$135+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Mar 5 — Mar 121
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
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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 February 3, 2026.
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 February 3, 2026.
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 3/411:48 am
PDX
- SJU
1 stop13h 36m
American Airlines
Wed 3/111:23 pm
SJU
- PDX
1 stop13h 21m
American Airlines
Deal found 2/2![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 3/1611:59 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Fri 3/206:00 am
SJU
- PDX
1 stop20h 44m
American Airlines
Deal found 2/2![American Airlines logo]()
$440
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
PDX
- SJU
2 stops10h 30m
Southwest
Wed 4/88:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 2/2![Southwest logo]()
$446
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/15:38 pm
PDX
- SJU
2 stops12h 22m
American Airlines
Wed 4/151:31 pm
SJU
- PDX
2 stops13h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$449
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:00 am
PDX
- SJU
1 stop10h 34m
United Airlines
Wed 5/271:40 pm
SJU
- PDX
1 stop10h 35m
United Airlines
Deal found 2/1![United Airlines logo]()
$460
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/136:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 5/275:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/1![Southwest logo]()
$470
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
PDX
- SJU
2 stops14h 10m
Delta
Sat 5/27:15 am
SJU
- PDX
2 stops18h 06m
Delta
Deal found 2/1![Delta logo]()
$478
This eDestinos deal was found by Cheapflights users on 2/1. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/12:47 pm
PDX
- SJU
2 stops18h 03m
Multiple Airlines
Wed 4/156:30 am
SJU
- PDX
3 stops55h 33m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$479
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:50 am
PDX
- SJU
2 stops14h 50m
Southwest
Mon 3/92:50 pm
SJU
- PDX
2 stops12h 55m
Southwest
Deal found 2/2![Southwest logo]()
$481
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:30 am
PDX
- SJU
2 stops12h 35m
Southwest
Mon 4/272:00 pm
SJU
- PDX
2 stops13h 25m
Southwest
Deal found 2/2![Southwest logo]()
$485
Best flights from Portland to San JuanDiscover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
Discover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 3, 2026.
This Delta deal was found by Cheapflights users on 2/2. 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 3/312:40 am
PDX
- SJU
1 stop10h 38m
Delta
Wed 3/117:30 am
SJU
- PDX
2 stops15h 55m
Delta
Deal found 2/2![Delta logo]()
$440
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/16:00 am
PDX
- SJU
2 stops10h 30m
Southwest
Thu 4/302:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 2/2![Southwest logo]()
$446
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/1110:54 pm
PDX
- SJU
1 stop9h 55m
United Airlines
Fri 5/11:00 am
SJU
- PDX
2 stops15h 15m
United Airlines
Deal found 2/1![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 2/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/27:25 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 4/88:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 2/1![Southwest logo]()
$481
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:05 pm
PDX
- SJU
2 stops15h 47m
Delta
Wed 4/221:25 pm
SJU
- PDX
1 stop11h 51m
Delta
Deal found 2/1![Delta logo]()
$498
This Southwest deal was found by Cheapflights users on 1/31. 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 3/25:50 am
PDX
- SJU
2 stops14h 50m
Southwest
Mon 3/95:30 am
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 1/31![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:38 pm
PDX
- SJU
1 stop10h 11m
United Airlines
Wed 3/48:30 am
SJU
- PDX
1 stop10h 57m
United Airlines
Deal found 2/1![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:30 am
PDX
- SJU
2 stops12h 35m
Southwest
Mon 4/272:00 pm
SJU
- PDX
2 stops13h 25m
Southwest
Deal found 2/2![Southwest logo]()
$485
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:30 am
PDX
- SJU
2 stops12h 40m
Southwest
Wed 3/1110:10 am
SJU
- PDX
2 stops16h 00m
Southwest
Deal found 2/2![Southwest logo]()
$505
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated February 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated February 3, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/186:30 am
PDX
- SJU
2 stops12h 40m
Southwest
Tue 2/2412:10 pm
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 2/2![Southwest logo]()
$519
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1910:38 pm
PDX
- SJU
1 stop12h 02m
United Airlines
Thu 2/263:46 pm
SJU
- PDX
1 stop11h 13m
United Airlines
Deal found 2/1![United Airlines logo]()
$503
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Sun 3/111:35 pm
PDX
- SJU
2 stops12h 14m
American Airlines
Thu 3/52:23 pm
SJU
- PDX
2 stops13h 54m
American Airlines
Deal found 2/1![American Airlines logo]()
$494
This United Airlines deal was found by Cheapflights users on 1/31. 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 3/110:38 pm
PDX
- SJU
1 stop10h 11m
United Airlines
Wed 3/48:30 am
SJU
- PDX
1 stop10h 57m
United Airlines
Deal found 1/31![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:50 am
PDX
- SJU
2 stops14h 50m
Southwest
Mon 3/92:50 pm
SJU
- PDX
2 stops12h 55m
Southwest
Deal found 2/2![Southwest logo]()
$481
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Wed 3/411:48 am
PDX
- SJU
1 stop13h 36m
American Airlines
Wed 3/111:23 pm
SJU
- PDX
1 stop13h 21m
American Airlines
Deal found 2/2![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 2/1. 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 3/46:25 am
PDX
- SJU
2 stops13h 09m
American Airlines
Thu 3/127:11 am
SJU
- PDX
1 stop19h 33m
American Airlines
Deal found 2/1![American Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:30 am
PDX
- SJU
2 stops12h 40m
Southwest
Wed 3/1110:10 am
SJU
- PDX
2 stops16h 00m
Southwest
Deal found 2/2![Southwest logo]()
$505
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:05 am
PDX
- SJU
2 stops14h 10m
Delta
Sat 5/27:15 am
SJU
- PDX
2 stops18h 06m
Delta
Deal found 2/1![Delta logo]()
$478
This American Airlines deal was found by Cheapflights users on 2/2. 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.
