$168+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Apr 19 — Apr 261
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 March 20, 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 March 20, 2026.
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 9/226:25 pm
PDX
- SJU
2 stops13h 35m
Southwest
Wed 9/231:45 pm
SJU
- PDX
2 stops12h 10m
Southwest
Deal found 3/15![Southwest logo]()
$441
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/286:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/125:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 3/18![Southwest logo]()
$444
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 9/1110:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Thu 9/1710:00 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 3/17![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/145:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Thu 4/232:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/17![Southwest logo]()
$456
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 5/111:55 pm
PDX
- SJU
2 stops14h 40m
Southwest
Sat 5/91:10 pm
SJU
- PDX
1 stop10h 15m
Southwest
Deal found 3/15![Southwest logo]()
$468
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/1710:56 pm
PDX
- SJU
1 stop12h 48m
United Airlines
Fri 4/243:56 pm
SJU
- PDX
1 stop11h 03m
United Airlines
Deal found 3/18![United Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 8/107:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Mon 8/176:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 3/17![Southwest logo]()
$478
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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
1 stop10h 25m
Southwest
Fri 5/156:50 am
SJU
- PDX
2 stops16h 20m
Southwest
Deal found 3/17![Southwest logo]()
$480
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/1510:23 pm
PDX
- SJU
1 stop19h 28m
American Airlines
Thu 4/3011:43 am
SJU
- PDX
1 stop15h 10m
American Airlines
Deal found 3/17![American Airlines logo]()
$481
This eDestinos deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:38 pm
PDX
- SJU
3 stops34h 23m
Multiple Airlines
Sun 5/33:21 am
SJU
- PDX
2 stops44h 14m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$484
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 7/307:40 pm
PDX
- SJU
2 stops12h 05m
Southwest
Sat 8/158:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 3/15![Southwest logo]()
$490
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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
Wed 5/612:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 3/16![United Airlines logo]()
$510
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 March 20, 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 March 20, 2026.
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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
Tue 6/25:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 3/19![Southwest logo]()
$478
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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
Wed 5/612:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 3/16![United Airlines logo]()
$510
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/26:55 am
PDX
- SJU
1 stop13h 40m
Delta
Thu 6/112:35 pm
SJU
- PDX
2 stops12h 18m
Delta
Deal found 3/19![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/1311:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Mon 4/203:56 pm
SJU
- PDX
1 stop11h 03m
United Airlines
Deal found 3/15![United Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 6/177:50 pm
PDX
- SJU
2 stops11h 55m
Southwest
Wed 6/249:50 am
SJU
- PDX
2 stops12h 10m
Southwest
Deal found 3/16![Southwest logo]()
$528
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/117:40 pm
PDX
- SJU
2 stops13h 20m
Southwest
Sat 4/189:40 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 3/15![Southwest logo]()
$553
This United Airlines deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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
- SJU
2 stops15h 50m
United Airlines
Wed 5/61:00 am
SJU
- PDX
2 stops17h 13m
United Airlines
Deal found 3/15![United Airlines logo]()
$583
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 6/117:40 pm
PDX
- SJU
2 stops12h 05m
Southwest
Thu 6/2511:35 am
SJU
- PDX
2 stops12h 25m
Southwest
Deal found 3/19![Southwest logo]()
$566
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/277:14 pm
PDX
- SJU
2 stops15h 31m
United Airlines
Fri 5/13:56 pm
SJU
- PDX
1 stop11h 03m
United Airlines
Deal found 3/16![United Airlines logo]()
$583
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 3/16![United Airlines logo]()
$599
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/295:00 am
PDX
- BQN
2 stops15h 09m
United Airlines
Thu 5/712:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 3/16![United Airlines logo]()
