$233+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jun 26 — Jul 31
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 May 27, 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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 10/3112:46 pm
SJU
- PDX
2 stops14h 05m
Delta
Deal found 5/26![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/25. 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
2 stops13h 29m
American Airlines
Fri 8/216:00 am
SJU
- PDX
2 stops14h 30m
American Airlines
Deal found 5/25![American Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 5/25. 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 11/98:25 am
PDX
- SJU
2 stops12h 40m
Southwest
Tue 11/175:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 5/25![Southwest logo]()
$498
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Wed 8/511:20 pm
PDX
- SJU
1 stop20h 47m
American Airlines
Fri 8/1412:59 am
SJU
- PDX
1 stop19h 52m
American Airlines
Deal found 5/22![American Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 5/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:05 pm
PDX
- SJU
1 stop11h 00m
Delta
Tue 11/173:35 pm
SJU
- PDX
1 stop10h 51m
Delta
Deal found 5/23![Delta logo]()
$511
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Tue 7/2810:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Fri 8/1412:59 am
SJU
- PDX
1 stop19h 52m
American Airlines
Deal found 5/23![American Airlines logo]()
$516
This Delta deal was found by Cheapflights users on 5/24. 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.
Tue 10/277:00 am
PDX
- SJU
1 stop13h 56m
Delta
Mon 11/161:55 pm
SJU
- PDX
1 stop12h 31m
Delta
Deal found 5/24![Delta logo]()
$524
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Mon 11/97:49 pm
PDX
- SJU
2 stops13h 28m
United Airlines
Tue 11/174:52 pm
SJU
- PDX
1 stop11h 10m
United Airlines
Deal found 5/22![United Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Wed 8/511:20 pm
PDX
- SJU
1 stop20h 47m
American Airlines
Thu 8/136:51 am
SJU
- PDX
1 stop18h 07m
American Airlines
Deal found 5/22![American Airlines logo]()
$535
This Southwest deal was found by Cheapflights users on 5/22. 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.
Tue 7/285:35 am
PDX
- SJU
2 stops13h 30m
Southwest
Sat 8/158:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 5/22![Southwest logo]()
$536
This American Airlines deal was found by Cheapflights users on 5/25. 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 7/215:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Tue 7/282:25 pm
SJU
- PDX
1 stop12h 05m
American Airlines
Deal found 5/25![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 5/25. 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 12/21:45 pm
PDX
- SJU
1 stop11h 34m
American Airlines
Tue 12/155:10 pm
SJU
- PDX
1 stop10h 42m
American Airlines
Deal found 5/25![American Airlines logo]()
$553
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 May 27, 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/26. 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 9/265:10 pm
PDX
- SJU
2 stops16h 03m
Delta
Sat 10/3112:46 pm
SJU
- PDX
2 stops14h 05m
Delta
Deal found 5/26![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 5/22. 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.
Tue 7/285:35 am
PDX
- SJU
2 stops13h 30m
Southwest
Sat 8/158:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 5/22![Southwest logo]()
$536
This United Airlines deal was found by Cheapflights users on 5/23. 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 6/1511:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Fri 6/191:25 pm
SJU
- PDX
1 stop11h 23m
United Airlines
Deal found 5/23![United Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 5/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:45 pm
PDX
- SJU
2 stops15h 11m
Delta
Fri 10/167:00 am
SJU
- PDX
2 stops18h 04m
Delta
Deal found 5/21![Delta logo]()
$466
This Delta deal was found by Cheapflights users on 5/24. 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.
Mon 11/99:45 pm
PDX
- SJU
1 stop12h 35m
Delta
Tue 11/177:15 am
SJU
- PDX
2 stops15h 02m
Delta
Deal found 5/24![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Mon 9/2111:02 pm
PDX
- SJU
1 stop12h 42m
United Airlines
Tue 9/221:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 5/22![United Airlines logo]()
$615
This Southwest deal was found by Cheapflights users on 5/22. 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.
Sat 7/45:30 am
PDX
- SJU
2 stops13h 20m
Southwest
Sat 7/119:10 am
SJU
- PDX
2 stops13h 50m
Southwest
Deal found 5/22![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 5/21. 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.
Mon 7/136:00 am
PDX
- SJU
2 stops12h 30m
Southwest
Sat 7/185:00 am
SJU
- PDX
1 stop17h 40m
Southwest
Deal found 5/21![Southwest logo]()
$660
This Delta deal was found by Cheapflights users on 5/22. 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.
