$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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jul 10 — Jul 171
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico with Cheapflights
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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 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 June 10, 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 June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Mon 8/315:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/7![Southwest logo]()
$451
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/210:45 pm
PDX
- SJU
1 stop10h 56m
American Airlines
Wed 12/28:18 am
SJU
- PDX
1 stop16h 49m
American Airlines
Deal found 6/8![American Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/910:55 pm
PDX
- SJU
1 stop11h 05m
Delta
Tue 11/177:15 am
SJU
- PDX
2 stops15h 02m
Delta
Deal found 6/8![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 6/10![American Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:04 am
PDX
- SJU
1 stop13h 19m
Delta
Fri 9/1112:58 pm
SJU
- PDX
1 stop12h 13m
Delta
Deal found 6/7![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:09 pm
PDX
- SJU
2 stops13h 31m
American Airlines
Sat 9/122:22 pm
SJU
- PDX
1 stop12h 06m
American Airlines
Deal found 6/7![American Airlines logo]()
$491
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/16:55 pm
PDX
- SJU
2 stops14h 02m
United Airlines
Mon 10/51:25 pm
SJU
- PDX
1 stop11h 02m
United Airlines
Deal found 6/9![United Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:45 am
PDX
- SJU
2 stops11h 20m
Southwest
Mon 8/176:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 6/7![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Tue 8/115:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 6/9![Southwest logo]()
$503
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/211:15 pm
PDX
- SJU
1 stop11h 01m
Delta
Fri 9/1812:58 pm
SJU
- PDX
1 stop11h 47m
Delta
Deal found 6/8![Delta logo]()
$516
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Mon 8/37:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/6![American Airlines logo]()
$520
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Fri 8/2112:15 am
BQN
- PDX
3 stops17h 50m
United Airlines
Deal found 6/9![United Airlines logo]()
$540
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 June 10, 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 June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/6. 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 11/98:10 pm
PDX
- SJU
2 stops11h 35m
Southwest
Tue 11/175:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 6/6![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/267:00 am
PDX
- SJU
1 stop13h 44m
Delta
Sat 10/314:18 pm
SJU
- PDX
1 stop10h 29m
Delta
Deal found 6/8![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:55 pm
PDX
- SJU
2 stops14h 02m
United Airlines
Tue 10/132:00 pm
SJU
- PDX
1 stop10h 10m
United Airlines
Deal found 6/7![United Airlines logo]()
$589
This Southwest deal was found by Cheapflights users on 6/6. 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 8/55:50 am
PDX
- SJU
2 stops12h 15m
Southwest
Wed 8/1911:50 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 6/6![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:45 pm
PDX
- SJU
2 stops14h 51m
Delta
Sat 10/2412:46 pm
SJU
- PDX
1 stop12h 40m
Delta
Deal found 6/10![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Mon 9/286:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 6/8![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/67:35 pm
PDX
- SJU
2 stops10h 35m
Southwest
Tue 8/115:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 6/9![Southwest logo]()
$503
This Delta deal was found by Cheapflights users on 6/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:45 pm
PDX
- SJU
2 stops15h 20m
Delta
Fri 12/183:10 pm
SJU
- PDX
2 stops12h 41m
Delta
Deal found 6/10![Delta logo]()
$571
This United Airlines deal was found by Cheapflights users on 6/6. 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 8/297:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Mon 8/3112:15 am
BQN
- PDX
3 stops21h 04m
United Airlines
Deal found 6/6![United Airlines logo]()
$692
This Southwest deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/125:10 am
PDX
- SJU
2 stops12h 45m
Southwest
Tue 10/135:35 am
SJU
- PDX
2 stops14h 10m
Southwest
Deal found 6/7![Southwest logo]()
$560
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:30 am
PDX
- SJU
2 stops14h 25m
Delta
Tue 12/151:55 pm
SJU
- PDX
2 stops13h 56m
Delta
Deal found 6/9![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/275:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Tue 8/412:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 6/6![United Airlines logo]()
$720
This United Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Tue 8/2512:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 6/9![United Airlines logo]()
$763
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/611:02 pm
PDX
- CPX
2 stops15h 19m
United Airlines
Wed 9/910:48 am
CPX
- PDX
2 stops14h 15m
United Airlines
Deal found 6/8![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:56 pm
PDX
- CPX
2 stops15h 25m
United Airlines
Wed 11/410:48 am
CPX
- PDX
2 stops14h 33m
United Airlines
Deal found 6/7![United Airlines logo]()
$1,896
This United Airlines deal was found by Cheapflights users on 6/6. 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 10/3110:56 pm
PDX
- VQS
2 stops15h 43m
United Airlines
Wed 11/411:40 am
VQS
- PDX
2 stops15h 31m
United Airlines
Deal found 6/6![United Airlines logo]()
$2,364
This United Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/317:10 am
PDX
- VQS
2 stops32h 20m
United Airlines
Wed 9/27:30 am
VQS
- PDX
2 stops29h 20m
United Airlines
Deal found 6/8![United Airlines logo]()
$5,476
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated June 10, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated June 10, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/6. 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 6/2110:40 pm
PDX
- BQN
2 stops21h 29m
United Airlines
Wed 6/2412:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 6/6![United Airlines logo]()
$1,236
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/2510:52 pm
PDX
- BQN
1 stop21h 17m
United Airlines
Sun 6/2812:15 am
BQN
- PDX
2 stops14h 23m
United Airlines
Deal found 6/10![United Airlines logo]()
$1,269
This American Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/310:57 pm
PDX
- SJU
2 stops12h 50m
American Airlines
Thu 7/97:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/7![American Airlines logo]()
$498
This American Airlines deal was found by Cheapflights users on 6/6. 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 7/45:07 am
PDX
- SJU
1 stop15h 43m
American Airlines
Sat 7/117:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/6![American Airlines logo]()
$556
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Tue 7/141:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 6/10![United Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 7/1312:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 6/10![United Airlines logo]()
$763
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1011:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 6/7![United Airlines logo]()
$543
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:07 am
PDX
- SJU
2 stops13h 52m
American Airlines
Sat 8/17:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/10![American Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 6/6. 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 7/275:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Tue 8/412:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 6/6![United Airlines logo]()
$720
This American Airlines deal was found by Cheapflights users on 6/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Mon 8/37:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/6![American Airlines logo]()
$520
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Fri 8/1412:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Deal found 6/9![American Airlines logo]()
$568
This Southwest deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/316:00 pm
PDX
- SJU
2 stops13h 30m
Southwest
Fri 8/75:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/10![Southwest logo]()
$573
One-way flights from Portland to Puerto RicoSearch for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated June 10, 2026.
