$134+ 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Mar 16 — Mar 231
1 adult, Economy
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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 14, 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 14, 2026.
This Southwest deal was found by Cheapflights users on 2/13. 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 4/273:00 pm
PDX
- SJU
2 stops16h 35m
Southwest
Wed 5/611:25 am
SJU
- PDX
2 stops13h 35m
Southwest
Deal found 2/13![Southwest logo]()
$386
This Southwest deal was found by Cheapflights users on 2/13. 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 5/43:00 pm
PDX
- SJU
2 stops16h 35m
Southwest
Fri 5/810:00 am
SJU
- PDX
2 stops15h 40m
Southwest
Deal found 2/13![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 2/12. 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.
Tue 4/286:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/195:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/12![Southwest logo]()
$417
This Southwest deal was found by Cheapflights users on 2/13. 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 4/135:10 am
PDX
- SJU
2 stops11h 50m
Southwest
Tue 4/215:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/13![Southwest logo]()
$424
This Southwest deal was found by Cheapflights users on 2/13. 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 4/303:00 pm
PDX
- SJU
2 stops15h 10m
Southwest
Tue 5/55:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/13![Southwest logo]()
$429
This Southwest deal was found by Cheapflights users on 2/12. 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.
Sat 5/167:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Tue 5/195:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/12![Southwest logo]()
$449
This Delta deal was found by Cheapflights users on 2/13. 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 4/612:30 am
PDX
- SJU
1 stop10h 45m
Delta
Wed 4/157:15 am
SJU
- PDX
2 stops19h 40m
Delta
Deal found 2/13![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 2/13. 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 5/183:00 pm
PDX
- SJU
2 stops16h 35m
Southwest
Tue 5/2611:25 am
SJU
- PDX
2 stops14h 45m
Southwest
Deal found 2/13![Southwest logo]()
$456
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Tue 4/2111:23 pm
PDX
- SJU
1 stop13h 12m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop20h 00m
American Airlines
Deal found 2/12![American Airlines logo]()
$459
This Southwest deal was found by Cheapflights users on 2/11. 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.
Wed 4/16:00 am
PDX
- SJU
2 stops10h 30m
Southwest
Wed 4/88:10 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 2/11![Southwest logo]()
$471
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 14, 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 14, 2026.
This United Airlines deal was found by Cheapflights users on 2/13. 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 4/207:00 am
PDX
- SJU
1 stop10h 38m
United Airlines
Tue 4/281:00 am
SJU
- PDX
2 stops14h 26m
United Airlines
Deal found 2/13![United Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 2/10. 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 3/3111:59 pm
PDX
- SJU
2 stops12h 29m
American Airlines
Sun 4/56:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/10![American Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/11. 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.
Wed 4/297:00 am
PDX
- SJU
1 stop13h 59m
Delta
Wed 5/61:25 pm
SJU
- PDX
1 stop11h 51m
Delta
Deal found 2/11![Delta logo]()
$450
This United Airlines deal was found by Cheapflights users on 2/10. 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.
Sat 5/27:00 am
PDX
- SJU
1 stop10h 38m
United Airlines
Thu 5/71:40 pm
SJU
- PDX
1 stop12h 14m
United Airlines
Deal found 2/10![United Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/11. 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.
Tue 4/2811:15 pm
PDX
- SJU
1 stop10h 37m
Delta
Wed 5/62:03 pm
SJU
- PDX
2 stops12h 52m
Delta
Deal found 2/11![Delta logo]()
$450
This American Airlines deal was found by Cheapflights users on 2/10. 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.
Fri 5/110:28 pm
PDX
- SJU
1 stop9h 25m
American Airlines
Fri 5/83:36 pm
SJU
- PDX
1 stop11h 18m
American Airlines
Deal found 2/10![American Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/13. 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 4/137:32 pm
PDX
- SJU
2 stops13h 18m
Delta
Thu 4/162:03 pm
SJU
- PDX
2 stops12h 52m
Delta
Deal found 2/13![Delta logo]()
$450
This United Airlines deal was found by Cheapflights users on 2/13. 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 3/810:54 pm
PDX
- SJU
1 stop9h 55m
United Airlines
Thu 3/121:25 pm
SJU
- PDX
1 stop12h 35m
United Airlines
Deal found 2/13![United Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 2/13. 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 4/187:00 am
PDX
- SJU
1 stop18h 32m
American Airlines
Fri 4/241:31 pm
SJU
- PDX
1 stop13h 22m
American Airlines
Deal found 2/13![American Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/13. 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 4/146:28 am
PDX
- SJU
1 stop13h 44m
Delta
Thu 4/162:03 pm
SJU
- PDX
2 stops12h 52m
Delta
Deal found 2/13![Delta logo]()
$450
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated February 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/13. 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 3/47:11 pm
PDX
- SJU
2 stops15h 21m
Delta
Thu 3/122:07 pm
SJU
- PDX
2 stops12h 47m
Delta
Deal found 2/13![Delta logo]()
$513
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 3/65:40 am
PDX
- SJU
1 stop13h 51m
American Airlines
Fri 3/139:50 am
SJU
- PDX
1 stop16h 54m
American Airlines
Deal found 2/11![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 2/12. 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.
