$166+ 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 2/1. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jan 3 — Jan 101
1 adult, Economy
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Find cheap flights from Portland to San Juan with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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
Cheap flight deals from Portland to San Juan
Cheapest flights from Portland to San JuanExplore 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 December 4, 2025.
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 December 4, 2025.
This Delta deal was found by Cheapflights users on 12/2. 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.
Mon 12/157:05 amPDX - SJU
1 stop12h 54mDelta
Wed 12/246:30 amSJU - PDX
2 stops20h 23mDelta
Deal found 12/2![Delta logo]()
$482
This American Airlines deal was found by Cheapflights users on 12/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/155:59 pmPDX - SJU
2 stops12h 10mAmerican Airlines
Tue 12/236:44 amSJU - PDX
1 stop16h 25mAmerican Airlines
Deal found 12/3![American Airlines logo]()
$536
This United Airlines deal was found by Cheapflights users on 12/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1111:59 pmPDX - SJU
1 stop11h 41mUnited Airlines
Thu 12/183:46 pmSJU - PDX
1 stop11h 13mUnited Airlines
Deal found 12/2![United Airlines logo]()
$545
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/125:01 pmPDX - SJU
2 stops42h 31mMultiple Airlines
Mon 12/225:02 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 12/3![Multiple Airlines logo]()
$582
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:51 pmPDX - SJU
2 stops31h 05mMultiple Airlines
Mon 12/225:02 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 12/3![Multiple Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 12/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1410:15 pmPDX - SJU
1 stop14h 48mAmerican Airlines
Wed 12/242:31 pmSJU - PDX
1 stop14h 28mAmerican Airlines
Deal found 12/3![American Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Sat 12/1310:15 pmPDX - SJU
1 stop19h 50mAmerican Airlines
Tue 12/2310:25 amSJU - PDX
1 stop18h 34mAmerican Airlines
Deal found 12/2![American Airlines logo]()
$596
This American Airlines deal was found by Cheapflights users on 12/2. 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.
Sat 12/1310:45 pmPDX - SJU
1 stop10h 45mAmerican Airlines
Sat 12/204:38 pmSJU - PDX
1 stop12h 21mAmerican Airlines
Deal found 12/2![American Airlines logo]()
$605
This American Airlines deal was found by Cheapflights users on 12/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:02 pmPDX - SJU
1 stop9h 58mAmerican Airlines
Wed 1/71:58 pmSJU - PDX
1 stop10h 26mAmerican Airlines
Deal found 12/1![American Airlines logo]()
$607
This Kiwi.com deal was found by Cheapflights users on 12/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:02 pmPDX - SJU
1 stop18h 11mMultiple Airlines
Wed 1/78:08 pmSJU - PDX
2 stops49h 31mMultiple Airlines
Deal found 12/1![Multiple Airlines logo]()
$608
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:51 pmPDX - SJU
2 stops31h 05mMultiple Airlines
Tue 12/235:14 pmSJU - PDX
1 stop28h 12mMultiple Airlines
Deal found 12/3![Multiple Airlines logo]()
$609
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 December 4, 2025.
Round-trip from | $369 (Southwest) |
|---|---|
One-way from | $166 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $773 |
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 December 4, 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 3/2
5:35 am-10:25 pm
2 stops12h 50m
San Juan Luis Munoz Marin Intl
Tue 3/10
5:55 am-4:50 pm
2 stops13h 55m
$394
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/30
10:00 am-11:57 pm
1 stop10h 57m
San Juan Luis Munoz Marin Intl
Fri 6/5
2:05 am-11:49 am
1 stop12h 44m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 1/18
6:00 am-11:45 pm
2 stops13h 45m
San Juan Luis Munoz Marin Intl
Wed 1/28
3:20 pm-12:17 am
2 stops12h 57m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/7
8:00 am-9:24 pm
1 stop10h 24m
San Juan Luis Munoz Marin Intl
Thu 4/16
1:40 pm-10:52 pm
1 stop12h 12m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 3/2
7:00 am-11:56 pm
1 stop12h 56m
San Juan Luis Munoz Marin Intl
Tue 3/10
6:15 am-5:39 pm
2 stops14h 24m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 1/19
9:45 pm-1:06 pm
1 stop11h 21m
San Juan Luis Munoz Marin Intl
Thu 1/29
3:55 pm-10:15 pm
1 stop10h 20m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 1/19
9:45 pm-1:06 pm
1 stop11h 21m
San Juan Luis Munoz Marin Intl
Wed 1/28
7:30 am-8:59 pm
2 stops17h 29m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/1
5:45 pm-3:07 pm
2 stops18h 22m
San Juan Luis Munoz Marin Intl
Thu 5/7
6:15 am-1:14 pm
1 stop9h 59m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 1/19
7:37 pm-2:10 pm
2 stops14h 33m
San Juan Luis Munoz Marin Intl
Tue 1/27
3:20 pm-12:17 am
2 stops12h 57m
$419
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 2/22
12:40 am-3:18 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Tue 3/3
7:00 am-6:16 pm
2 stops15h 16m
$419
Showing 1-10 of 19 results
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 November 28, 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 $186). Flying from Portland to San Juan in December is currently the most expensive (average of $414). 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 December 4, 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 December 4, 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.
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Overall
8.0
Crew
8.6
Comfort
8.0
Food
7.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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.
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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 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 December 4, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$540 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$243 | Average$330 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$342 | Average$523 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$347 | Average$606 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$399 | Average$596 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$444 | Average$634 | FlexibilityNo cancel fee | On-time63% |