$178+ 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jun 8 — Jun 151
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 9, 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 9, 2026.
This Southwest deal was found by Cheapflights users on 5/7. 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 9/287:35 pm
PDX
- SJU
2 stops12h 25m
Southwest
Mon 10/55:00 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 5/7![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 5/8. 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.
Thu 8/136:05 am
PDX
- SJU
2 stops13h 10m
Southwest
Mon 8/175:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 5/8![Southwest logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 5/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:22 pm
PDX
- SJU
1 stop17h 53m
Multiple Airlines
Fri 10/29:05 pm
SJU
- PDX
2 stops22h 30m
Multiple Airlines
Deal found 5/8![Multiple Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 5/8. 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.
Thu 8/66:05 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 8/1111:50 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 5/8![Southwest logo]()
$516
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 9/157:00 am
PDX
- BQN
2 stops13h 09m
United Airlines
Mon 9/2112:15 am
BQN
- PDX
1 stop12h 39m
United Airlines
Deal found 5/8![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 5/8. 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 9/265:45 pm
PDX
- SJU
2 stops15h 28m
Delta
Sat 10/31:32 pm
SJU
- PDX
2 stops13h 21m
Delta
Deal found 5/8![Delta logo]()
$530
This Delta deal was found by Cheapflights users on 5/5. 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 9/147:00 am
PDX
- SJU
1 stop13h 44m
Delta
Tue 9/227:00 am
SJU
- PDX
2 stops19h 53m
Delta
Deal found 5/5![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 5/4. 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
Mon 8/37:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/4![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 8/1211:20 pm
PDX
- SJU
2 stops12h 18m
American Airlines
Fri 8/213:44 pm
SJU
- PDX
1 stop10h 23m
American Airlines
Deal found 5/6![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 5/4. 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 7/2810:57 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Sat 8/156:00 am
SJU
- PDX
2 stops14h 21m
American Airlines
Deal found 5/4![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 8/195:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Tue 8/2512:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 5/8![United Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 8/45:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 8/1012:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 5/8![United Airlines logo]()
$573
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 9, 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 9, 2026.
This Southwest deal was found by Cheapflights users on 5/8. 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 9/1510:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Tue 9/221:20 pm
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 5/8![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 5/4. 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 9/1510:05 pm
PDX
- SJU
1 stop11h 08m
Delta
Wed 9/231:32 pm
SJU
- PDX
2 stops13h 21m
Delta
Deal found 5/4![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/6. 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 9/285:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 10/52:00 pm
SJU
- PDX
1 stop11h 52m
United Airlines
Deal found 5/6![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 5/8. 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.
Thu 8/206:05 am
PDX
- SJU
2 stops13h 10m
Southwest
Fri 8/285:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 5/8![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 5/8. 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 9/1610:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Sun 9/209:25 pm
SJU
- PDX
2 stops18h 25m
Southwest
Deal found 5/8![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 5/7. 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.
Tue 9/2910:05 pm
PDX
- SJU
1 stop11h 08m
Delta
Sat 10/31:32 pm
SJU
- PDX
2 stops13h 21m
Delta
Deal found 5/7![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/6. 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.
Thu 7/911:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/6![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 5/7. 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.
