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$185+ 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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jan 29 — Feb 51
Thu 1/29
Thu 2/5
1 adult, Economy
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Cheap 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 December 30, 2025.

This American Airlines deal was found by Cheapflights users on 12/30. 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.
Wed 12/3110:21 pmPDX - SJU
1 stop9h 18mAmerican Airlines
Mon 1/510:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Deal found 12/30$895
This Delta deal was found by Cheapflights users on 12/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/315:30 amPDX - SJU
2 stops16h 57mDelta
Mon 1/53:20 pmSJU - PDX
2 stops12h 57mDelta
Deal found 12/29$1,029
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:33 amPDX - SJU
1 stop20h 01mAmerican Airlines
Mon 1/54:38 pmSJU - PDX
1 stop12h 21mAmerican Airlines
Deal found 12/29$1,065
This Delta deal was found by Cheapflights users on 12/30. 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 12/3010:05 pmPDX - SJU
1 stop10h 52mDelta
Mon 1/53:20 pmSJU - PDX
2 stops12h 57mDelta
Deal found 12/30$1,069
This United Airlines deal was found by Cheapflights users on 12/30. 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 12/317:30 amPDX - SJU
3 stops18h 41mUnited Airlines
Mon 1/57:00 amSJU - PDX
2 stops16h 01mUnited Airlines
Deal found 12/30$1,105
This American Airlines deal was found by Cheapflights users on 12/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3010:21 pmPDX - SJU
1 stop19h 30mAmerican Airlines
Sat 1/37:00 amSJU - PDX
1 stop19h 16mAmerican Airlines
Deal found 12/29$1,115
This Southwest deal was found by Cheapflights users on 12/29. 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.
Tue 12/308:15 amPDX - SJU
2 stops13h 25mSouthwest
Sat 1/35:35 amSJU - PDX
2 stops15h 10mSouthwest
Deal found 12/29$1,150
This United Airlines deal was found by Cheapflights users on 12/29. 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.
Tue 12/3010:52 pmPDX - SJU
1 stop10h 25mUnited Airlines
Sat 1/38:30 amSJU - PDX
2 stops18h 28mUnited Airlines
Deal found 12/29$1,255

Find 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 December 30, 2025.

Round-trip from

$369
(Southwest)

One-way from

$185
(Southwest)

Popular in

December

Cheapest in

October

Average price

$781
From Portland to San Juan
Search Deals
One-way flight from Portland to San Juan
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 30, 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

Sat 2/28

11:59 pm-3:40 pm

1 stop11h 41m

San Juan Luis Munoz Marin Intl

Wed 3/4

8:30 am-3:27 pm

1 stop10h 57m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 2/1

10:15 pm-1:08 pm

1 stop10h 53m

San Juan Luis Munoz Marin Intl

Sat 2/7

7:07 am-5:52 pm

2 stops14h 45m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/25

9:45 pm-2:31 pm

1 stop12h 46m

San Juan Luis Munoz Marin Intl

Wed 2/4

7:00 am-8:32 pm

2 stops17h 32m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/20

11:05 pm-12:55 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:05 am-1:45 pm

2 stops15h 40m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/20

7:00 am-11:57 pm

1 stop12h 57m

San Juan Luis Munoz Marin Intl

Fri 1/23

2:15 pm-10:45 pm

1 stop12h 30m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 2/28

5:43 pm-10:00 am

2 stops12h 17m

San Juan Luis Munoz Marin Intl

Wed 3/4

7:33 am-5:13 pm

2 stops13h 40m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 2/19

11:48 am-5:24 am

1 stop13h 36m

San Juan Luis Munoz Marin Intl

Mon 2/23

7:00 am-11:50 pm

1 stop20h 50m

$457

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 1/6

7:37 pm-4:50 pm

2 stops17h 13m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:30 am-8:32 pm

2 stops17h 02m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 2/3

6:20 am-11:10 pm

2 stops12h 50m

$185

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 2/3

11:01 pm-6:22 pm

1 stop15h 21m

$210

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 13 results
1
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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 December 26, 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 $414). 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.

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 December 30, 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
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,013 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
United Airlines
7.4
Good
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,075 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Spirit Airlines
6.3
Okay
8,243 reviews
Southwest
8.0
Very good
4,251 reviews

Entertainment

7.5

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

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?

    United Airlines, American Airlines, and Delta can get you from Portland to San Juan in just under 10h 53m. Your travel time can differ by up to 1h 53m. 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 Delta ($272) offers the cheapest pricing from Portland to San Juan. JetBlue is currently priced 68% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Portland to San Juan one-way?

    The cheapest airlines for a one-way flight from Portland to San Juan are Delta ($150), United Airlines ($174), and American Airlines ($175).

  • 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 $414). 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 December 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$243Average$330FlexibilityNo cancel feeOn-time65%
DeltaCheapest$317Average$520FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$348Average$590FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$405Average$595FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$445Average$631FlexibilityNo cancel feeOn-time63%

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