$167+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
May 29 — Jun 51
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Puerto Rico with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 April 29, 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 April 29, 2026.
This Southwest deal was found by Cheapflights users on 4/23. 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
Sun 8/235:30 am
SJU
- PDX
1 stop10h 15m
Southwest
Deal found 4/23![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 4/24. 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.
Fri 9/1810:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Mon 9/215:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/24![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/107:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 4/24. 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.
Sat 8/1510:45 pm
PDX
- SJU
2 stops15h 20m
Southwest
Sun 8/301:50 pm
SJU
- PDX
2 stops12h 50m
Southwest
Deal found 4/24![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/1011:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/24![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 4/24. 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 10/227:40 pm
PDX
- SJU
2 stops10h 40m
Southwest
Mon 11/211:20 am
SJU
- PDX
2 stops13h 40m
Southwest
Deal found 4/24![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 4/25. 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.
Fri 5/295:05 pm
PDX
- SJU
2 stops15h 56m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/25![Delta logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/25. 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 7/2810:57 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Mon 8/37:00 am
SJU
- PDX
1 stop19h 29m
American Airlines
Deal found 4/25![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 4/27. 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 8/1211:20 pm
PDX
- SJU
1 stop20h 47m
American Airlines
Fri 8/211:38 pm
SJU
- PDX
2 stops13h 18m
American Airlines
Deal found 4/27![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 4/27. 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.
Mon 6/15:10 am
PDX
- SJU
2 stops13h 49m
American Airlines
Sun 6/76:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 4/27![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/310:52 pm
PDX
- BQN
1 stop21h 17m
United Airlines
Tue 6/912:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 4/28![United Airlines logo]()
$738
This United Airlines deal was found by Cheapflights users on 4/27. 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 6/210:40 pm
PDX
- BQN
2 stops21h 29m
United Airlines
Thu 6/412:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 4/27![United Airlines logo]()
$792
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 April 29, 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 April 29, 2026.
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/107:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$496
This Delta deal was found by Cheapflights users on 4/25. 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.
Fri 5/295:05 pm
PDX
- SJU
2 stops15h 56m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/25![Delta logo]()
$530
This Southwest deal was found by Cheapflights users on 4/23. 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 5/811:55 pm
PDX
- SJU
2 stops14h 40m
Southwest
Sat 5/169:40 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 4/23![Southwest logo]()
$605
This United Airlines deal was found by Cheapflights users on 4/25. 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 5/2511:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sun 5/311:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/25![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 7/227:00 am
PDX
- SJU
1 stop13h 53m
Delta
Tue 7/2812:56 pm
SJU
- PDX
2 stops13h 48m
Delta
Deal found 4/23![Delta logo]()
$636
This Southwest deal was found by Cheapflights users on 4/23. 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.
Tue 6/96:00 am
PDX
- SJU
2 stops13h 00m
Southwest
Tue 6/165:30 am
SJU
- PDX
2 stops11h 25m
Southwest
Deal found 4/23![Southwest logo]()
$640
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/2810:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Sat 5/301:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/23![United Airlines logo]()
$593
This Southwest deal was found by Cheapflights users on 4/25. 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 5/66:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/1211:25 am
SJU
- PDX
2 stops14h 35m
Southwest
Deal found 4/25![Southwest logo]()
$656
This United Airlines deal was found by Cheapflights users on 4/26. 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 6/3010:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/26![United Airlines logo]()
$683
This Southwest deal was found by Cheapflights users on 4/25. 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 5/256:10 am
PDX
- SJU
2 stops14h 15m
Southwest
Mon 6/12:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 4/25![Southwest logo]()
$733
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 6/310:52 pm
PDX
- BQN
1 stop21h 17m
United Airlines
Tue 6/912:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 4/28![United Airlines logo]()
$738
This United Airlines deal was found by Cheapflights users on 4/26. 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 6/210:40 pm
PDX
- BQN
2 stops21h 29m
United Airlines
Thu 6/412:15 am
BQN
- PDX
1 stop12h 10m
United Airlines
Deal found 4/26![United Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 4/23. 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 6/610:52 pm
PDX
- CPX
2 stops15h 29m
United Airlines
Wed 6/1010:48 am
CPX
- PDX
2 stops16h 05m
United Airlines
Deal found 4/23![United Airlines logo]()
$1,041
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 8/2911:15 pm
PDX
- VQS
2 stops16h 15m
United Airlines
Tue 9/17:30 am
VQS
- PDX
2 stops29h 24m
United Airlines
Deal found 4/25![United Airlines logo]()
$1,076
This United Airlines deal was found by Cheapflights users on 4/25. 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 5/1911:55 pm
PDX
- CPX
2 stops37h 18m
United Airlines
Sat 5/2310:30 am
CPX
- PDX
2 stops14h 16m
United Airlines
Deal found 4/25![United Airlines logo]()
$1,522
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated April 29, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sun 5/35:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Fri 5/81:40 pm
SJU
- PDX
2 stops13h 53m
United Airlines
Deal found 4/23![United Airlines logo]()
$576
This Southwest deal was found by Cheapflights users on 4/23. 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 5/811:55 pm
PDX
- SJU
2 stops14h 40m
Southwest
Sat 5/169:40 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 4/23![Southwest logo]()
$605
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/95:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Wed 5/137:40 am
SJU
- PDX
2 stops19h 53m
United Airlines
Deal found 4/24![United Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/107:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 4/24. 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 5/1011:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/24![United Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 4/23. 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 5/2211:53 pm
PDX
- SJU
1 stop11h 51m
United Airlines
Fri 5/291:00 am
SJU
- PDX
1 stop11h 28m
United Airlines
Deal found 4/23![United Airlines logo]()
$593
This Priceline deal was found by Cheapflights users on 4/27. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/222:30 pm
PDX
- SJU
1 stop28h 46m
JetBlue
Fri 5/293:25 pm
SJU
- PDX
1 stop24h 45m
JetBlue
Deal found 4/27![JetBlue logo]()
$619
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/2310:59 pm
PDX
- SJU
2 stops13h 49m
American Airlines
Thu 5/286:00 am
SJU
- PDX
2 stops13h 42m
American Airlines
Deal found 4/26![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/2311:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Sat 5/307:40 am
SJU
- PDX
1 stop11h 14m
United Airlines
Deal found 4/25![United Airlines logo]()
$581
This Delta deal was found by Cheapflights users on 4/25. 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 5/236:00 am
PDX
- SJU
2 stops11h 30m
Delta
Sat 5/302:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 4/25![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 4/26. 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.