Mon 9/2810:05 pm
PDX
- SJU
1 stop11h 08m
Delta
Fri 10/212:58 pm
SJU
- PDX
1 stop12h 13m
Delta
Deal found 5/7![Delta logo]()
$563
This Southwest deal was found by Cheapflights users on 5/5. 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 8/2410:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Fri 8/285:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 5/5![Southwest logo]()
$530
This Delta deal was found by Cheapflights users on 5/8. 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 7/1611:15 pm
PDX
- SJU
1 stop10h 56m
Delta
Mon 7/202:21 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 5/8![Delta logo]()
$592
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Wed 8/195:00 am
PDX
- BQN
3 stops15h 09m
United Airlines
Tue 8/2512:15 am
BQN
- PDX
2 stops14h 13m
United Airlines
Deal found 5/8![United Airlines logo]()
$710
This Southwest deal was found by Cheapflights users on 5/5. 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 6/26:40 am
PDX
- SJU
2 stops11h 25m
Southwest
Tue 6/95:30 am
SJU
- PDX
2 stops12h 55m
Southwest
Deal found 5/5![Southwest logo]()
$636
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 9/17:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Mon 9/712:15 am
BQN
- PDX
2 stops15h 48m
United Airlines
Deal found 5/8![United Airlines logo]()
$744
This United Airlines deal was found by Cheapflights users on 5/8. 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 8/247:16 am
PDX
- BQN
2 stops12h 53m
United Airlines
Wed 8/2612:15 am
BQN
- PDX
1 stop12h 35m
United Airlines
Deal found 5/8![United Airlines logo]()
$836
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Sun 6/711:40 pm
PDX
- BQN
3 stops20h 29m
United Airlines
Sat 6/1312:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 5/7![United Airlines logo]()
$859
This United Airlines deal was found by Cheapflights users on 5/4. 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 8/2210:56 am
PDX
- BQN
1 stop33h 13m
United Airlines
Sat 8/2912:15 am
BQN
- PDX
1 stop12h 39m
United Airlines
Deal found 5/4![United Airlines logo]()
$883
This United Airlines deal was found by Cheapflights users on 5/4. 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 8/1810:50 pm
PDX
- BQN
1 stop21h 19m
United Airlines
Thu 8/2712:15 am
BQN
- PDX
1 stop12h 39m
United Airlines
Deal found 5/4![United Airlines logo]()
$908
This United Airlines deal was found by Cheapflights users on 5/5. 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 9/111:15 pm
PDX
- CPX
2 stops15h 06m
United Airlines
Sat 9/510:48 am
CPX
- PDX
2 stops15h 03m
United Airlines
Deal found 5/5![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 5/8. 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 5/1810:15 pm
PDX
- VQS
2 stops14h 38m
United Airlines
Fri 5/227:49 pm
VQS
- PDX
2 stops28h 21m
United Airlines
Deal found 5/8![United Airlines logo]()
$3,667
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated May 9, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated May 9, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/1810:23 pm
PDX
- SJU
1 stop10h 40m
American Airlines
Thu 5/217:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 5/4![American Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Sat 5/235:00 am
PDX
- BQN
3 stops15h 09m
United Airlines
Tue 5/2612:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 5/8![United Airlines logo]()
$719
This American Airlines deal was found by Cheapflights users on 5/7. 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.
Sun 5/2410:59 pm
PDX
- SJU
2 stops13h 48m
American Airlines
Sun 5/316:20 am
SJU
- PDX
1 stop20h 03m
American Airlines
Deal found 5/7![American Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Fri 5/2910:40 pm
PDX
- SJU
1 stop11h 06m
American Airlines
Thu 6/47:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 5/6![American Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/5. 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 6/111:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sat 6/67:20 am
SJU
- PDX
2 stops14h 27m
United Airlines
Deal found 5/5![United Airlines logo]()
$564
This United Airlines deal was found by Cheapflights users on 5/6. 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.
Tue 6/210:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Sun 6/71:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/6![United Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 6/35:49 am
PDX
- SJU
1 stop13h 56m
American Airlines
Wed 6/103:39 pm
SJU
- PDX
1 stop11h 20m
American Airlines
Deal found 5/6![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 5/6. 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.
Wed 6/35:49 am
PDX
- SJU
1 stop13h 56m
American Airlines
Tue 6/97:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 5/6![American Airlines logo]()
$553
This United Airlines deal was found by Cheapflights users on 5/7. 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.
