$151+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Mar 29 — Apr 51
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Portland to Puerto Rico
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Cheapest flights from Portland to Puerto RicoExplore the most affordable flight options available from Portland to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 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 February 27, 2026.
This Southwest deal was found by Cheapflights users on 2/26. 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 4/275:10 am
PDX
- SJU
2 stops15h 30m
Southwest
Wed 5/65:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/26![Southwest logo]()
$406
This United Airlines deal was found by Cheapflights users on 2/26. 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 4/215:00 am
PDX
- SJU
2 stops12h 38m
United Airlines
Thu 4/303:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 2/26![United Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 2/24. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3012:13 pm
PDX
- SJU
2 stops39h 43m
Multiple Airlines
Wed 6/104:20 pm
SJU
- PDX
1 stop33h 23m
Multiple Airlines
Deal found 2/24![Multiple Airlines logo]()
$422
This Southwest deal was found by Cheapflights users on 2/24. 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.
Wed 4/225:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Tue 5/55:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 2/24![Southwest logo]()
$428
This Delta deal was found by Cheapflights users on 2/25. 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.
Sat 4/2512:30 am
PDX
- SJU
2 stops12h 53m
Delta
Thu 5/72:25 pm
SJU
- PDX
2 stops12h 19m
Delta
Deal found 2/25![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 2/24. 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.
Tue 5/267:25 pm
PDX
- SJU
2 stops12h 10m
Southwest
Sat 6/65:00 am
SJU
- PDX
1 stop17h 40m
Southwest
Deal found 2/24![Southwest logo]()
$438
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sat 5/912:27 pm
PDX
- SJU
2 stops33h 02m
Multiple Airlines
Sat 5/164:10 pm
SJU
- PDX
1 stop27h 56m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$443
This American Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/2111:47 pm
PDX
- SJU
2 stops12h 48m
American Airlines
Mon 5/410:03 am
SJU
- PDX
1 stop16h 50m
American Airlines
Deal found 2/27![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/285:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 5/412:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 2/27![United Airlines logo]()
$450
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Sat 5/25:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Tue 5/51:00 am
SJU
- PDX
2 stops14h 35m
United Airlines
Deal found 2/24![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 2/25. 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.
Wed 4/296:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Fri 5/16:50 am
SJU
- PDX
2 stops16h 20m
Southwest
Deal found 2/25![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 2/24. 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 4/205:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Tue 4/2812:15 am
BQN
- PDX
2 stops15h 11m
United Airlines
Deal found 2/24![United Airlines logo]()
$521
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 February 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 February 27, 2026.
This United Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 4/285:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Mon 5/412:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 2/27![United Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/23. 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.
Sat 5/211:15 pm
PDX
- SJU
1 stop10h 37m
Delta
Fri 5/82:25 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 2/23![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 2/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/1410:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Mon 8/176:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 2/23![Southwest logo]()
$508
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Sat 4/255:25 am
PDX
- BQN
2 stops14h 44m
United Airlines
Mon 5/412:15 am
BQN
- PDX
2 stops14h 22m
United Airlines
Deal found 2/24![United Airlines logo]()
$450
This Delta deal was found by Cheapflights users on 2/23. 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.
Tue 5/55:30 am
PDX
- SJU
2 stops15h 29m
Delta
Thu 5/77:05 am
SJU
- PDX
2 stops13h 10m
Delta
Deal found 2/23![Delta logo]()
$503
This United Airlines deal was found by Cheapflights users on 2/26. 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 4/2811:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Wed 4/291:00 am
SJU
- PDX
2 stops17h 13m
United Airlines
Deal found 2/26![United Airlines logo]()
$501
This Delta deal was found by Cheapflights users on 2/23. 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.
Fri 5/16:05 pm
PDX
- SJU
2 stops15h 47m
Delta
Fri 5/87:05 am
SJU
- PDX
2 stops16h 06m
Delta
Deal found 2/23![Delta logo]()
$561
This Southwest deal was found by Cheapflights users on 2/26. 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.
Tue 5/195:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Tue 5/2611:25 am
SJU
- PDX
2 stops14h 45m
Southwest
Deal found 2/26![Southwest logo]()
$636
This United Airlines deal was found by Cheapflights users on 2/25. 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.
