San Juan

$218+ 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 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 1 — Jul 81
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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 1, 2026.

This Southwest deal was found by Cheapflights users on 5/29. 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.
Mon 8/177:35 pm
PDX
-
SJU
2 stops12h 25m
Southwest
Tue 8/2511:50 am
SJU
-
PDX
2 stops13h 05m
Southwest
Deal found 5/29$436
This American Airlines deal was found by Cheapflights users on 5/31. 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 11/210:45 pm
PDX
-
SJU
1 stop15h 07m
American Airlines
Wed 12/27:00 am
SJU
-
PDX
1 stop18h 21m
American Airlines
Deal found 5/31$461
This Southwest deal was found by Cheapflights users on 5/31. 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 11/98:10 pm
PDX
-
SJU
2 stops11h 35m
Southwest
Tue 11/1712:35 pm
SJU
-
PDX
2 stops14h 40m
Southwest
Deal found 5/31$466
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/125:59 am
PDX
-
SJU
1 stop14h 16m
American Airlines
Fri 8/216:00 am
SJU
-
PDX
2 stops13h 51m
American Airlines
Deal found 5/30$471
This American Airlines deal was found by Cheapflights users on 5/28. 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 8/2911:34 pm
PDX
-
SJU
1 stop20h 41m
American Airlines
Mon 9/712:55 am
SJU
-
PDX
1 stop20h 05m
American Airlines
Deal found 5/28$475
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Mon 10/267:45 am
PDX
-
SJU
1 stop12h 48m
American Airlines
Mon 11/237:40 am
SJU
-
PDX
1 stop20h 11m
American Airlines
Deal found 5/30$476
This United Airlines deal was found by Cheapflights users on 5/30. 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 10/216:56 am
PDX
-
SJU
1 stop10h 42m
United Airlines
Wed 10/286:45 am
SJU
-
PDX
2 stops13h 53m
United Airlines
Deal found 5/30$483
This American Airlines deal was found by Cheapflights users on 5/30. 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.
Tue 6/305:10 am
PDX
-
SJU
2 stops13h 48m
American Airlines
Tue 7/147:25 am
SJU
-
PDX
1 stop19h 30m
American Airlines
Deal found 5/30$498
This American Airlines deal was found by Cheapflights users on 5/29. 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 7/2810:30 pm
PDX
-
SJU
1 stop12h 03m
American Airlines
Mon 8/37:00 am
SJU
-
PDX
1 stop19h 30m
American Airlines
Deal found 5/29$502
This Delta deal was found by Cheapflights users on 5/29. 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.
Mon 8/1712:30 am
PDX
-
SJU
2 stops13h 03m
Delta
Wed 8/267:30 am
SJU
-
PDX
2 stops17h 32m
Delta
Deal found 5/29$511
This American Airlines deal was found by Cheapflights users on 5/27. 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 8/103:00 pm
PDX
-
SJU
2 stops15h 43m
American Airlines
Sun 8/166:00 am
SJU
-
PDX
2 stops13h 51m
American Airlines
Deal found 5/27$516

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 1, 2026.

Round-trip from

$436
(Southwest)

One-way from

$218
(Southwest)

Popular in

December

Cheapest in

September

Average price

$637
From Portland to San Juan
One-way flight from Portland to San Juan
Highest demand for flights based on searches. 9% potential increase in price ($62 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($14 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 1, 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

Sat 9/26

7:00 am-10:00 pm

1 stop12h 00m

San Juan Luis Munoz Marin Intl

Sat 10/31

7:30 am-7:43 pm

2 stops15h 13m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 9/4

7:35 pm-10:50 am

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Mon 9/14

5:30 am-3:00 pm

1 stop12h 30m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 9/4

7:07 pm-12:34 pm

2 stops14h 27m

San Juan Luis Munoz Marin Intl

Sun 9/13

1:00 am-9:50 am

1 stop11h 50m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 10/20

7:40 pm-4:33 pm

2 stops17h 53m

San Juan Luis Munoz Marin Intl

Tue 11/3

7:30 am-1:25 pm

1 stop9h 55m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 11/13

10:05 pm-5:20 pm

1 stop15h 15m

San Juan Luis Munoz Marin Intl

Mon 11/23

7:15 am-6:17 pm

2 stops15h 02m

$524

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 10/21

7:35 pm-11:10 am

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Sun 10/25

2:35 pm-1:10 am

2 stops13h 35m

$566
Quickest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 6/30

5:00 am-5:38 pm

1 stop9h 38m

San Juan Luis Munoz Marin Intl

Mon 7/13

1:00 am-9:25 am

1 stop11h 25m

$588

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 10/20

7:35 pm-10:40 am

2 stops12h 05m

San Juan Luis Munoz Marin Intl

Sun 10/25

5:00 am-7:05 pm

2 stops17h 05m

$598

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 8/25

7:10 am-8:38 pm

1 stop10h 28m

San Juan Luis Munoz Marin Intl

Thu 8/27

3:56 pm-9:29 am

1 stop20h 33m

$670
Cheapest one-way

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 8/17

10:45 pm-12:50 pm

1 stop11h 05m

$218

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/29

Showing 1-10 of 18 resultsSorted by cheapest first
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

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 $190). Flying from Portland to San Juan in May is currently the most expensive (average of $376). 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 45 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 1, 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.

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

Food

7.0

Crew

8.6

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
10.0
Excellent

Walter,May 2026

LAS - BUR

Short but excellent flight. Everyone was friendly and professional it was a great flight!

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, Southwest, and United Airlines can get you from Portland to San Juan in just under 12h. Your travel time can differ by up to 2h 27m. 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 59% 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $190). Flying from Portland to San Juan in May is currently the most expensive (average of $376). 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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$480FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$399Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$408Average$566FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$418Average$593FlexibilityNo cancel feeOn-time69%

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