San Juan

$233+ 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 11/5. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 16 — Jul 231
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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 June 16, 2026.

This Southwest deal was found by Cheapflights users on 6/11. 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 8/2410:45 pm
PDX
-
SJU
1 stop11h 05m
Southwest
Thu 8/278:55 pm
SJU
-
PDX
2 stops17h 45m
Southwest
Deal found 6/11$436
This Southwest deal was found by Cheapflights users on 6/11. 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.
Thu 9/107:35 pm
PDX
-
SJU
2 stops10h 35m
Southwest
Thu 9/248:55 pm
SJU
-
PDX
2 stops17h 45m
Southwest
Deal found 6/11$451
This Southwest deal was found by Cheapflights users on 6/11. 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 11/97:00 pm
PDX
-
SJU
2 stops12h 45m
Southwest
Tue 11/175:45 am
SJU
-
PDX
2 stops13h 15m
Southwest
Deal found 6/11$466
This American Airlines deal was found by Cheapflights users on 6/11. 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 8/1211:34 pm
PDX
-
SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
-
PDX
1 stop20h 05m
American Airlines
Deal found 6/11$471
This American Airlines deal was found by Cheapflights users on 6/11. 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 8/195:59 am
PDX
-
SJU
2 stops15h 00m
American Airlines
Wed 8/267:30 am
SJU
-
PDX
1 stop15h 18m
American Airlines
Deal found 6/11$472
This United Airlines deal was found by Cheapflights users on 6/11. 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 11/26:59 pm
PDX
-
SJU
2 stops12h 51m
United Airlines
Fri 11/62:25 pm
SJU
-
PDX
1 stop12h 13m
United Airlines
Deal found 6/11$476
This United Airlines deal was found by Cheapflights users on 6/12. 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 10/145:00 am
PDX
-
SJU
1 stop9h 38m
United Airlines
Wed 10/212:00 pm
SJU
-
PDX
1 stop10h 10m
United Airlines
Deal found 6/12$484
This American Airlines deal was found by Cheapflights users on 6/13. 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 9/810:59 pm
PDX
-
SJU
1 stop12h 51m
American Airlines
Sat 9/122:22 pm
SJU
-
PDX
1 stop12h 06m
American Airlines
Deal found 6/13$491
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:00 am
PDX
-
SJU
1 stop9h 38m
United Airlines
Mon 10/122:00 pm
SJU
-
PDX
1 stop11h 53m
United Airlines
Deal found 6/14$494
This American Airlines deal was found by Cheapflights users on 6/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:49 am
PDX
-
SJU
1 stop14h 10m
American Airlines
Mon 8/37:25 am
SJU
-
PDX
1 stop19h 30m
American Airlines
Deal found 6/15$503
This Southwest deal was found by Cheapflights users on 6/15. 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.
Tue 11/106:20 am
PDX
-
SJU
2 stops11h 35m
Southwest
Tue 11/241:20 pm
SJU
-
PDX
2 stops14h 05m
Southwest
Deal found 6/15$513

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 June 16, 2026.

Round-trip from

$436
(Southwest)

One-way from

$233
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$676
From Portland to San Juan
One-way flight from Portland to San Juan
Highest demand for flights based on searches. 8% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Average for round-trip flights in June 2026

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 June 16, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 11/12

6:00 am-11:55 pm

2 stops13h 55m

San Juan Luis Munoz Marin Intl

Tue 11/17

2:05 pm-11:47 pm

2 stops13h 42m

$466
Quickest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 11/9

5:15 am-6:25 pm

1 stop9h 10m

San Juan Luis Munoz Marin Intl

Tue 11/17

1:00 pm-9:21 pm

1 stop12h 21m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 11/9

7:00 pm-11:45 am

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Tue 11/17

5:45 am-3:00 pm

2 stops13h 15m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 9/26

10:00 pm-12:13 pm

1 stop11h 13m

San Juan Luis Munoz Marin Intl

Sat 10/31

2:31 pm-10:26 pm

1 stop10h 55m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 11/3

5:30 am-12:56 am

2 stops15h 26m

San Juan Luis Munoz Marin Intl

Wed 11/11

1:55 pm-10:26 pm

1 stop12h 31m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 10/17

7:00 am-11:56 pm

1 stop13h 56m

San Juan Luis Munoz Marin Intl

Thu 10/22

12:46 pm-11:51 pm

2 stops14h 05m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 8/11

5:50 am-9:05 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Sat 8/15

10:25 am-9:25 pm

2 stops14h 00m

$531

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 12/11

11:30 pm-3:00 pm

1 stop11h 30m

San Juan Luis Munoz Marin Intl

Tue 12/15

5:45 am-3:00 pm

2 stops13h 15m

$546

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 10/26

7:49 pm-2:40 pm

2 stops15h 51m

San Juan Luis Munoz Marin Intl

Fri 10/30

1:25 pm-10:38 pm

1 stop12h 13m

$556

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/2

7:07 pm-11:57 am

2 stops13h 50m

San Juan Luis Munoz Marin Intl

Fri 9/11

1:00 am-11:28 am

2 stops13h 28m

$556

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 21 resultsSorted by cheapest first
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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

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 $200). Flying from Portland to San Juan in August is currently the most expensive (average of $399). 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?

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

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 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 16, 2026.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

Crew

8.6

Entertainment

7.5

Comfort

8.0

Boarding

8.1

Overall

7.9

Food

7.0

Reviews

1 / 20
8.0
Excellent

La Tracimeldamarcos,Jun 2026

LAX - SLC

The second flight was not as comfortable as the first as we had to change planes to what seemed to be a slightly older aircraft. The seats weren’t as comfortable as the other plane. But it wasn’t bad.

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 4 different airlines.

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

    Delta, United Airlines, and Southwest can get you from Portland to San Juan in just under 9h 10m. Your travel time can differ by up to 4h 45m. 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, Delta ($235), American Airlines ($399), and Southwest ($408) offers the cheapest pricing from Portland to San Juan. Delta is currently priced 60% 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 Southwest ($190), JetBlue ($190), and American Airlines ($200).

  • 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 $200). Flying from Portland to San Juan in August is currently the most expensive (average of $399). 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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Alternative routes for Portland to San Juan

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from Portland to San Juan

Discover the top 4 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 June 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$472FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$399Average$640FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$408Average$498FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$418Average$595FlexibilityNo cancel feeOn-time69%

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