Sun 5/2411:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sat 5/301:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/26![United Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 4/25. 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.
Fri 5/295:05 pm
PDX
- SJU
2 stops15h 56m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/25![Delta logo]()
$530
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 April 29, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 5/1812:35 pm
PDX
- SJU
2 stops25h 51m
Frontier
Deal found 4/25![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/265:46 pm
PDX
- SJU
2 stops14h 19m
Frontier
Deal found 4/28![Frontier logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/242:44 pm
PDX
- SJU
3 stops54h 15m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$191
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Fri 5/1512:35 pm
PDX
- SJU
2 stops47h 37m
Frontier
Deal found 4/24![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2312:35 pm
PDX
- SJU
2 stops49h 39m
Frontier
Deal found 4/28![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Thu 5/212:44 pm
PDX
- SJU
3 stops58h 17m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$232
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Fri 5/158:46 pm
PDX
- SJU
3 stops37h 46m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:46 pm
PDX
- SJU
3 stops39h 15m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2212:35 pm
PDX
- SJU
2 stops38h 49m
Frontier
Deal found 4/28![Frontier logo]()
$241
This Kiwi.com deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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 5/2412:35 pm
PDX
- SJU
2 stops36h 26m
Frontier
Deal found 4/28![Frontier logo]()
$245
This Delta deal was found by Cheapflights users on 4/23. 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 5/167:00 am
PDX
- SJU
1 stop13h 35m
Delta
Deal found 4/23![Delta logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:16 pm
PDX
- SJU
2 stops28h 12m
Frontier
Deal found 4/26![Frontier logo]()
$254
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 April 29, 2026.
Round-trip from | $466 (Southwest) |
|---|---|
One-way from | $167 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $555 |
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 April 29, 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
Sun 5/10
7:05 pm-12:04 pm
2 stops13h 59m
San Juan Luis Munoz Marin Intl
Thu 5/14
3:56 pm-11:55 pm
1 stop10h 59m
$496
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/29
5:05 pm-12:01 pm
2 stops15h 56m
San Juan Luis Munoz Marin Intl
Thu 6/4
1:16 pm-11:44 pm
2 stops13h 28m
$530
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 5/25
11:30 pm-12:34 pm
1 stop10h 04m
San Juan Luis Munoz Marin Intl
Sun 5/31
1:00 am-9:25 am
1 stop11h 25m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 5/28
10:52 pm-12:04 pm
1 stop10h 12m
San Juan Luis Munoz Marin Intl
Sat 5/30
1:00 am-9:25 am
1 stop11h 25m
$593
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/8
11:55 pm-5:35 pm
2 stops14h 40m
San Juan Luis Munoz Marin Intl
Sat 5/16
9:40 am-8:25 pm
2 stops13h 45m
$605
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 7/22
7:00 am-11:53 pm
1 stop13h 53m
San Juan Luis Munoz Marin Intl
Tue 7/28
12:56 pm-11:44 pm
2 stops13h 48m
$636
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/9
6:00 am-10:00 pm
2 stops13h 00m
San Juan Luis Munoz Marin Intl
Tue 6/16
5:30 am-1:55 pm
2 stops11h 25m
$640
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 5/6
6:30 am-10:40 pm
2 stops13h 10m
San Juan Luis Munoz Marin Intl
Tue 5/12
11:25 am-11:00 pm
2 stops14h 35m
$656
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/30
10:52 pm-12:04 pm
1 stop10h 12m
San Juan Luis Munoz Marin Intl
Mon 7/13
1:00 am-9:25 am
1 stop11h 25m
$683
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 5/25
6:10 am-11:25 pm
2 stops14h 15m
San Juan Luis Munoz Marin Intl
Mon 6/1
2:00 pm-12:10 am
2 stops13h 10m
$733
Showing 1-10 of 25 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
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 April 29, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Portland to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
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 April 29, 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 5 airlines flying from Portland to Puerto Rico
Discover the top 5 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$371 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$590 | FlexibilityNo cancel fee | On-time69% |