Sun 6/711:30 pm
PDX
- BQN
2 stops20h 39m
United Airlines
Sat 6/1312:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 5/7![United Airlines logo]()
$722
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/910:40 pm
PDX
- SJU
1 stop11h 17m
American Airlines
Thu 6/186:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 5/5![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/2210:40 pm
PDX
- SJU
1 stop11h 17m
American Airlines
Fri 7/107:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/5![American Airlines logo]()
$610
This American Airlines deal was found by Cheapflights users on 5/6. 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 6/305:49 am
PDX
- SJU
1 stop13h 56m
American Airlines
Tue 7/147:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/6![American Airlines 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 May 9, 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 9, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/25:46 pm
PDX
- SJU
2 stops27h 13m
Frontier
Deal found 5/6![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1112:26 pm
PDX
- SJU
2 stops33h 15m
Frontier
Deal found 5/6![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/512:35 pm
PDX
- SJU
2 stops32h 24m
Frontier
Deal found 5/7![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1212:34 pm
PDX
- SJU
2 stops32h 42m
Frontier
Deal found 5/5![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/282:44 pm
PDX
- SJU
3 stops30h 15m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 5/8. 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.
Mon 10/267:40 pm
PDX
- SJU
2 stops12h 00m
Southwest
Deal found 5/8![Southwest logo]()
$233
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/1811:47 pm
PDX
- SJU
2 stops12h 33m
American Airlines
Deal found 5/4![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/295:31 pm
PDX
- SJU
2 stops35h 33m
Frontier
Deal found 5/4![Frontier logo]()
$250
This Kiwi.com deal was found by Cheapflights users on 5/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/245:20 pm
PDX
- SJU
2 stops28h 17m
Frontier
Deal found 5/6![Frontier logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 5/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/114:06 pm
PDX
- SJU
3 stops29h 31m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$261
This United Airlines deal was found by Cheapflights users on 5/8. 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.
Tue 10/275:15 am
PDX
- BQN
2 stops14h 42m
United Airlines
Deal found 5/8![United Airlines logo]()
$265
This American Airlines deal was found by Cheapflights users on 5/4. 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 10/1811:58 pm
PDX
- SJU
2 stops11h 42m
American Airlines
Deal found 5/4![American Airlines logo]()
$265
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 9, 2026.
Round-trip from | $466 (Southwest) |
|---|---|
One-way from | $178 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $510 |
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 9, 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
Tue 9/15
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Tue 9/22
1:20 pm-10:15 pm
2 stops11h 55m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 8/20
6:05 am-10:15 pm
2 stops13h 10m
San Juan Luis Munoz Marin Intl
Fri 8/28
5:00 am-3:00 pm
2 stops13h 00m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/16
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Sun 9/20
9:25 pm-12:50 pm
2 stops18h 25m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 9/15
10:05 pm-12:13 pm
1 stop11h 08m
San Juan Luis Munoz Marin Intl
Wed 9/23
1:32 pm-11:53 pm
2 stops13h 21m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 9/28
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 10/5
2:00 pm-10:52 pm
1 stop11h 52m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 9/29
10:05 pm-12:13 pm
1 stop11h 08m
San Juan Luis Munoz Marin Intl
Sat 10/3
1:32 pm-11:53 pm
2 stops13h 21m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 7/9
11:40 pm-2:44 pm
1 stop12h 04m
San Juan Luis Munoz Marin Intl
Mon 7/13
1:00 am-9:25 am
1 stop11h 25m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/24
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Fri 8/28
5:30 am-3:00 pm
1 stop12h 30m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 9/28
10:05 pm-12:13 pm
1 stop11h 08m
San Juan Luis Munoz Marin Intl
Fri 10/2
12:58 pm-10:11 pm
1 stop12h 13m
$563
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 7/16
11:15 pm-1:11 pm
1 stop10h 56m
San Juan Luis Munoz Marin Intl
Mon 7/20
2:21 pm-9:48 pm
1 stop10h 27m
$592
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-VQS
PDX-CPX
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-VQS
PDX-CPX
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 35 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Portland to Puerto Rico?
Currently, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $185). 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.
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 9, 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.
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Crew
8.6
Food
7.0
Entertainment
7.5
Comfort
8.0
Overall
8.0
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
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 May 9, 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 May 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$566 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$589 | FlexibilityNo cancel fee | On-time69% |