$218+ Cheap flights from Portland (PDX) to Puerto Rico
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 8/11. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Aug 24 — Aug 311
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico 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 Puerto Rico
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Cheapest flights from Portland to Puerto RicoExplore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
Explore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 25, 2026.
This Southwest deal was found by Cheapflights users on 7/22. 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 7/22![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 7/21. 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 stop20h 05m
American Airlines
Deal found 7/21![American Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 7/24. 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 11/911:10 pm
PDX
- SJU
1 stop10h 05m
United Airlines
Tue 11/178:05 am
SJU
- PDX
2 stops15h 07m
United Airlines
Deal found 7/24![United Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 7/24. 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 9/1010:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Tue 9/155:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 7/24![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 7/22. 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 10/25:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Sat 10/102:00 pm
SJU
- PDX
1 stop10h 10m
United Airlines
Deal found 7/22![United Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 7/23. 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 10/3011:30 pm
PDX
- SJU
1 stop12h 10m
United Airlines
Sat 12/58:10 am
SJU
- PDX
1 stop11h 13m
United Airlines
Deal found 7/23![United Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 7/22. 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 9/2612:01 pm
PDX
- SJU
2 stops18h 23m
American Airlines
Sat 10/316:00 am
SJU
- PDX
1 stop10h 32m
American Airlines
Deal found 7/22![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 7/20. 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 10/219:44 pm
PDX
- SJU
1 stop10h 36m
American Airlines
Sun 10/257:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Deal found 7/20![American Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 7/22. 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 10/27:35 pm
PDX
- SJU
2 stops11h 05m
Southwest
Sat 10/106:25 am
SJU
- PDX
2 stops13h 25m
Southwest
Deal found 7/22![Southwest logo]()
$471
This Delta deal was found by Cheapflights users on 7/22. 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 9/105:50 pm
PDX
- SJU
2 stops19h 59m
Delta
Fri 9/187:30 am
SJU
- PDX
2 stops17h 32m
Delta
Deal found 7/22![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 7/20. 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 9/411:30 pm
PDX
- SJU
1 stop12h 23m
American Airlines
Sat 9/512:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 7/20![American Airlines logo]()
$481
This United Airlines deal was found by Cheapflights users on 7/21. 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 8/267:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Fri 8/2812:15 am
BQN
- PDX
2 stops17h 20m
United Airlines
Deal found 7/21![United Airlines logo]()
$628
Best flights from Portland to Puerto RicoDiscover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
Discover carefully curated flight deals from Portland to Puerto Rico that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 25, 2026.
This United Airlines deal was found by Cheapflights users on 7/21. 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 9/177:07 pm
PDX
- SJU
2 stops13h 50m
United Airlines
Mon 9/211:25 pm
SJU
- PDX
1 stop11h 38m
United Airlines
Deal found 7/21![United Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 7/21. 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 9/25:50 am
PDX
- SJU
2 stops12h 15m
Southwest
Thu 9/1010:00 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 7/21![Southwest logo]()
$436
This Delta deal was found by Cheapflights users on 7/24. 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 10/235:49 pm
PDX
- SJU
2 stops15h 07m
Delta
Thu 10/2912:46 pm
SJU
- PDX
2 stops14h 13m
Delta
Deal found 7/24![Delta logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/22. 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 9/25:00 am
PDX
- SJU
2 stops15h 50m
United Airlines
Wed 9/91:25 pm
SJU
- PDX
1 stop11h 38m
United Airlines
Deal found 7/22![United Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 7/22. 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 9/25:50 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 9/91:20 pm
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 7/22![Southwest logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/20. 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 1/2010:00 am
PDX
- SJU
1 stop10h 36m
United Airlines
Wed 1/271:00 pm
SJU
- PDX
1 stop12h 21m
United Airlines
Deal found 7/20![United Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 7/20. 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 12/121:40 pm
PDX
- SJU
2 stops18h 10m
Southwest
Wed 12/165:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 7/20![Southwest logo]()
$476
This United Airlines deal was found by Cheapflights users on 7/20. 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 9/165:00 am
PDX
- SJU
2 stops15h 50m
United Airlines
Wed 9/231:25 pm
SJU
- PDX
1 stop11h 38m
United Airlines
Deal found 7/20![United Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 7/21. 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 9/177:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Mon 9/215:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 7/21![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 7/23. 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 10/511:30 pm
PDX
- SJU
1 stop12h 14m
United Airlines
Tue 10/61:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/23![United Airlines logo]()
$521
This United Airlines deal was found by Cheapflights users on 7/23. 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 8/265:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Fri 8/2812:15 am
BQN
- PDX
2 stops14h 44m
United Airlines
