$218+ 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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 12 — Jul 191
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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.Cheap flight deals from Portland to San Juan
Cheapest
Best
Last-minute
One-way
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 June 12, 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 June 12, 2026.
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Thu 8/278:55 pm
SJU
- PDX
2 stops17h 45m
Southwest
Deal found 6/11![Southwest logo]()
$436
This Southwest deal was found by Cheapflights users on 6/7. 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 8/247:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Mon 8/315:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 6/7![Southwest logo]()
$451
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.
Sat 10/315:20 am
PDX
- SJU
1 stop15h 13m
American Airlines
Sun 11/110:29 am
SJU
- PDX
1 stop17h 22m
American Airlines
Deal found 6/11![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 6/8. 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 11/210:45 pm
PDX
- SJU
1 stop10h 56m
American Airlines
Wed 12/28:18 am
SJU
- PDX
1 stop16h 49m
American Airlines
Deal found 6/8![American Airlines logo]()
$465
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:45 pm
PDX
- SJU
2 stops15h 20m
Delta
Tue 11/172:05 pm
SJU
- PDX
2 stops13h 42m
Delta
Deal found 6/12![Delta logo]()
$466
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 6/10![American Airlines logo]()
$471
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.
Wed 8/195:59 am
PDX
- SJU
2 stops15h 00m
American Airlines
Wed 8/267:30 am
SJU
- PDX
1 stop15h 18m
American Airlines
Deal found 6/11![American Airlines logo]()
$472
This Delta deal was found by Cheapflights users on 6/7. 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 9/95:45 pm
PDX
- SJU
2 stops16h 31m
Delta
Mon 9/1412:58 pm
SJU
- PDX
1 stop11h 47m
Delta
Deal found 6/7![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 9/811:09 pm
PDX
- SJU
2 stops13h 31m
American Airlines
Sat 9/122:22 pm
SJU
- PDX
1 stop12h 06m
American Airlines
Deal found 6/7![American Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 6/9. 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 10/16:55 pm
PDX
- SJU
2 stops14h 02m
United Airlines
Mon 10/51:25 pm
SJU
- PDX
1 stop11h 02m
United Airlines
Deal found 6/9![United Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 6/7. 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 8/126:45 am
PDX
- SJU
2 stops11h 20m
Southwest
Mon 8/176:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 6/9. 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 8/67:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Tue 8/115:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 6/9![Southwest logo]()
$503
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 June 12, 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 June 12, 2026.
This Delta deal was found by Cheapflights users on 6/9. 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 9/2610:00 pm
PDX
- SJU
1 stop11h 13m
Delta
Sat 10/3112:46 pm
SJU
- PDX
2 stops14h 05m
Delta
Deal found 6/9![Delta logo]()
$466
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 pm
PDX
- SJU
2 stops12h 45m
Southwest
Tue 11/175:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 6/12![Southwest logo]()
$466
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.
Thu 11/126:00 am
PDX
- SJU
2 stops13h 55m
Delta
Tue 11/172:05 pm
SJU
- PDX
2 stops13h 42m
Delta
Deal found 6/11![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 6/9. 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 8/67:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Tue 8/115:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 6/9![Southwest logo]()
$503
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.
Sun 10/183:50 pm
PDX
- SJU
2 stops16h 46m
Delta
Sat 10/244:18 pm
SJU
- PDX
1 stop10h 29m
Delta
Deal found 6/11![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 6/7. 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.
Fri 10/237:40 pm
PDX
- SJU
2 stops16h 21m
Delta
Sat 10/317:30 am
SJU
- PDX
2 stops15h 13m
Delta
Deal found 6/7![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 6/7. 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 9/2010:00 pm
PDX
- SJU
1 stop11h 13m
Delta
Tue 9/292:26 pm
SJU
- PDX
1 stop10h 19m
Delta
Deal found 6/7![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 6/7. 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 9/510:35 pm
PDX
- SJU
1 stop10h 33m
Delta
Wed 9/97:00 am
SJU
- PDX
2 stops19h 53m
Delta
Deal found 6/7![Delta logo]()
$476
This Delta deal was found by Cheapflights users on 6/7. 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 9/610:35 pm
PDX
- SJU
1 stop10h 33m
Delta
Tue 9/152:26 pm
SJU
- PDX
1 stop10h 19m
Delta
Deal found 6/7![Delta logo]()
$526
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am
PDX
- SJU
2 stops14h 25m
Delta
Tue 12/157:15 am
SJU
- PDX
2 stops15h 02m
Delta
Deal found 6/12![Delta logo]()
$571
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated June 12, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated June 12, 2026 and is based on user searches.
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Tue 7/141:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 6/10![United Airlines logo]()
$476
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.
Wed 7/85:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Thu 7/167:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/11![American Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 6/7. 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.
