$230+ Cheap flights from Portland (PDX) to Puerto Rico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Oct 21 — Oct 281
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 September 21, 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 September 21, 2026.
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:02 pm -
2 stops33h 57m
Thu 11/53:59 pm -
2 stops23h 37m
Deal found 9/17![Frontier logo]()
$458
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:02 pm -
2 stops21h 33m
Thu 11/53:59 pm -
2 stops23h 37m
Deal found 9/17![Frontier logo]()
$507
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/145:00 am -
2 stops15h 09m
Tue 10/2012:15 am -
2 stops14h 18m
Deal found 9/20![United Airlines logo]()
$526
This Delta deal was found by Cheapflights users on 9/16. 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 10/237:10 pm -
2 stops13h 30m
Thu 10/292:59 pm -
2 stops11h 48m
Deal found 9/16![Delta logo]()
$526
This American Airlines deal was found by Cheapflights users on 9/20. 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 12/28:00 am -
1 stop11h 59m
Tue 12/157:30 am -
2 stops14h 18m
Deal found 9/20![American Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 9/15. 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 12/96:20 am -
2 stops12h 00m
Tue 12/155:40 am -
2 stops13h 20m
Deal found 9/15![Southwest logo]()
$546
This United Airlines deal was found by Cheapflights users on 9/17. 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 11/2611:10 pm -
1 stop10h 22m
Sat 12/57:40 am -
2 stops14h 27m
Deal found 9/17![United Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/95:00 am -
1 stop9h 25m
Tue 12/158:25 am -
1 stop10h 54m
Deal found 9/15![United Airlines logo]()
$565
This American Airlines deal was found by Cheapflights users on 9/18. 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 12/311:09 pm -
2 stops12h 43m
Mon 12/71:18 pm -
2 stops14h 23m
Deal found 9/18![American Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 9/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:05 pm -
2 stops18h 45m
Sat 11/75:40 am -
2 stops16h 10m
Deal found 9/19![Southwest logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:55 am -
2 stops18h 47m
Tue 12/110:32 am -
1 stop17h 40m
Deal found 9/19![American Airlines logo]()
$576
This Southwest deal was found by Cheapflights users on 9/18. 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 12/106:00 am -
2 stops13h 20m
Tue 12/1510:45 am -
2 stops14h 45m
Deal found 9/18![Southwest logo]()
$580
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 September 21, 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 September 21, 2026.
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/215:00 am -
2 stops15h 09m
Tue 10/2712:09 am -
3 stops16h 13m
Deal found 9/20![United Airlines logo]()
$526
This Southwest deal was found by Cheapflights users on 9/15. 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 1/237:00 am -
2 stops11h 00m
Sun 1/317:35 am -
2 stops15h 25m
Deal found 9/15![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 9/20. 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 10/2311:00 pm -
1 stop11h 49m
Thu 10/297:15 am -
1 stop14h 54m
Deal found 9/20![Delta logo]()
$526
This Sun Country Air deal was found by Cheapflights users on 9/20. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1811:59 pm -
1 stop10h 08m
Fri 12/255:20 pm -
1 stop33h 33m
Deal found 9/20![Sun Country Air logo]()
$819
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/145:00 am -
2 stops15h 09m
Tue 10/2012:15 am -
1 stop12h 35m
Deal found 9/20![United Airlines logo]()
$526
This Delta deal was found by Cheapflights users on 9/15. 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 1/296:04 am -
1 stop10h 56m
Thu 2/256:15 am -
2 stops18h 08m
Deal found 9/15![Delta logo]()
$526
This Southwest deal was found by Cheapflights users on 9/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:15 am -
2 stops13h 55m
Wed 10/2812:40 pm -
2 stops12h 35m
Deal found 9/19![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 9/15. 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 2/36:04 am -
1 stop13h 46m
Fri 2/267:00 am -
2 stops20h 32m
Deal found 9/15![Delta logo]()
$567
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/275:00 am -
2 stops14h 57m
Fri 10/3012:09 am -
3 stops21h 15m
Deal found 9/16![United Airlines logo]()
$616
This Southwest deal was found by Cheapflights users on 9/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/187:35 pm -
2 stops13h 20m
Sun 10/251:10 pm -
2 stops12h 35m
Deal found 9/19![Southwest logo]()
$670
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/2711:30 pm -
2 stops21h 06m
Fri 10/301:05 am -
3 stops20h 19m
Deal found 9/16![United Airlines logo]()
$634
This United deal was found by Cheapflights users on 9/20. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/2011:10 pm -
2 stops14h 25m
Sat 3/277:30 am -
2 stops18h 42m
Deal found 9/20![Multiple Airlines logo]()
$1,627
This Southwest deal was found by Cheapflights users on 9/17. 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 10/25:20 am -
2 stops13h 35m
Tue 10/612:40 pm -
2 stops13h 30m
Deal found 9/17![Southwest logo]()
$682
This Delta deal was found by Cheapflights users on 9/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/57:40 pm -
2 stops17h 10m
Tue 2/163:15 pm -
2 stops12h 17m
Deal found 9/19![Delta logo]()
$772
This United Airlines deal was found by Cheapflights users on 9/18. 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 10/2312:45 pm -
3 stops22h 00m
Wed 10/281:05 am -
2 stops16h 29m
Deal found 9/18![United Airlines logo]()
$707
This United Airlines deal was found by Cheapflights users on 9/15. 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 1/317:10 am -
1 stop10h 14m
Fri 2/268:25 am -
1 stop14h 52m
Deal found 9/15![United Airlines logo]()
$766
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/1611:30 pm -
2 stops14h 51m
Tue 10/2010:48 am -
2 stops13h 22m
Deal found 9/16![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 9/19. 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.