Mon 3/1611:59 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Fri 3/206:00 am
SJU
- PDX
1 stop20h 44m
American Airlines
Deal found 2/2![American Airlines logo]()
$440
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Mon 3/2311:59 pm
PDX
- SJU
1 stop19h 32m
American Airlines
Wed 4/16:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 2/1. 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.
Fri 3/2710:53 pm
PDX
- SJU
1 stop9h 03m
American Airlines
Sun 4/56:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/1![American Airlines logo]()
$532
One-way flights from Portland to San JuanSearch for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated February 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 4/211:48 pm
PDX
- SJU
2 stops24h 42m
Frontier
Deal found 2/1![Frontier logo]()
$135
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:24 am
PDX
- SJU
2 stops43h 30m
Frontier
Deal found 2/2![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Tue 4/211:48 pm
PDX
- SJU
3 stops25h 10m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 2/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:05 am
PDX
- SJU
2 stops11h 50m
Southwest
Deal found 2/2![Southwest logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/79:24 am
PDX
- SJU
3 stops28h 34m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 2/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/1510:08 am
PDX
- SJU
3 stops58h 50m
Multiple Airlines
Deal found 2/2![Multiple Airlines logo]()
$217
This United Airlines deal was found by Cheapflights users on 2/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2111:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Deal found 2/1![United Airlines logo]()
$220
This Kiwi.com deal was found by Cheapflights users on 2/1. 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.
Fri 4/311:58 am
PDX
- SJU
2 stops20h 09m
Multiple Airlines
Deal found 2/1![Multiple Airlines logo]()
$256
This Delta deal was found by Cheapflights users on 2/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/86:50 am
PDX
- SJU
1 stop10h 08m
Delta
Deal found 2/1![Delta logo]()
$283
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 February 3, 2026.
Round-trip from | $436 (American Airlines) |
|---|---|
One-way from | $135 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $578 |
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 February 3, 2026.
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 3/3
12:40 am-3:18 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Wed 3/11
7:30 am-8:25 pm
2 stops15h 55m
$440
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 4/1
6:00 am-7:30 pm
2 stops10h 30m
San Juan Luis Munoz Marin Intl
Thu 4/30
2:00 pm-12:10 am
2 stops13h 10m
$446
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 4/2
7:25 am-11:35 pm
2 stops13h 10m
San Juan Luis Munoz Marin Intl
Wed 4/8
8:10 am-7:15 pm
2 stops14h 05m
$481
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 3/2
5:50 am-12:40 am
2 stops14h 50m
San Juan Luis Munoz Marin Intl
Mon 3/9
5:30 am-2:25 pm
2 stops11h 55m
$481
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 4/22
5:30 am-9:05 pm
2 stops12h 35m
San Juan Luis Munoz Marin Intl
Mon 4/27
2:00 pm-12:25 am
2 stops13h 25m
$485
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 4/16
6:05 pm-12:52 pm
2 stops15h 47m
San Juan Luis Munoz Marin Intl
Wed 4/22
1:25 pm-10:16 pm
1 stop11h 51m
$498
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 3/4
6:30 am-11:10 pm
2 stops12h 40m
San Juan Luis Munoz Marin Intl
Wed 3/11
10:10 am-11:10 pm
2 stops16h 00m
$505
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 3/11
10:54 pm-11:49 am
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Fri 5/1
1:00 am-1:15 pm
2 stops15h 15m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 3/1
10:38 pm-12:49 pm
1 stop10h 11m
San Juan Luis Munoz Marin Intl
Wed 3/4
8:30 am-3:27 pm
1 stop10h 57m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/21
1:48 pm-5:58 pm
3 stops25h 10m
$180
Showing 1-10 of 18 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.
PDX-PR1
PDX-SJU
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
PDX-PR1
PDX-SJU
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 January 30, 2026.
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 75 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 $188). Flying from Portland to San Juan in January is currently the most expensive (average of $402). 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?
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 February 3, 2026.
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
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
Entertainment
7.5
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Crew
8.6
Food
7.0
Overall
8.0
Comfort
8.0
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 February 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$371 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$241 | Average$382 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$262 | Average$504 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$364 | Average$608 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$401 | Average$594 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$454 | Average$633 | FlexibilityNo cancel fee | On-time63% |