Fri 7/1011:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 6/7![United Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 6/7. 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 7/2011:15 pm
PDX
- SJU
2 stops13h 32m
American Airlines
Fri 7/247:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$588
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Sat 8/17:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/12![American Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 6/7. 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.
Tue 7/2811:15 pm
PDX
- SJU
2 stops12h 35m
American Airlines
Mon 8/37:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 6/9. 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.
Tue 7/285:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Fri 8/1412:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Deal found 6/9![American Airlines logo]()
$568
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.
Fri 7/316:00 pm
PDX
- SJU
2 stops13h 30m
Southwest
Fri 8/75:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/10![Southwest logo]()
$573
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 June 12, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated June 12, 2026.
This Southwest deal was found by Cheapflights users on 6/8. 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 9/156:25 pm
PDX
- SJU
2 stops13h 35m
Southwest
Deal found 6/8![Southwest logo]()
$218
This Delta deal was found by Cheapflights users on 6/8. 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 9/2410:00 pm
PDX
- SJU
1 stop11h 13m
Delta
Deal found 6/8![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 6/9. 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 6/297:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Deal found 6/9![Southwest logo]()
$265
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Deal found 6/10![American Airlines logo]()
$270
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.
Wed 7/155:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Deal found 6/11![American Airlines logo]()
$275
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:00 pm
PDX
- SJU
2 stops15h 43m
American Airlines
Deal found 6/10![American Airlines logo]()
$276
This United Airlines deal was found by Cheapflights users on 6/9. 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.
Fri 7/310:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Deal found 6/9![United Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 6/9. 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.
Fri 7/312:33 am
PDX
- SJU
1 stop11h 38m
Delta
Deal found 6/9![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 6/9. 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 6/2912:40 am
PDX
- SJU
2 stops18h 18m
American Airlines
Deal found 6/9![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Thu 7/23:57 pm
PDX
- SJU
2 stops45h 01m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 6/8. 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 7/87:50 pm
PDX
- SJU
2 stops11h 55m
Southwest
Deal found 6/8![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 6/8. 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 7/85:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 6/8![United Airlines logo]()
$304
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 June 12, 2026.
Round-trip from | $436 (Southwest) |
|---|---|
One-way from | $218 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $676 |
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, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 9/26
10:00 pm-12:13 pm
1 stop11h 13m
San Juan Luis Munoz Marin Intl
Sat 10/31
12:46 pm-11:51 pm
2 stops14h 05m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 11/9
7:00 pm-11:45 am
2 stops12h 45m
San Juan Luis Munoz Marin Intl
Tue 11/17
5:45 am-3:00 pm
2 stops13h 15m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 11/12
6:00 am-11:55 pm
2 stops13h 55m
San Juan Luis Munoz Marin Intl
Tue 11/17
2:05 pm-11:47 pm
2 stops13h 42m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 10/18
3:50 pm-11:36 am
2 stops16h 46m
San Juan Luis Munoz Marin Intl
Sat 10/24
4:18 pm-11:47 pm
1 stop10h 29m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 10/23
7:40 pm-3:01 pm
2 stops16h 21m
San Juan Luis Munoz Marin Intl
Sat 10/31
7:30 am-7:43 pm
2 stops15h 13m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 9/20
10:00 pm-12:13 pm
1 stop11h 13m
San Juan Luis Munoz Marin Intl
Tue 9/29
2:26 pm-9:45 pm
1 stop10h 19m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 9/5
10:35 pm-12:08 pm
1 stop10h 33m
San Juan Luis Munoz Marin Intl
Wed 9/9
7:00 am-11:53 pm
2 stops19h 53m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 8/6
7:35 pm-9:10 am
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Tue 8/11
5:15 am-3:00 pm
2 stops12h 45m
$503
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 9/6
10:35 pm-12:08 pm
1 stop10h 33m
San Juan Luis Munoz Marin Intl
Tue 9/15
2:26 pm-9:45 pm
1 stop10h 19m
$526
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 12/2
5:30 am-11:55 pm
2 stops14h 25m
San Juan Luis Munoz Marin Intl
Tue 12/15
7:15 am-6:17 pm
2 stops15h 02m
$571
Showing 1-10 of 21 resultsSorted by cheapest first
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
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 $200). Flying from Portland to San Juan in August is currently the most expensive (average of $399). 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?
How far ahead should I book a flight from Portland to San Juan?
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 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
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, 2026.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Boarding
8.1
Crew
8.6
Overall
7.9
Entertainment
7.5
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
Alternative routes for Portland to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San Juan by cabin class
Find flights from Portland to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on June 12, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on June 12, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Portland to San Juan
Discover the top 4 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, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$498 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$594 | FlexibilityNo cancel fee | On-time69% |