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San Juan

$188+ 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 1/31. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 13 — Nov 201
Thu 11/13
Thu 11/20
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San Juan are usually found in October or September, booked 49 days in advance, depart on a Tuesday or Saturday and return on a Thursday

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 October 14, 2025.

This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/106:15 amPDX - SJU
2 stops11h 50mSouthwest
Thu 12/1811:55 amSJU - PDX
2 stops16h 25mSouthwest
Deal found 10/12$375
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2312:43 pmPDX - SJU
2 stops19h 14mFrontier
Fri 10/3110:39 pmSJU - PDX
2 stops16h 17mFrontier
Deal found 10/12$385
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/73:26 pmPDX - SJU
2 stops16h 50mFrontier
Fri 11/142:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/12$388
This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:55 pmPDX - SJU
2 stops12h 05mSouthwest
Thu 12/1811:55 amSJU - PDX
2 stops16h 25mSouthwest
Deal found 10/12$397
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:28 pmPDX - SJU
2 stops15h 26mFrontier
Sun 12/143:55 amSJU - PDX
2 stops18h 38mFrontier
Deal found 10/12$400
This Frontier deal was found by Cheapflights users on 10/12. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/23:26 pmPDX - SJU
2 stops20h 44mFrontier
Sun 11/92:11 amSJU - PDX
2 stops13h 45mFrontier
Deal found 10/12$416
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Mon 12/87:00 amPDX - SJU
1 stop10h 00mUnited Airlines
Tue 12/162:25 pmSJU - PDX
1 stop10h 50mUnited Airlines
Deal found 10/12$419
This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:55 pmPDX - SJU
2 stops11h 30mSouthwest
Mon 12/158:55 amSJU - PDX
2 stops14h 25mSouthwest
Deal found 10/12$435
This United Airlines deal was found by Cheapflights users on 10/12. 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 11/128:20 amPDX - SJU
1 stop10h 02mUnited Airlines
Tue 11/182:05 amSJU - PDX
2 stops15h 42mUnited Airlines
Deal found 10/12$445
This United Airlines deal was found by Cheapflights users on 10/12. 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 12/107:00 amPDX - SJU
1 stop10h 00mUnited Airlines
Wed 12/178:10 amSJU - PDX
2 stops14h 31mUnited Airlines
Deal found 10/12$447
This American Airlines deal was found by Cheapflights users on 10/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/112:45 amPDX - SJU
2 stops12h 21mAmerican Airlines
Mon 11/1011:13 amSJU - PDX
1 stop16h 18mAmerican Airlines
Deal found 10/12$457
This United Airlines deal was found by Cheapflights users on 10/12. 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.
Thu 12/115:00 amPDX - SJU
2 stops13h 22mUnited Airlines
Thu 12/182:25 pmSJU - PDX
1 stop12h 34mUnited Airlines
Deal found 10/12$460

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 October 14, 2025.

Round-trip from

$375
(Southwest)

One-way from

$188
(Southwest)

Popular in

December

Cheapest in

October

Average price

$476
From Portland to San Juan
Search Deals
One-way flight from Portland to San Juan
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

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 October 14, 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

Mon 12/8

7:00 am-9:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Tue 12/16

8:30 am-6:06 pm

2 stops13h 36m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 1/21

7:00 am-11:58 pm

1 stop12h 58m

San Juan Luis Munoz Marin Intl

Wed 1/28

2:12 pm-9:35 pm

1 stop11h 23m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Sun 1/18

12:55 am-3:20 pm

1 stop10h 25m

San Juan Luis Munoz Marin Intl

Wed 1/28

7:30 am-8:30 pm

2 stops17h 00m

$419

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Wed 11/12

8:20 am-10:22 pm

1 stop10h 02m

San Juan Luis Munoz Marin Intl

Tue 11/18

2:05 am-1:47 pm

2 stops15h 42m

$445

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 2/6

7:00 am-9:00 pm

1 stop10h 00m

San Juan Luis Munoz Marin Intl

Mon 2/9

2:05 am-2:46 pm

2 stops16h 41m

$453

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/31

5:00 am-5:25 pm

1 stop9h 25m

San Juan Luis Munoz Marin Intl

Mon 11/17

2:05 am-1:47 pm

2 stops15h 42m

$482

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/19

11:05 pm-12:55 pm

1 stop9h 50m

San Juan Luis Munoz Marin Intl

Tue 1/27

2:05 am-2:46 pm

2 stops16h 41m

$509

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Fri 10/31

5:50 am-9:50 pm

2 stops13h 00m

San Juan Luis Munoz Marin Intl

Tue 11/18

11:20 am-10:30 pm

2 stops15h 10m

$520

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Tue 3/3

12:16 pm-4:55 am

2 stops12h 39m

San Juan Luis Munoz Marin Intl

Wed 3/4

10:26 am-8:24 pm

2 stops13h 58m

$524

PortlandSan Juan

PDX - SJU

PDXSJU

Portland

Mon 1/5

11:05 pm-1:17 pm

1 stop10h 12m

San Juan Luis Munoz Marin Intl

Mon 1/12

8:10 am-6:10 pm

2 stops14h 00m

$531

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/13

Showing 1-10 of 16 results
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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 October 10, 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $187). Flying from Portland to San Juan in December is currently the most expensive (average of $419). 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 October 14, 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 at noon, which can drop the price by up to 69% versus a flight in the morning.

How much does it cost to fly round-trip from Portland to San Juan?

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 October 14, 2025.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,235 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,973 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,974 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,045 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,092 reviews
Southwest
8.0
Very good
4,235 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 6 different airlines.

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

    United Airlines and Delta can get you from Portland to San Juan in just under 10h. Your travel time can differ by up to 2h 58m. 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, JetBlue ($185), Spirit Airlines ($248), and American Airlines ($343) offers the cheapest pricing from Portland to San Juan. JetBlue is currently priced 67% 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 ($188), Frontier ($198), and Delta ($210).

  • 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?

    Kaseya Center, Bayfront Park, and Wynwood Art District are currently the most popular points of interest in Miami at the moment. Kaseya Center, Bayfront Park and Wynwood Art District are located about 6.2 mi, 6.4 mi, and 5.5 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $187). Flying from Portland to San Juan in December is currently the most expensive (average of $419). 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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Top 6 airlines flying from Portland to San Juan

Discover the top 6 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 October 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$185Average$540FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$248Average$415FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$343Average$588FlexibilityNo cancel feeOn-time71%
DeltaCheapest$363Average$530FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$594FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$444Average$636FlexibilityNo cancel feeOn-time63%

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