Thu 10/110:33 pm -
2 stops16h 57m
Sat 10/310:35 am -
2 stops13h 52m
Deal found 9/19![United Airlines logo]()
$4,236
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated September 21, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated September 21, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 9/20. 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 10/1011:35 pm -
2 stops13h 30m
Fri 10/2310:10 am -
2 stops11h 55m
Deal found 9/20![Southwest logo]()
$606
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/145:00 am -
2 stops15h 09m
Tue 10/2012:15 am -
2 stops14h 18m
Deal found 9/20![United Airlines logo]()
$526
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/146:50 am -
1 stop10h 48m
Sun 10/182:00 pm -
1 stop11h 53m
Deal found 9/16![United Airlines logo]()
$592
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/1410:55 pm -
1 stop12h 08m
Sun 10/186:00 am -
1 stop18h 11m
Deal found 9/16![American Airlines logo]()
$598
This American Airlines deal was found by Cheapflights users on 9/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/186:09 pm -
2 stops12h 37m
Sun 10/256:00 am -
1 stop18h 11m
Deal found 9/19![American Airlines logo]()
$593
This Delta deal was found by Cheapflights users on 9/16. 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 10/237:10 pm -
2 stops13h 30m
Thu 10/292:59 pm -
2 stops11h 48m
Deal found 9/16![Delta logo]()
$526
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:02 pm -
2 stops33h 57m
Thu 11/53:59 pm -
2 stops23h 37m
Deal found 9/17![Frontier logo]()
$458
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/275:00 am -
2 stops14h 57m
Fri 10/3012:09 am -
3 stops21h 15m
Deal found 9/16![United Airlines logo]()
$616
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:02 pm -
2 stops21h 33m
Thu 11/53:59 pm -
2 stops23h 37m
Deal found 9/17![Frontier logo]()
$507
This Mytrip deal was found by Cheapflights users on 9/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:45 pm -
2 stops18h 35m
Thu 11/56:00 am -
3 stops33h 36m
Deal found 9/17![Multiple Airlines logo]()
$586
This Southwest deal was found by Cheapflights users on 9/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:05 pm -
2 stops18h 45m
Sat 11/75:40 am -
2 stops16h 10m
Deal found 9/19![Southwest logo]()
$571
This American Airlines deal was found by Cheapflights users on 9/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:55 am -
2 stops18h 47m
Tue 12/110:32 am -
1 stop17h 40m
Deal found 9/19![American Airlines logo]()
$576
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 September 21, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated September 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/212:38 pm -
2 stops18h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$230
This Southwest deal was found by Cheapflights users on 9/15. 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 10/57:35 pm -
2 stops10h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Southwest logo]()
$236
This Kiwi.com deal was found by Cheapflights users on 9/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/228:54 pm -
2 stops41h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:38 pm -
2 stops18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$252
This United Airlines deal was found by Cheapflights users on 9/20. 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 10/145:00 am -
2 stops15h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![United Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 9/15. 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 10/66:50 am -
1 stop10h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:38 pm -
2 stops17h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Frontier logo]()
$270
This United Airlines deal was found by Cheapflights users on 9/16. 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 12/127:00 am -
2 stops12h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$273
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/412:38 pm -
2 stops18h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$279
This Southwest deal was found by Cheapflights users on 9/17. 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 11/305:10 pm -
2 stops14h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Southwest logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/312:24 pm -
2 stops18h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$291
This Kiwi.com deal was found by Cheapflights users on 9/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/1311:49 am -
2 stops19h 33m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Frontier logo]()
$303
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 September 21, 2026.
Round-trip from | $458 (Mytrip) |
|---|---|
One-way from | $230 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $466 |
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 7,457,451 searches. Data last updated September 21, 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 Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 10/6
6:50 am-8:38 pm
1 stop10h 48m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
Quickest round-trip
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 12/12
11:17 pm-1:53 pm
1 stop10h 36m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 10/8
8:35 am-10:57 pm
1 stop11h 22m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 12/12
1:10 pm-10:30 am
2 stops17h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 10/9
10:33 pm-1:45 pm
1 stop12h 12m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 11/18
7:35 pm-12:55 pm
2 stops13h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 1/26
6:21 pm-10:38 am
2 stops12h 17m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 1/23
11:05 pm-9:25 pm
1 stop18h 20m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sun 10/4
12:38 pm-9:35 am
2 stops17h 57m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$270
PortlandAguadilla
PDX Portland - BQN Aguadilla Borinquen
PDXBQN
Portland
Sat 12/12
7:00 am-11:57 pm
2 stops12h 57m
Aguadilla Borinquen
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$273
Showing 1-10 of 43 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 $724). 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 79 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 September 21, 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.
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Comfort
8.0
Food
7.0
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
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.
Browse thousands of different options on Cheapflights for your next trip
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Alternative routes for Portland to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
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 September 21, 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 7,457,451 searches. Data last updated September 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$489 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$536 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$414 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$419 | Average$633 | FlexibilityNo cancel fee | On-time69% |