$670
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 8/227:00 am
PDX
- BQN
2 stops13h 09m
United Airlines
Mon 8/2412:15 am
BQN
- PDX
2 stops14h 20m
United Airlines
Deal found 3/20![United Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/308:04 am
PDX
- CPX
2 stops29h 09m
United Airlines
Mon 5/410:30 am
CPX
- PDX
2 stops15h 24m
United Airlines
Deal found 3/16![United Airlines logo]()
$1,179
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/110:15 pm
PDX
- CPX
2 stops14h 58m
United Airlines
Mon 5/410:30 am
CPX
- PDX
2 stops15h 29m
United Airlines
Deal found 3/16![United Airlines logo]()
$1,277
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/308:04 am
PDX
- CPX
2 stops29h 09m
United Airlines
Tue 5/510:30 am
CPX
- PDX
2 stops13h 39m
United Airlines
Deal found 3/16![United Airlines logo]()
$1,460
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/110:15 pm
PDX
- CPX
2 stops14h 58m
United Airlines
Tue 5/510:30 am
CPX
- PDX
2 stops13h 39m
United Airlines
Deal found 3/16![United Airlines logo]()
$1,558
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/210:15 pm
PDX
- CPX
2 stops14h 58m
United Airlines
Wed 5/610:30 am
CPX
- PDX
2 stops13h 39m
United Airlines
Deal found 3/16![United Airlines logo]()
$1,705
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/210:15 pm
PDX
- VQS
2 stops14h 38m
United Airlines
Wed 5/610:12 am
VQS
- PDX
2 stops15h 42m
United Airlines
Deal found 3/16![United Airlines logo]()
$4,668
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/210:15 pm
PDX
- VQS
2 stops14h 38m
United Airlines
Mon 5/410:42 am
VQS
- PDX
2 stops13h 27m
United Airlines
Deal found 3/16![United Airlines logo]()
$4,668
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/110:15 pm
PDX
- VQS
2 stops14h 38m
United Airlines
Wed 5/610:12 am
VQS
- PDX
3 stops35h 34m
United Airlines
Deal found 3/16![United Airlines logo]()
$4,883
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/110:15 pm
PDX
- VQS
2 stops14h 38m
United Airlines
Tue 5/511:44 am
VQS
- PDX
2 stops14h 15m
United Airlines
Deal found 3/16![United Airlines logo]()
$5,476
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated March 20, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated March 20, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/77:25 pm
PDX
- SJU
2 stops12h 10m
Southwest
Tue 4/148:10 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 3/15![Southwest logo]()
$505
This Southwest deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/145:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Thu 4/232:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/17![Southwest logo]()
$456
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/1510:23 pm
PDX
- SJU
1 stop19h 28m
American Airlines
Thu 4/3011:43 am
SJU
- PDX
1 stop15h 10m
American Airlines
Deal found 3/17![American Airlines logo]()
$481
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/156:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 4/228:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 3/16![Southwest logo]()
$504
This United Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/1710:56 pm
PDX
- SJU
1 stop12h 48m
United Airlines
Fri 4/243:56 pm
SJU
- PDX
1 stop11h 03m
United Airlines
Deal found 3/18![United Airlines logo]()
$476
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” 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 4/188:05 am
PDX
- SJU
1 stop10h 19m
United Airlines
Fri 4/241:00 am
SJU
- PDX
2 stops14h 25m
United Airlines
Deal found 3/20![United Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” 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 4/2012:59 am
PDX
- SJU
1 stop19h 03m
American Airlines
Mon 5/410:03 am
SJU
- PDX
1 stop16h 50m
American Airlines
Deal found 3/17![American Airlines logo]()
$502
This eDestinos deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2112:38 pm
PDX
- SJU
3 stops34h 23m
Multiple Airlines
Sun 5/33:21 am
SJU
- PDX
2 stops44h 14m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$484
This Delta deal was found by Cheapflights users on 3/15. Clicking the “Pick Dates” 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 4/2712:30 am
PDX
- SJU
2 stops16h 54m
Delta
Fri 5/86:15 am
SJU
- PDX
2 stops20h 29m
Delta
Deal found 3/15![Delta logo]()
$493
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/286:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/125:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 3/18![Southwest logo]()
$444
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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
Wed 5/612:15 am
BQN
- PDX
2 stops17h 58m
United Airlines
Deal found 3/16![United Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 3/16![United Airlines logo]()
$599