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/156:25 pm
PDX
- SJU
2 stops13h 35m
Southwest
Deal found 6/8![Southwest logo]()
$218
This Delta deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:00 pm
PDX
- SJU
1 stop11h 13m
Delta
Deal found 6/8![Delta logo]()
$233
This United Airlines deal was found by Cheapflights users on 6/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1210:33 pm
PDX
- SJU
1 stop10h 24m
United Airlines
Deal found 6/7![United Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Deal found 6/9![Southwest logo]()
$265
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Deal found 6/10![American Airlines logo]()
$270
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/210:45 pm
PDX
- SJU
1 stop15h 07m
American Airlines
Deal found 6/10![American Airlines logo]()
$275
This American Airlines deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/63:00 pm
PDX
- SJU
2 stops15h 43m
American Airlines
Deal found 6/10![American Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2910:59 pm
PDX
- SJU
2 stops13h 48m
American Airlines
Deal found 6/8![American Airlines logo]()
$283
This Delta deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/312:33 am
PDX
- SJU
1 stop11h 38m
Delta
Deal found 6/9![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2912:40 am
PDX
- SJU
2 stops18h 18m
American Airlines
Deal found 6/9![American Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/23:57 pm
PDX
- SJU
2 stops45h 01m
Multiple Airlines
Deal found 6/9![Multiple Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 6/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/87:50 pm
PDX
- SJU
2 stops11h 55m
Southwest
Deal found 6/8![Southwest logo]()
$303
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 June 10, 2026.
Round-trip from | $451 (Southwest) |
|---|---|
One-way from | $218 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $676 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to 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 June 10, 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
Mon 11/9
8:10 pm-11:45 am
2 stops11h 35m
San Juan Luis Munoz Marin Intl
Tue 11/17
5:45 am-3:00 pm
2 stops13h 15m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 9/26
7:00 am-11:44 pm
1 stop13h 44m
San Juan Luis Munoz Marin Intl
Sat 10/31
4:18 pm-11:47 pm
1 stop10h 29m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/5
5:50 am-9:05 pm
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Wed 8/19
11:50 am-9:55 pm
2 stops13h 05m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/17
5:45 pm-11:36 am
2 stops14h 51m
San Juan Luis Munoz Marin Intl
Sat 10/24
12:46 pm-10:26 pm
1 stop12h 40m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/23
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Mon 9/28
6:30 am-4:35 pm
2 stops13h 05m
$466
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 8/6
7:35 pm-9:10 am
2 stops10h 35m
San Juan Luis Munoz Marin Intl
Tue 8/11
5:15 am-3:00 pm
2 stops12h 45m
$503
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 10/12
5:10 am-8:55 pm
2 stops12h 45m
San Juan Luis Munoz Marin Intl
Tue 10/13
5:35 am-4:45 pm
2 stops14h 10m
$560
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 12/7
5:45 pm-1:05 pm
2 stops15h 20m
San Juan Luis Munoz Marin Intl
Fri 12/18
3:10 pm-11:51 pm
2 stops12h 41m
$571
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 10/12
6:55 pm-11:57 am
2 stops14h 02m
San Juan Luis Munoz Marin Intl
Tue 10/13
2:00 pm-9:10 pm
1 stop10h 10m
$589
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 12/2
5:30 am-11:55 pm
2 stops14h 25m
San Juan Luis Munoz Marin Intl
Tue 12/15
1:55 pm-11:51 pm
2 stops13h 56m
$636
Showing 1-10 of 34 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 $200). Flying from Portland to Puerto Rico in August is currently the most expensive (average of $399). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How 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 43 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 June 10, 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.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
7.9
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Related info for your journey
Find useful and relevant information for your journey from Portland to 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 June 10, 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 June 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$477 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$498 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$573 | FlexibilityNo cancel fee | On-time69% |