Deal found 7/23![United Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/45:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 8/1012:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 7/20![United Airlines logo]()
$733
This United Airlines deal was found by Cheapflights users on 7/19. 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 9/1911:09 pm
PDX
- CPX
2 stops15h 12m
United Airlines
Wed 9/2310:48 am
CPX
- PDX
2 stops14h 15m
United Airlines
Deal found 7/19![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 7/21. 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 11/1411:00 pm
PDX
- VQS
2 stops15h 30m
United Airlines
Wed 11/187:30 am
VQS
- PDX
2 stops18h 36m
United Airlines
Deal found 7/21![United Airlines logo]()
$2,514
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated July 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated July 25, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/21. 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 7/2711:40 pm
PDX
- BQN
3 stops20h 29m
United Airlines
Wed 8/1212:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 7/21![United Airlines logo]()
$862
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/45:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 8/1012:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 7/20![United Airlines logo]()
$733
This Southwest deal was found by Cheapflights users on 7/20. 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 8/107:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Tue 8/2511:50 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 7/20![Southwest logo]()
$516
This American Airlines deal was found by Cheapflights users on 7/21. 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 stop20h 05m
American Airlines
Deal found 7/21![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 7/20. 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 8/169:44 pm
PDX
- SJU
1 stop14h 07m
American Airlines
Sat 8/2212:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 7/20![American Airlines logo]()
$461
This Southwest deal was found by Cheapflights users on 7/20. 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 8/197:05 am
PDX
- SJU
2 stops11h 55m
Southwest
Thu 8/275:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 7/20![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/195:00 am
PDX
- SJU
2 stops15h 50m
United Airlines
Tue 8/251:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/20![United Airlines logo]()
$483
This American Airlines deal was found by Cheapflights users on 7/21. 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 8/1911:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Tue 8/2512:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 7/21![American Airlines logo]()
$506
This Delta deal was found by Cheapflights users on 7/20. 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 8/2111:20 pm
PDX
- SJU
1 stop10h 56m
Delta
Wed 9/22:59 pm
SJU
- PDX
1 stop9h 45m
Delta
Deal found 7/20![Delta logo]()
$476
This United Airlines deal was found by Cheapflights users on 7/20. 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 8/237:10 am
PDX
- SJU
1 stop10h 28m
United Airlines
Sat 8/292:00 pm
SJU
- PDX
1 stop10h 05m
United Airlines
Deal found 7/20![United Airlines logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/21. 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 8/267:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Fri 8/2812:15 am
BQN
- PDX
2 stops17h 20m
United Airlines
Deal found 7/21![United Airlines logo]()
$628
This American Airlines deal was found by Cheapflights users on 7/22. 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 8/293:00 pm
PDX
- SJU
2 stops15h 43m
American Airlines
Thu 9/33:44 pm
SJU
- PDX
1 stop10h 25m
American Airlines
Deal found 7/22![American Airlines logo]()
$486
One-way flights from Portland to Puerto RicoSearch for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated July 25, 2026.
This American Airlines deal was found by Cheapflights users on 7/20. 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 8/1111:34 pm
PDX
- SJU
2 stops13h 37m
American Airlines
Deal found 7/20![American Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 7/23. 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 1/66:00 am
PDX
- SJU
1 stop11h 39m
American Airlines
Deal found 7/23![American Airlines logo]()
$223
This American Airlines deal was found by Cheapflights users on 7/20. 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 8/133:00 pm
PDX
- SJU
2 stops15h 43m
American Airlines
Deal found 7/20![American Airlines logo]()
$224
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 9/31:47 pm
PDX
- SJU
2 stops37h 57m
Frontier
Deal found 7/22![Frontier logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 8/255:56 pm
PDX
- BQN
2 stops29h 14m
Frontier
Deal found 7/21![Frontier logo]()
$235
This SmartFares deal was found by Cheapflights users on 7/22. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:39 pm
PDX
- SJU
1 stop11h 32m
JetBlue
Deal found 7/22![JetBlue logo]()
$239
This Delta deal was found by Cheapflights users on 7/24. 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 9/310:35 pm
PDX
- SJU
1 stop14h 58m
Delta
Deal found 7/24![Delta logo]()
$243
This United Airlines deal was found by Cheapflights users on 7/23. 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 9/17:15 pm
PDX
- SJU
2 stops16h 29m
United Airlines
Deal found 7/23![United Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 7/23. 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 1/710:00 am
PDX
- SJU
1 stop10h 36m
United Airlines
Deal found 7/23![United Airlines logo]()
$277
This Trip.com deal was found by Cheapflights users on 7/23. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/295:21 pm
PDX
- SJU
2 stops29h 54m
Frontier
Deal found 7/23![Frontier logo]()
$278
This United Airlines deal was found by Cheapflights users on 7/21. 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 8/2511:02 pm
PDX
- BQN
3 stops21h 07m
United Airlines
Deal found 7/21![United Airlines logo]()
$438
This Orbitz deal was found by Cheapflights users on 7/21. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3111:27 pm
PDX
- BQN
2 stops16h 10m
JetBlue
Deal found 7/21![JetBlue logo]()
$601
Find flight deals from Portland to Puerto Rico
Keep the following information in mind while searching for Portland to Puerto Rico flight deals. Data was last updated July 25, 2026.
