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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 9 — Jul 161
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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 Jun 9, 2026.

This Southwest deal was found by Cheapflights users on 6/7. 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.
Isnin 8/247:00 pm
PDX
-
SJU
2 stops13h 00m
Southwest
Isnin 8/315:00 am
SJU
-
PDX
2 stops13h 00m
Southwest
Deal found 6/7$451
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Isnin 11/210:45 pm
PDX
-
SJU
1 stop10h 56m
American Airlines
Rabu 12/28:18 am
SJU
-
PDX
1 stop16h 49m
American Airlines
Deal found 6/8$465
This Delta deal was found by Cheapflights users on 6/8. 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.
Isnin 11/910:55 pm
PDX
-
SJU
1 stop11h 05m
Delta
Selasa 11/177:15 am
SJU
-
PDX
2 stops15h 02m
Delta
Deal found 6/8$466
This American Airlines deal was found by Cheapflights users on 6/8. 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.
Rabu 8/125:15 am
PDX
-
SJU
2 stops13h 40m
American Airlines
Khamis 8/2012:55 am
SJU
-
PDX
1 stop20h 05m
American Airlines
Deal found 6/8$471
This Delta deal was found by Cheapflights users on 6/5. 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.
Isnin 10/1210:05 pm
PDX
-
SJU
1 stop10h 51m
Delta
Selasa 10/207:00 am
SJU
-
PDX
2 stops19h 52m
Delta
Deal found 6/5$476
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Selasa 9/811:09 pm
PDX
-
SJU
2 stops13h 31m
American Airlines
Sabtu 9/122:22 pm
SJU
-
PDX
1 stop12h 06m
American Airlines
Deal found 6/7$491
This Southwest deal was found by Cheapflights users on 6/7. 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.
Rabu 8/126:45 am
PDX
-
SJU
2 stops11h 20m
Southwest
Isnin 8/176:30 am
SJU
-
PDX
2 stops13h 05m
Southwest
Deal found 6/7$498
This Southwest deal was found by Cheapflights users on 6/4. 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.
Khamis 9/36:05 am
PDX
-
SJU
2 stops13h 10m
Southwest
Isnin 9/76:30 am
SJU
-
PDX
2 stops13h 05m
Southwest
Deal found 6/4$508
This Delta deal was found by Cheapflights users on 6/8. 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.
Ahad 8/211:15 pm
PDX
-
SJU
1 stop11h 01m
Delta
Jumaat 9/1812:58 pm
SJU
-
PDX
1 stop11h 47m
Delta
Deal found 6/8$516
This American Airlines deal was found by Cheapflights users on 6/6. 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.
Selasa 7/285:49 am
PDX
-
SJU
1 stop14h 10m
American Airlines
Isnin 8/37:25 am
SJU
-
PDX
1 stop19h 30m
American Airlines
Deal found 6/6$520
This American Airlines deal was found by Cheapflights users on 6/5. 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.
Rabu 8/511:34 pm
PDX
-
SJU
2 stops13h 29m
American Airlines
Selasa 8/1110:33 am
SJU
-
PDX
2 stops15h 26m
American Airlines
Deal found 6/5$521

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 Jun 9, 2026.

Round-trip from

$451
(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 Jun 9, 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

Isnin 8/24

7:35 pm-11:00 am

2 stops12h 25m

San Juan Luis Munoz Marin Intl

Isnin 8/31

6:30 am-4:35 pm

2 stops13h 05m

$451

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Rabu 10/28

7:00 am-11:56 pm

1 stop13h 56m

San Juan Luis Munoz Marin Intl

Sabtu 11/7

5:18 pm-11:47 pm

1 stop10h 29m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Isnin 9/7

7:00 pm-11:00 am

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Isnin 9/14

6:30 am-4:35 pm

2 stops13h 05m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Rabu 8/5

5:50 am-9:05 pm

2 stops12h 15m

San Juan Luis Munoz Marin Intl

Rabu 8/19

11:50 am-9:55 pm

2 stops13h 05m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Rabu 9/23

10:45 pm-2:30 pm

1 stop12h 45m

San Juan Luis Munoz Marin Intl

Isnin 9/28

6:30 am-4:35 pm

2 stops13h 05m

$466

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Isnin 11/9

8:10 pm-11:45 am

2 stops11h 35m

San Juan Luis Munoz Marin Intl

Selasa 11/17

5:45 am-3:00 pm

2 stops13h 15m

$466
Quickest round-trip

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Khamis 10/15

10:05 pm-11:56 am

1 stop10h 51m

San Juan Luis Munoz Marin Intl

Sabtu 10/17

1:06 pm-9:27 pm

1 stop11h 21m

$476

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sabtu 9/26

5:10 pm-12:13 pm

2 stops16h 03m

San Juan Luis Munoz Marin Intl

Sabtu 10/31

7:00 am-7:43 pm

2 stops15h 43m

$476

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Isnin 10/12

5:10 am-8:55 pm

2 stops12h 45m

San Juan Luis Munoz Marin Intl

Selasa 10/13

5:35 am-4:45 pm

2 stops14h 10m

$560

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Khamis 10/22

10:33 pm-11:57 am

1 stop10h 24m

San Juan Luis Munoz Marin Intl

Jumaat 10/30

1:25 pm-10:38 pm

1 stop12h 13m

$566

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 22 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 43 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 Jun 9, 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

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

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

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

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

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

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

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

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

Overall

7.9

Comfort

8.0

Boarding

8.1

Food

7.0

Entertainment

7.5

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?

    Southwest, American Airlines, and Delta can get you from Portland to San Juan in just under 10h 56m. Your travel time can differ by up to 2h 29m. 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, 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 Jun 9, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$235Average$477FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$399Average$641FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$408Average$498FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$418Average$592FlexibilityNo cancel feeOn-time69%

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