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 March 20, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated March 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/2812:38 pm
PDX
- SJU
2 stops32h 51m
Frontier
Deal found 3/16![Frontier logo]()
$168
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 stops34h 39m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$200
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/2711:48 am
PDX
- SJU
2 stops35h 13m
Frontier
Deal found 3/18![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/2812:38 pm
PDX
- SJU
3 stops31h 32m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$211
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 4/285:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Deal found 3/18![Southwest logo]()
$222
This KAYAK deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/1111:18 pm
PDX
- SJU
1 stop13h 58m
JetBlue
Deal found 3/17![JetBlue logo]()
$224
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” 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 4/217:32 pm
PDX
- SJU
2 stops14h 20m
Delta
Deal found 3/19![Delta logo]()
$238
This Southwest deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 5/1511:55 pm
PDX
- SJU
2 stops14h 40m
Southwest
Deal found 3/16![Southwest logo]()
$246
This United Airlines deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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
Deal found 3/16![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 4/712:30 am
PDX
- SJU
1 stop10h 45m
Delta
Deal found 3/16![Delta logo]()
$255
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” 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 stops23h 24m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$298
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” 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 3/247:45 pm
PDX
- SJU
2 stops13h 01m
Delta
Deal found 3/18![Delta logo]()
$318
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 March 20, 2026.
Round-trip from | $444 (Southwest) |
|---|---|
One-way from | $168 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $683 |
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 March 20, 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 5/26
7:25 pm-10:35 am
2 stops12h 10m
San Juan Luis Munoz Marin Intl
Tue 6/2
5:05 am-9:00 pm
2 stops18h 55m
$478
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Tue 4/28
5:00 am-11:09 pm
2 stops15h 09m
Aguadilla Borinquen
Wed 5/6
12:15 am-3:13 pm
2 stops17h 58m
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/2
6:55 am-11:35 pm
1 stop13h 40m
San Juan Luis Munoz Marin Intl
Thu 6/11
2:35 pm-11:53 pm
2 stops12h 18m
$510
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 4/13
11:15 pm-1:45 pm
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Mon 4/20
3:56 pm-11:59 pm
1 stop11h 03m
$521
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 6/17
7:50 pm-10:45 am
2 stops11h 55m
San Juan Luis Munoz Marin Intl
Wed 6/24
9:50 am-7:00 pm
2 stops12h 10m
$528
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 4/11
7:40 pm-12:00 pm
2 stops13h 20m
San Juan Luis Munoz Marin Intl
Sat 4/18
9:40 am-8:25 pm
2 stops13h 45m
$553
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 6/11
7:40 pm-10:45 am
2 stops12h 05m
San Juan Luis Munoz Marin Intl
Thu 6/25
11:35 am-9:00 pm
2 stops12h 25m
$566
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
5:00 am-11:50 pm
2 stops15h 50m
San Juan Luis Munoz Marin Intl
Wed 5/6
1:00 am-3:13 pm
2 stops17h 13m
$583
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 4/27
7:14 pm-1:45 pm
2 stops15h 31m
San Juan Luis Munoz Marin Intl
Fri 5/1
3:56 pm-11:59 pm
1 stop11h 03m
$583
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
$599
Showing 1-10 of 31 resultsSorted by cheapest first
Best time to book a flight from Portland to Puerto Rico
Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Portland with our price prediction graph.
PDX-SJU
PDX-BQN
PDX-CPX
PDX-VQS
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to Puerto Rico
PDX-PR0
PDX-SJU
PDX-BQN
PDX-CPX
PDX-VQS
What is the cheapest month to book a flight from Portland to Puerto Rico?
Currently, August is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $185). 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 March 20, 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.
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Food
7.0
Comfort
8.0
Boarding
8.1
Crew
8.6
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 March 20, 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 March 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$241 | Average$415 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$399 | Average$569 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$399 | Average$632 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$566 | FlexibilityNo cancel fee | On-time63% |