Round-trip from | $436 (Southwest) |
|---|---|
One-way from | $218 (American Airlines) |
Popular in | March |
Cheapest in | September |
Average price | $612 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to Puerto Rico 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 July 25, 2026.
Use the filters below to find and compare flights from Portland to Puerto Rico that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/17
7:07 pm-11:57 am
2 stops13h 50m
San Juan Luis Munoz Marin Intl
Mon 9/21
1:25 pm-10:03 pm
1 stop11h 38m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/2
5:50 am-9:05 pm
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Thu 9/10
10:00 am-8:45 pm
2 stops13h 45m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/2
5:00 am-11:50 pm
2 stops15h 50m
San Juan Luis Munoz Marin Intl
Wed 9/9
1:25 pm-10:03 pm
1 stop11h 38m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/2
5:50 am-10:00 pm
2 stops13h 10m
San Juan Luis Munoz Marin Intl
Wed 9/9
1:20 pm-10:15 pm
2 stops11h 55m
$436
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 1/20
10:00 am-12:36 am
1 stop10h 36m
San Juan Luis Munoz Marin Intl
Wed 1/27
1:00 pm-9:21 pm
1 stop12h 21m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/16
5:00 am-11:50 pm
2 stops15h 50m
San Juan Luis Munoz Marin Intl
Wed 9/23
1:25 pm-10:03 pm
1 stop11h 38m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 12/12
1:40 pm-11:50 am
2 stops18h 10m
San Juan Luis Munoz Marin Intl
Wed 12/16
5:45 am-3:00 pm
2 stops13h 15m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/17
7:35 pm-9:10 am
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Mon 9/21
5:00 am-3:00 pm
2 stops13h 00m
$481
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 10/23
5:49 pm-11:56 am
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Thu 10/29
12:46 pm-11:59 pm
2 stops14h 13m
$486
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 10/5
11:30 pm-2:44 pm
1 stop12h 14m
San Juan Luis Munoz Marin Intl
Tue 10/6
1:00 am-9:50 am
1 stop11h 50m
$521
Showing 1-10 of 29 resultsSorted by cheapest first
Best time to book a flight from Portland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland with our price prediction graph.
PDX-SJU
PDX-BQN
PDX-CPX
PDX-VQS
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 Puerto Rico
PDX-PR0
PDX-SJU
PDX-BQN
PDX-CPX
PDX-VQS
What is the cheapest month to book a flight from Portland to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $466). Flying from Portland to Puerto Rico in March is currently the most expensive (average of $708). 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 far ahead should I book a flight from Portland to Puerto Rico?
The price you pay for your flight from Portland to Puerto Rico may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. 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 Puerto Rico. Reviews last updated July 25, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Portland to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Comfort
8.0
Crew
8.6
Overall
8.0
Food
7.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Portland to Puerto Rico. 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 Puerto Rico
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Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Puerto Rico by cabin class
Find flights from Portland to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Puerto Rico flights
Browse other Portland and Puerto Rico flight options. Last updated on July 25, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Puerto Rico flights
Consider these flights traveling from Portland to Puerto Rico.
Top 4 airlines flying from Portland to Puerto Rico
Discover the top 4 airlines that operate flights from Portland to Puerto Rico. 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 July 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$488 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$602 | FlexibilityNo cancel fee | On-time69% |