Fri 11/67:40 pm
PDX
- SJU
2 stops16h 21m
Delta
Sun 11/153:10 pm
SJU
- PDX
2 stops12h 42m
Delta
Deal found 5/22![Delta logo]()
$661
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Sun 9/1311:02 pm
PDX
- BQN
2 stops21h 07m
United Airlines
Fri 9/1812:15 am
BQN
- PDX
2 stops17h 50m
United Airlines
Deal found 5/24![United Airlines logo]()
$770
This United Airlines deal was found by Cheapflights users on 5/23. 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 7/1010:52 pm
PDX
- BQN
1 stop21h 17m
United Airlines
Wed 7/1512:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 5/23![United Airlines logo]()
$795
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Sat 7/45:15 am
PDX
- BQN
2 stops14h 54m
United Airlines
Thu 7/912:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 5/23![United Airlines logo]()
$800
This United Airlines deal was found by Cheapflights users on 5/23. 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 8/247:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Wed 8/2612:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 5/23![United Airlines logo]()
$815
This United Airlines deal was found by Cheapflights users on 5/24. 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 6/86:03 pm
PDX
- CPX
3 stops20h 18m
United Airlines
Fri 6/1210:48 am
CPX
- PDX
3 stops17h 02m
United Airlines
Deal found 5/24![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 5/23. 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 7/2911:40 pm
PDX
- CPX
2 stops14h 41m
United Airlines
Wed 8/510:48 am
CPX
- PDX
2 stops15h 25m
United Airlines
Deal found 5/23![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Tue 9/111:02 pm
PDX
- CPX
2 stops15h 19m
United Airlines
Sat 9/510:48 am
CPX
- PDX
2 stops14h 15m
United Airlines
Deal found 5/22![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 5/26. 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 9/111:17 pm
PDX
- VQS
2 stops16h 13m
United Airlines
Sat 9/511:51 am
VQS
- PDX
2 stops24h 59m
United Airlines
Deal found 5/26![United Airlines logo]()
$5,476
This United Airlines deal was found by Cheapflights users on 5/22. 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.
Sat 8/2211:18 pm
PDX
- VQS
2 stops16h 12m
United Airlines
Wed 8/2611:51 am
VQS
- PDX
3 stops30h 14m
United Airlines
Deal found 5/22![United Airlines logo]()
$5,476
This United Airlines deal was found by Cheapflights users on 5/26. 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 8/1411:02 pm
PDX
- VQS
2 stops16h 28m
United Airlines
Fri 8/217:30 am
VQS
- PDX
2 stops28h 59m
United Airlines
Deal found 5/26![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 May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated May 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/25. 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 5/3112:40 am
PDX
- SJU
2 stops14h 45m
American Airlines
Sun 6/75:30 am
SJU
- PDX
1 stop20h 21m
American Airlines
Deal found 5/25![American Airlines logo]()
$676
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Sat 6/67:13 am
PDX
- SJU
1 stop10h 25m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/23![United Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 5/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/712:40 am
PDX
- SJU
1 stop19h 59m
American Airlines
Sat 6/206:21 am
SJU
- PDX
1 stop20h 25m
American Airlines
Deal found 5/24![American Airlines logo]()
$665
This Southwest deal was found by Cheapflights users on 5/21. 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.
Tue 6/98:35 am
PDX
- SJU
2 stops12h 40m
Southwest
Sat 6/135:00 am
SJU
- PDX
1 stop17h 40m
Southwest
Deal found 5/21![Southwest logo]()
$603
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Wed 6/105:10 am
PDX
- SJU
1 stop15h 29m
American Airlines
Thu 6/186:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 5/22![American Airlines logo]()
$670
This United Airlines deal was found by Cheapflights users on 5/23. 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 6/1511:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Fri 6/191:25 pm
SJU
- PDX
1 stop11h 23m
United Airlines
Deal found 5/23![United Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 5/25. 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 6/235:28 pm
PDX
- SJU
2 stops13h 11m
American Airlines
Sat 7/117:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/25![American Airlines logo]()
$631
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/2710:59 pm
PDX
- SJU
2 stops12h 50m
American Airlines
Sat 7/47:00 am
SJU
- PDX
1 stop17h 00m
American Airlines
Deal found 5/26![American Airlines logo]()
$663
This Southwest deal was found by Cheapflights users on 5/26. 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 6/277:40 pm
PDX
- SJU
2 stops10h 45m
Southwest
Sat 7/45:00 am
SJU
- PDX
2 stops11h 35m
Southwest
Deal found 5/26![Southwest logo]()
$666
This Southwest deal was found by Cheapflights users on 5/26. 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
Fri 7/310:20 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 5/26![Southwest logo]()
$622
This United Airlines deal was found by Cheapflights users on 5/26. 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 6/305:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/26![United Airlines logo]()
$620
This American Airlines deal was found by Cheapflights users on 5/25. 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 6/3010:40 pm
PDX
- SJU
1 stop11h 17m
American Airlines
Tue 7/147:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/25![American Airlines logo]()
$646
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 May 27, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated May 27, 2026.