Tue 4/285:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Thu 5/712:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 2/25![United Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 2/24. 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 5/3110:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Mon 6/81:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 2/24![United Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 2/23. 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 5/23:59 pm
PDX
- SJU
3 stops20h 43m
United Airlines
Fri 5/81:00 am
SJU
- PDX
2 stops15h 15m
United Airlines
Deal found 2/23![United Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 2/23. 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 5/17:05 pm
PDX
- SJU
2 stops15h 40m
United Airlines
Sun 5/103:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 2/23![United Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 2/25. 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.
Sun 6/2811:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Sat 7/41:00 am
SJU
- PDX
1 stop11h 28m
United Airlines
Deal found 2/25![United Airlines logo]()
$631
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Sat 4/255:00 am
PDX
- BQN
3 stops15h 09m
United Airlines
Sun 5/312:15 am
BQN
- PDX
3 stops17h 58m
United Airlines
Deal found 2/24![United Airlines logo]()
$802
This United Airlines deal was found by Cheapflights users on 2/25. 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.
Sun 4/197:00 am
PDX
- CPX
2 stops30h 13m
United Airlines
Thu 4/2310:30 am
CPX
- PDX
2 stops16h 28m
United Airlines
Deal found 2/25![United Airlines logo]()
$1,006
This United Airlines deal was found by Cheapflights users on 2/25. 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 3/277:00 am
PDX
- BQN
2 stops12h 57m
United Airlines
Thu 4/212:15 am
BQN
- PDX
2 stops14h 26m
United Airlines
Deal found 2/25![United Airlines logo]()
$1,313
This United Airlines deal was found by Cheapflights users on 2/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/411:59 pm
PDX
- VQS
2 stops14h 40m
United Airlines
Mon 6/89:05 am
VQS
- PDX
2 stops15h 43m
United Airlines
Deal found 2/23![United Airlines logo]()
$2,680
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated February 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated February 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 2/25. 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.
Mon 3/25:35 am
PDX
- BQN
2 stops14h 22m
United Airlines
Tue 3/31:09 am
BQN
- PDX
2 stops18h 18m
United Airlines
Deal found 2/25![United Airlines logo]()
$776
This American Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 3/311:40 pm
PDX
- SJU
2 stops14h 29m
American Airlines
Tue 3/1711:46 am
SJU
- PDX
1 stop14h 58m
American Airlines
Deal found 2/24![American Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 2/24. 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 3/36:45 am
PDX
- SJU
1 stop10h 27m
Delta
Fri 3/66:15 am
SJU
- PDX
2 stops18h 40m
Delta
Deal found 2/24![Delta logo]()
$576
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 3/37:00 am
PDX
- BQN
2 stops12h 57m
United Airlines
Fri 3/61:09 am
BQN
- PDX
2 stops16h 35m
United Airlines
Deal found 2/24![United Airlines logo]()
$666
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Tue 3/31:18 pm
PDX
- BQN
3 stops30h 39m
United Airlines
Thu 3/51:09 am
BQN
- PDX
2 stops15h 24m
United Airlines
Deal found 2/24![United Airlines logo]()
$853
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Wed 3/117:00 am
PDX
- SJU
1 stop10h 26m
United Airlines
Tue 3/177:05 am
SJU
- PDX
2 stops15h 09m
United Airlines
Deal found 2/24![United Airlines logo]()
$536
This American Airlines deal was found by Cheapflights users on 2/27. Clicking the “Pick Dates” 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 3/1111:59 pm
PDX
- SJU
2 stops11h 51m
American Airlines
Sat 5/211:59 pm
SJU
- PDX
1 stop14h 02m
American Airlines
Deal found 2/27![American Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 2/24. 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.
Thu 3/1210:54 pm
PDX
- SJU
1 stop9h 55m
United Airlines
Tue 3/177:05 am
SJU
- PDX
2 stops15h 09m
United Airlines
Deal found 2/24![United Airlines logo]()
$588
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Mon 3/2310:53 pm
PDX
- SJU
1 stop18h 57m
American Airlines
Wed 4/16:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/23![American Airlines logo]()
$551
This American Airlines deal was found by Cheapflights users on 2/26. 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.
Thu 3/2610:53 pm
PDX
- SJU
1 stop18h 57m
American Airlines
Thu 4/211:46 am
SJU
- PDX
1 stop15h 36m
American Airlines
Deal found 2/26![American Airlines logo]()
$548
This American Airlines deal was found by Cheapflights users on 2/23. 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.