Sat 3/71:39 pm
PDX
- SJU
2 stops12h 32m
United Airlines
Thu 3/121:25 pm
SJU
- PDX
1 stop12h 35m
United Airlines
Deal found 2/12![United Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 2/14. 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 3/105:00 am
PDX
- SJU
2 stops12h 50m
American Airlines
Tue 3/1712:58 pm
SJU
- PDX
2 stops14h 22m
American Airlines
Deal found 2/14![American Airlines logo]()
$488
This American Airlines deal was found by Cheapflights users on 2/14. 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 3/115:40 am
PDX
- SJU
1 stop13h 51m
American Airlines
Sat 5/27:25 am
SJU
- PDX
1 stop16h 38m
American Airlines
Deal found 2/14![American Airlines logo]()
$504
This American Airlines deal was found by Cheapflights users on 2/13. 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 3/116:40 am
PDX
- SJU
1 stop12h 51m
American Airlines
Mon 3/166:00 am
SJU
- PDX
1 stop20h 44m
American Airlines
Deal found 2/13![American Airlines logo]()
$542
This American Airlines deal was found by Cheapflights users on 2/14. 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 3/2310:53 pm
PDX
- SJU
1 stop18h 57m
American Airlines
Wed 4/16:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/14![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Fri 3/2710:53 pm
PDX
- SJU
1 stop18h 57m
American Airlines
Sun 4/56:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/11![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 3/3110:35 pm
PDX
- SJU
1 stop13h 53m
American Airlines
Tue 4/711:43 am
SJU
- PDX
2 stops14h 06m
American Airlines
Deal found 2/11![American Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 2/11. 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.
Tue 3/315:40 am
PDX
- SJU
2 stops12h 10m
American Airlines
Fri 4/1010:03 am
SJU
- PDX
1 stop16h 50m
American Airlines
Deal found 2/11![American Airlines logo]()
$486
This Southwest deal was found by Cheapflights users on 2/13. 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 3/318:40 am
PDX
- SJU
2 stops12h 35m
Southwest
Tue 4/78:10 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 2/13![Southwest logo]()
$503
This Southwest deal was found by Cheapflights users on 2/11. 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.
Tue 3/318:40 am
PDX
- SJU
2 stops12h 35m
Southwest
Fri 4/106:50 am
SJU
- PDX
2 stops16h 20m
Southwest
Deal found 2/11![Southwest logo]()
$541
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 14, 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 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:27 pm
PDX
- SJU
2 stops22h 41m
Frontier
Deal found 2/12![Frontier logo]()
$134
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/711:48 am
PDX
- SJU
2 stops32h 14m
Frontier
Deal found 2/12![Frontier logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:27 pm
PDX
- SJU
3 stops29h 22m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/77:46 pm
PDX
- SJU
3 stops39h 22m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/169:53 am
PDX
- SJU
2 stops21h 19m
Frontier
Deal found 2/13![Frontier logo]()
$222
This American Airlines deal was found by Cheapflights users on 2/13. 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 4/2110:28 pm
PDX
- SJU
1 stop16h 42m
American Airlines
Deal found 2/13![American Airlines logo]()
$225
This American Airlines deal was found by Cheapflights users on 2/12. 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 4/1111:47 pm
PDX
- SJU
2 stops12h 48m
American Airlines
Deal found 2/12![American Airlines logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/2712:04 pm
PDX
- SJU
3 stops56h 54m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2612:52 pm
PDX
- SJU
3 stops53h 42m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/169:53 pm
PDX
- SJU
3 stops24h 26m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/2612:04 pm
PDX
- SJU
2 stops34h 59m
Frontier
Deal found 2/12![Frontier logo]()
$251
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 14, 2026.
Round-trip from | $386 (Southwest) |
|---|---|
One-way from | $134 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $580 |
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 14, 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
Mon 4/20
7:00 am-8:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Tue 4/28
1:00 am-12:26 pm
2 stops14h 26m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 3/31
11:59 pm-3:28 pm
2 stops12h 29m
San Juan Luis Munoz Marin Intl
Sun 4/5
6:00 am-12:22 am
1 stop21h 22m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 4/29
7:00 am-11:59 pm
1 stop13h 59m
San Juan Luis Munoz Marin Intl
Wed 5/6
1:25 pm-10:16 pm
1 stop11h 51m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
7:00 am-8:38 pm
1 stop10h 38m
San Juan Luis Munoz Marin Intl
Thu 5/7
1:40 pm-10:54 pm
1 stop12h 14m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
11:15 pm-12:52 pm
1 stop10h 37m
San Juan Luis Munoz Marin Intl
Wed 5/6
2:03 pm-11:55 pm
2 stops12h 52m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/1
10:28 pm-10:53 am
1 stop9h 25m
San Juan Luis Munoz Marin Intl
Fri 5/8
3:36 pm-11:54 pm
1 stop11h 18m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 4/13
7:32 pm-11:50 am
2 stops13h 18m
San Juan Luis Munoz Marin Intl
Thu 4/16
2:03 pm-11:55 pm
2 stops12h 52m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 3/8
10:54 pm-11:49 am
1 stop9h 55m
San Juan Luis Munoz Marin Intl
Thu 3/12
1:25 pm-11:00 pm
1 stop12h 35m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 4/18
7:00 am-4:32 am
1 stop18h 32m
San Juan Luis Munoz Marin Intl
Fri 4/24
1:31 pm-11:53 pm
1 stop13h 22m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/14
6:28 am-11:12 pm
1 stop13h 44m
San Juan Luis Munoz Marin Intl
Thu 4/16
2:03 pm-11:55 pm
2 stops12h 52m
$450
Showing 1-10 of 20 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 February 6, 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 $187). Flying from Portland to San Juan in January is currently the most expensive (average of $411). 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 14, 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
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Boarding
8.1
Comfort
8.0
Crew
8.6
Overall
8.0
Entertainment
7.5
Food
7.0
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
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Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
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Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on February 14, 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 February 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 14, 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$503 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$624 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$401 | Average$594 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$445 | Average$633 | FlexibilityNo cancel fee | On-time63% |