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$187+ 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 7/13. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in September or October, booked 49 days in advance, depart on a Tuesday or Saturday and return on a Thursday

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 June 12, 2025.

Round-trip from

$378
(FlightHub)

One-way from

$187
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$635
From Portland to San Juan
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One-way flight from Portland to San Juan
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Highest demand for flights based on searches. 12% potential increase in price ($74 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($23 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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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 June 12, 2025.

This FlightHub deal was found by Cheapflights users on 6/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/163:10 pmPDX - SJU
2 stops16h 19mSpirit Airlines
Tue 7/224:43 pmSJU - PDX
2 stops24h 32mSpirit Airlines
Deal found 6/10$378
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/307:19 amPDX - SJU
1 stop13h 32mDelta
Thu 9/412:50 pmSJU - PDX
1 stop12h 22mDelta
Deal found 6/11$399
This Mytrip 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/44:37 pmPDX - SJU
3 stops39h 02mMultiple Airlines
Wed 7/94:43 pmSJU - PDX
2 stops24h 32mMultiple Airlines
Deal found 6/11$406
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 8/185:00 amPDX - SJU
1 stop9h 30mUnited Airlines
Wed 8/271:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 6/11$434
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/186:35 amPDX - SJU
2 stops15h 11mFrontier
Thu 8/287:25 amSJU - PDX
2 stops19h 50mFrontier
Deal found 6/11$439
This Southwest deal was found by Cheapflights users on 6/10. 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.
Wed 9/106:40 pmPDX - SJU
2 stops12h 35mSouthwest
Tue 9/167:20 amSJU - PDX
2 stops14h 05mSouthwest
Deal found 6/10$467
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.
Mon 8/187:40 amPDX - SJU
2 stops13h 19mAmerican Airlines
Thu 8/282:55 pmSJU - PDX
1 stop21h 29mAmerican Airlines
Deal found 6/11$482
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/411:35 pmPDX - SJU
1 stop13h 14mJetBlue
Thu 7/1012:55 pmSJU - PDX
1 stop12h 20mJetBlue
Deal found 6/12$519

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 12, 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

Wed 7/16

3:10 pm-10:29 am

2 stops16h 19m

San Juan Luis Munoz Marin Intl

Tue 7/22

4:43 pm-2:15 pm

2 stops24h 32m

$378

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 8/30

7:19 am-11:51 pm

1 stop13h 32m

San Juan Luis Munoz Marin Intl

Thu 9/4

12:50 pm-10:12 pm

1 stop12h 22m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 7/4

4:37 pm-10:39 am

3 stops39h 02m

San Juan Luis Munoz Marin Intl

Wed 7/9

4:43 pm-2:15 pm

2 stops24h 32m

$406

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 8/18

5:00 am-5:30 pm

1 stop9h 30m

San Juan Luis Munoz Marin Intl

Wed 8/27

1:05 am-8:53 am

1 stop10h 48m

$434

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 8/18

6:35 am-12:46 am

2 stops15h 11m

San Juan Luis Munoz Marin Intl

Thu 8/28

7:25 am-12:15 am

2 stops19h 50m

$439

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/10

6:40 pm-10:15 am

2 stops12h 35m

San Juan Luis Munoz Marin Intl

Tue 9/16

7:20 am-6:25 pm

2 stops14h 05m

$467

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 8/18

11:07 pm-10:49 pm

1 stop20h 42m

San Juan Luis Munoz Marin Intl

Thu 8/28

2:55 pm-9:24 am

1 stop21h 29m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 7/4

11:35 pm-3:49 pm

1 stop13h 14m

San Juan Luis Munoz Marin Intl

Thu 7/10

12:55 pm-10:15 pm

1 stop12h 20m

$519

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 7/13

10:23 am-11:32 am

2 stops22h 09m

$187

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 8/26

12:21 pm-1:31 am

1 stop10h 10m

$190

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 16 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 June 9, 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, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $254). Flying from Portland to San Juan in June is currently the most expensive (average of $339). 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 June 12, 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 in the afternoon, which can drop the price by up to 30% versus a flight in the morning.

What is the cheapest day to fly from Portland to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Portland to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to San Juan flight should consider departing on Sunday afternoons when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in San Juan by month

Plan your trip to San Juan by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in San Juan ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit San Juan when rainfall is around 2.2 in.

Temperature in San Juan by month

Plan your trip to San Juan by taking into account the average temperature totals by month.

If weather is an important factor for your trip to San Juan, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 12, 2025.
See what other customers who have flown with Alaska Airlines, Southwest and Delta from Portland to San Juan have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Southwest
8.0
Very good
4,287 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,950 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,790 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
JetBlue
7.3
Good
2,925 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Crew

8.5

Comfort

7.8

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 7 different airlines.

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

    According to our current data, Spirit Airlines ($378), Delta ($399), and United Airlines ($434) offers the cheapest pricing from Portland to San Juan. Spirit Airlines is currently priced 31% 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 Spirit Airlines ($187), JetBlue ($190), and Delta ($200).

  • Where are the most common layover locations when flying from Portland to San Juan?

    Of the flights from Portland to San Juan that have layovers, most of them stop in Miami.

  • What are some popular things to do or see while on a layover in Miami?

    Wynwood Art District, Bayfront Park, and Bayside Marketplace are currently the most popular points of interest in Miami at the moment. Wynwood Art District, Bayfront Park and Bayside Marketplace are located about 5.5 mi, 6.4 mi, and 6.4 mi, respectively from Miami if you are interested in checking them out. Travelers in need of a car in Miami can rent one for about $21 per day.

  • Where are the least popular layover locations for Portland to San Juan flights?

    Flights departing from Portland and landing in San Juan layover in Atlanta least frequently.

  • 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 $254). Flying from Portland to San Juan in June is currently the most expensive (average of $339). 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

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Top 7 airlines flying from Portland to San Juan

Discover the top 7 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 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$380FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$362FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$306Average$586FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$327Average$572FlexibilityNo cancel feeOn-time71%
DeltaCheapest$368Average$626FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$450Average$655FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$475Average$737FlexibilityNo cancel feeOn-time83%

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