Sun 3/2910:53 pm
PDX
- SJU
1 stop9h 03m
American Airlines
Fri 4/31:23 pm
SJU
- PDX
1 stop13h 59m
American Airlines
Deal found 2/23![American Airlines logo]()
$560
This American Airlines deal was found by Cheapflights users on 2/23. 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 3/3110:35 pm
PDX
- SJU
1 stop18h 59m
American Airlines
Sun 4/56:00 am
SJU
- PDX
1 stop21h 22m
American Airlines
Deal found 2/23![American Airlines logo]()
$450
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 February 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 February 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sat 5/212:27 pm
PDX
- SJU
2 stops26h 32m
Frontier
Deal found 2/25![Frontier logo]()
$151
This Kiwi.com deal was found by Cheapflights users on 2/25. 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 4/2112:38 pm
PDX
- SJU
2 stops32h 51m
Frontier
Deal found 2/25![Frontier logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sun 5/311:15 am
PDX
- SJU
2 stops27h 44m
Frontier
Deal found 2/25![Frontier logo]()
$157
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Mon 4/2011:48 am
PDX
- SJU
2 stops24h 42m
Frontier
Deal found 2/25![Frontier logo]()
$161
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Mon 4/2011:48 am
PDX
- SJU
3 stops23h 43m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sat 5/212:27 pm
PDX
- SJU
3 stops29h 22m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$181
This Kiwi.com deal was found by Cheapflights users on 2/25. 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.
Sun 5/311:15 am
PDX
- SJU
3 stops24h 16m
Multiple Airlines
Deal found 2/25![Multiple Airlines logo]()
$184
This Delta deal was found by Cheapflights users on 2/25. 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.
Tue 4/217:00 am
PDX
- SJU
1 stop13h 59m
Delta
Deal found 2/25![Delta logo]()
$208
This United Airlines deal was found by Cheapflights users on 2/24. 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 5/35:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 2/24![United Airlines logo]()
$225
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 February 27, 2026.
Round-trip from | $406 (Southwest) |
|---|---|
One-way from | $151 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $580 |
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 February 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
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Tue 4/28
5:00 am-11:09 pm
2 stops15h 09m
Aguadilla Borinquen
Mon 5/4
12:15 am-3:13 pm
2 stops17h 58m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
11:15 pm-12:52 pm
1 stop10h 37m
San Juan Luis Munoz Marin Intl
Fri 5/8
2:25 pm-9:52 pm
1 stop10h 27m
$450
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Sat 4/25
5:25 am-11:09 pm
2 stops14h 44m
Aguadilla Borinquen
Mon 5/4
12:15 am-11:37 am
2 stops14h 22m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
11:15 pm-1:45 pm
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Wed 4/29
1:00 am-3:13 pm
2 stops17h 13m
$501
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 5/5
5:30 am-11:59 pm
2 stops15h 29m
San Juan Luis Munoz Marin Intl
Thu 5/7
7:05 am-5:15 pm
2 stops13h 10m
$503
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 8/14
10:45 pm-1:10 pm
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Mon 8/17
6:30 am-4:35 pm
2 stops13h 05m
$508
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Tue 4/28
5:00 am-11:09 pm
2 stops15h 09m
Aguadilla Borinquen
Thu 5/7
12:15 am-3:13 pm
2 stops17h 58m
$540
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 5/31
10:52 pm-12:04 pm
1 stop10h 12m
San Juan Luis Munoz Marin Intl
Mon 6/8
1:00 am-9:25 am
1 stop11h 25m
$540
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
3:59 pm-3:42 pm
3 stops20h 43m
San Juan Luis Munoz Marin Intl
Fri 5/8
1:00 am-1:15 pm
2 stops15h 15m
$560
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/1
7:05 pm-1:45 pm
2 stops15h 40m
San Juan Luis Munoz Marin Intl
Sun 5/10
3:56 pm-11:55 pm
1 stop10h 59m
$560
Showing 1-10 of 29 resultsSorted by cheapest first
Best time to book a flight from Portland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland with our price prediction graph.
PDX-BQN
PDX-SJU
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-BQN
PDX-SJU
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 $188). Flying from Portland to Puerto Rico in January is currently the most expensive (average of $411). 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 February 27, 2026.
Peruse reviews from past customers who have flown with Southwest, Delta, and United 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
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Overall
8.0
Boarding
8.1
Entertainment
7.5
Crew
8.6
Comfort
8.0
Food
7.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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 February 27, 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 6 airlines flying from Portland to Puerto Rico
Discover the top 6 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 February 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$371 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$241 | Average$382 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$262 | Average$498 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$632 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$401 | Average$571 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$408 | Average$595 | FlexibilityNo cancel fee | On-time63% |