This Delta deal was found by Cheapflights users on 5/24. 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 8/278:44 pm
PDX
- SJU
2 stops16h 54m
Delta
Deal found 5/24![Delta logo]()
$233
This Southwest deal was found by Cheapflights users on 5/24. 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 10/297:40 pm
PDX
- SJU
2 stops10h 40m
Southwest
Deal found 5/24![Southwest logo]()
$265
This Delta deal was found by Cheapflights users on 5/25. 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 10/147:40 pm
PDX
- SJU
2 stops13h 16m
Delta
Deal found 5/25![Delta logo]()
$278
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 6/23:56 pm
PDX
- SJU
3 stops26h 56m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 5/25. 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 8/38:44 pm
PDX
- SJU
2 stops16h 49m
Delta
Deal found 5/25![Delta logo]()
$283
This American Airlines deal was found by Cheapflights users on 5/23. 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.
Tue 7/75:07 am
PDX
- SJU
1 stop15h 43m
American Airlines
Deal found 5/23![American Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 5/24. 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 8/68:44 pm
PDX
- SJU
2 stops16h 49m
Delta
Deal found 5/24![Delta logo]()
$291
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Fri 6/2610:59 pm
PDX
- SJU
2 stops20h 46m
American Airlines
Deal found 5/22![American Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 5/21. 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 6/305:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 5/21![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 5/25. 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 7/315:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 5/25![United Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 5/22. 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.
Sat 6/277:40 pm
PDX
- SJU
2 stops10h 45m
Southwest
Deal found 5/22![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/26. 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 10/265:15 am
PDX
- BQN
2 stops14h 42m
United Airlines
Deal found 5/26![United Airlines logo]()
$363
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 May 27, 2026.
Round-trip from | $466 (Delta) |
|---|---|
One-way from | $233 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $534 |
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 May 27, 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
Sat 9/26
5:10 pm-12:13 pm
2 stops16h 03m
San Juan Luis Munoz Marin Intl
Sat 10/31
12:46 pm-11:51 pm
2 stops14h 05m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/10
5:45 pm-11:56 am
2 stops15h 11m
San Juan Luis Munoz Marin Intl
Fri 10/16
7:00 am-10:04 pm
2 stops18h 04m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 11/9
9:45 pm-2:20 pm
1 stop12h 35m
San Juan Luis Munoz Marin Intl
Tue 11/17
7:15 am-6:17 pm
2 stops15h 02m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 7/28
5:35 am-10:05 pm
2 stops13h 30m
San Juan Luis Munoz Marin Intl
Sat 8/15
8:20 am-8:00 pm
2 stops14h 40m
$536
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 6/15
11:30 pm-12:34 pm
1 stop10h 04m
San Juan Luis Munoz Marin Intl
Fri 6/19
1:25 pm-9:48 pm
1 stop11h 23m
$570
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 9/21
11:02 pm-2:44 pm
1 stop12h 42m
San Juan Luis Munoz Marin Intl
Tue 9/22
1:00 am-9:50 am
1 stop11h 50m
$615
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 7/4
5:30 am-9:50 pm
2 stops13h 20m
San Juan Luis Munoz Marin Intl
Sat 7/11
9:10 am-8:00 pm
2 stops13h 50m
$648
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 7/13
6:00 am-9:30 pm
2 stops12h 30m
San Juan Luis Munoz Marin Intl
Sat 7/18
5:00 am-7:40 pm
1 stop17h 40m
$660
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 11/6
7:40 pm-4:01 pm
2 stops16h 21m
San Juan Luis Munoz Marin Intl
Sun 11/15
3:10 pm-11:52 pm
2 stops12h 42m
$661
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Sun 9/13
11:02 pm-11:09 pm
2 stops21h 07m
Aguadilla Borinquen
Fri 9/18
12:15 am-3:05 pm
2 stops17h 50m
$770
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, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $190). Flying from Portland to Puerto Rico in May is currently the most expensive (average of $376). 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 45 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 May 27, 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.
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Overall
7.9
Crew
8.6
Food
7.0
Entertainment
7.5
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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 May 27, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$641 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$566 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$573 | FlexibilityNo cancel fee | On-time69% |