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San Juan

$152+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 July 3, 2025.

Round-trip from

$367
(Mytrip)

One-way from

$152
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$555
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. 11% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($22 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 3, 2025.

This Mytrip deal was found by Cheapflights users on 7/1. 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.
Tue 7/2910:23 amPDX - SJU
2 stops22h 09mSpirit Airlines
Tue 8/54:43 pmSJU - PDX
2 stops24h 32mSpirit Airlines
Deal found 7/1$367
This Delta deal was found by Cheapflights users on 7/2. 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 9/237:31 pmPDX - SJU
2 stops13h 42mDelta
Tue 9/307:30 amSJU - PDX
2 stops19h 22mDelta
Deal found 7/2$399
This Mytrip deal was found by Cheapflights users on 7/1. 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.
Thu 7/2410:34 amPDX - SJU
3 stops33h 26mMultiple Airlines
Mon 7/2811:59 pmSJU - PDX
2 stops17h 16mMultiple Airlines
Deal found 7/1$414
This United Airlines deal was found by Cheapflights users on 7/3. 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.
Sun 8/1711:59 pmPDX - SJU
1 stop12h 43mUnited Airlines
Thu 8/211:05 amSJU - PDX
1 stop10h 48mUnited Airlines
Deal found 7/3$433
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 7/255:30 amPDX - SJU
1 stop14h 55mAmerican Airlines
Tue 7/2911:59 amSJU - PDX
2 stops14h 23mAmerican Airlines
Deal found 7/2$440
This Southwest deal was found by Cheapflights users on 7/3. 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 9/106:00 amPDX - SJU
2 stops13h 30mSouthwest
Wed 9/178:00 amSJU - PDX
2 stops13h 25mSouthwest
Deal found 7/3$467

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 July 3, 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

Tue 7/29

10:23 am-11:32 am

2 stops22h 09m

San Juan Luis Munoz Marin Intl

Tue 8/5

4:43 pm-2:15 pm

2 stops24h 32m

$367

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 9/23

7:31 pm-12:13 pm

2 stops13h 42m

San Juan Luis Munoz Marin Intl

Tue 9/30

7:30 am-11:52 pm

2 stops19h 22m

$399

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Thu 7/24

10:34 am-11:00 pm

3 stops33h 26m

San Juan Luis Munoz Marin Intl

Mon 7/28

11:59 pm-2:15 pm

2 stops17h 16m

$414

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 8/17

11:59 pm-3:42 pm

1 stop12h 43m

San Juan Luis Munoz Marin Intl

Thu 8/21

1:05 am-8:53 am

1 stop10h 48m

$433

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 7/25

5:30 am-11:25 pm

1 stop14h 55m

San Juan Luis Munoz Marin Intl

Tue 7/29

11:59 am-11:22 pm

2 stops14h 23m

$440

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/10

6:00 am-10:30 pm

2 stops13h 30m

San Juan Luis Munoz Marin Intl

Wed 9/17

8:00 am-6:25 pm

2 stops13h 25m

$467

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 9/3

7:52 pm-1:58 pm

2 stops15h 06m

$152

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 9/13

7:15 am-9:52 am

2 stops23h 37m

$185

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sat 8/2

11:40 pm-4:04 pm

1 stop13h 24m

$190

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 9/14

10:50 pm-12:59 pm

1 stop11h 09m

$200

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

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 27, 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 July 3, 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.

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 July 3, 2025.
Read through reviews of airlines operating flights from Portland to San Juan, such as Alaska Airlines, Southwest, and Delta. 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

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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
2,916 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Crew

8.5

Boarding

8.1

Overall

8.0

Entertainment

7.1

Food

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 ($367), Delta ($399), and United Airlines ($433) offers the cheapest pricing from Portland to San Juan. Spirit Airlines is currently priced 33% 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 ($152), Frontier ($185), and JetBlue ($190).

  • 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 $22 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 July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$369FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$352FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$306Average$587FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$328Average$569FlexibilityNo cancel feeOn-time71%
DeltaCheapest$369Average$604FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$450Average$650FlexibilityNo cancel feeOn-time63%
Sun Country AirCheapest$475Average$771FlexibilityNo cancel feeOn-time83%

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