

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 11/26

8:50 am-1:40 am

2 stops12h 50m

San Juan Luis Munoz Marin Intl

Thu 12/4

2:05 pm-10:35 pm

2 stops12h 30m

$607

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 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 September 12, 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 September 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.

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 September 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
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
8,023 reviews
Southwest
8.0
Very good
4,242 reviews

Overall

8.0

Boarding

8.1

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 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.

  • How long is the flight from Portland to San Juan?

    Delta can get you from Portland to San Juan in just under 10h 25m. Your travel time can differ by up to . Portland and San Juan are separated by a distance of 3710 mi.

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

    According to our current data, JetBlue ($185), Spirit Airlines ($248), and American Airlines ($341) 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 $24 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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$341Average$579FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$537FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$594FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$450Average$636FlexibilityNo cancel feeOn-time63%

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