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San Juan

$207+ 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 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in October or September, booked 49 days in advance, depart on a Tuesday or Saturday and return on a Thursday

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 November 26, 2025.

This Delta deal was found by Cheapflights users on 11/23. 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.
Wed 12/315:15 pmPDX - SJU
2 stops14h 41mDelta
Tue 1/137:30 amSJU - PDX
2 stops19h 24mDelta
Deal found 11/23$457
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Sat 12/1311:59 pmPDX - SJU
1 stop10h 56mAmerican Airlines
Tue 12/2312:47 pmSJU - PDX
1 stop16h 12mAmerican Airlines
Deal found 11/25$482
This United Airlines deal was found by Cheapflights users on 11/23. 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 12/3111:45 pmPDX - SJU
1 stop10h 55mUnited Airlines
Tue 1/132:15 pmSJU - PDX
1 stop11h 34mUnited Airlines
Deal found 11/23$509
This Southwest deal was found by Cheapflights users on 11/23. 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.
Tue 12/166:55 pmPDX - SJU
2 stops11h 30mSouthwest
Tue 12/233:25 pmSJU - PDX
2 stops13h 40mSouthwest
Deal found 11/23$525
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Tue 12/3012:49 amPDX - SJU
1 stop18h 38mAmerican Airlines
Tue 1/136:00 amSJU - PDX
1 stop18h 27mAmerican Airlines
Deal found 11/23$529
This American Airlines deal was found by Cheapflights users on 11/23. 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.
Tue 12/1610:15 pmPDX - SJU
1 stop19h 54mAmerican Airlines
Tue 12/2312:47 pmSJU - PDX
1 stop16h 12mAmerican Airlines
Deal found 11/23$532
This American Airlines deal was found by Cheapflights users on 11/24. 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 12/1311:59 pmPDX - SJU
1 stop10h 56mAmerican Airlines
Sat 12/202:35 pmSJU - PDX
2 stops14h 19mAmerican Airlines
Deal found 11/24$536
This Delta deal was found by Cheapflights users on 11/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:10 pmPDX - SJU
1 stop10h 35mDelta
Tue 12/91:55 pmSJU - PDX
1 stop12h 24mDelta
Deal found 11/25$545
This American Airlines deal was found by Cheapflights users on 11/25. 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.
Mon 12/155:59 pmPDX - SJU
2 stops12h 10mAmerican Airlines
Mon 1/196:00 amSJU - PDX
1 stop21h 46mAmerican Airlines
Deal found 11/25$555
This United Airlines deal was found by Cheapflights users on 11/23. 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 12/145:00 amPDX - SJU
1 stop9h 25mUnited Airlines
Wed 12/242:25 pmSJU - PDX
1 stop10h 42mUnited Airlines
Deal found 11/23$563
This Kiwi.com deal was found by Cheapflights users on 11/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:51 pmPDX - SJU
2 stops16h 46mMultiple Airlines
Mon 12/225:02 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 11/23$566

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 November 26, 2025.

Round-trip from

$369
(Southwest)

One-way from

$207
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$619
From Portland to San Juan
Search Deals
One-way flight from Portland to San Juan
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($66 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 26, 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

Mon 1/19

6:45 am-12:40 am

2 stops13h 55m

San Juan Luis Munoz Marin Intl

Mon 1/26

5:40 am-3:40 pm

2 stops14h 00m

$394

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

9:45 pm-1:06 pm

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Tue 1/27

3:20 pm-11:55 pm

2 stops12h 35m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/17

7:00 am-11:57 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:20 pm-12:17 am

2 stops12h 57m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 1/23

9:45 pm-11:56 am

1 stop10h 11m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:55 pm-10:15 pm

1 stop10h 20m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/18

6:50 am-11:45 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Sat 1/31

7:00 am-8:32 pm

2 stops17h 32m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

5:15 pm-2:31 pm

2 stops17h 16m

San Juan Luis Munoz Marin Intl

Thu 1/29

2:15 pm-12:17 am

2 stops14h 02m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/20

6:50 am-11:45 pm

1 stop12h 55m

San Juan Luis Munoz Marin Intl

Thu 1/29

3:20 pm-12:17 am

2 stops12h 57m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/20

6:15 am-11:45 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Tue 1/27

7:00 am-8:32 pm

2 stops17h 32m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 1/17

7:00 am-11:57 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Tue 1/27

3:20 pm-12:17 am

2 stops12h 57m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

7:37 pm-2:10 pm

2 stops14h 33m

San Juan Luis Munoz Marin Intl

Wed 1/28

3:55 pm-10:15 pm

1 stop10h 20m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

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 November 21, 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $186). Flying from Portland to San Juan in December is currently the most expensive (average of $413). 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 November 26, 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 at noon, which can drop the price by up to 69% versus a flight in the morning.

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 November 26, 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
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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
8,003 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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
9,050 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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
11,037 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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
8,156 reviews
Southwest
8.0
Very good
4,254 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Entertainment

7.5

Boarding

8.1

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?

    Southwest and Delta can get you from Portland to San Juan in just under 11h 21m. Your travel time can differ by up to 2h 34m. Portland and San Juan are separated by a distance of 3710 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, JetBlue ($185), Spirit Airlines ($243), and American Airlines ($347) offers the cheapest pricing from Portland to San Juan. JetBlue is currently priced 68% below the average price you’ll pay for this route.

  • 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $186). Flying from Portland to San Juan in December is currently the most expensive (average of $413). 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

Browse thousands of different options on Cheapflights for your next trip

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$243Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$347Average$601FlexibilityNo cancel feeOn-time71%
DeltaCheapest$348Average$524FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$596FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$634FlexibilityNo cancel feeOn-time63%

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