$184+ Cheap flights from Portland (PDX) to Puerto Rico
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Dec 4 — Dec 111
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 November 4, 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 November 4, 2026.
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:00 am -
1 stop14h 58m
Sun 12/133:28 am -
1 stop21h 14m
Deal found 11/3![Multiple Airlines logo]()
$405
This WAYA deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:00 am -
1 stop14h 58m
Tue 12/153:28 am -
1 stop21h 14m
Deal found 11/1![Multiple Airlines logo]()
$411
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:15 am -
1 stop13h 52m
Tue 12/155:01 am -
1 stop19h 30m
Deal found 11/3![Multiple Airlines logo]()
$456
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/77:51 pm -
2 stops25h 16m
Thu 12/175:20 pm -
1 stop33h 33m
Deal found 10/30![Multiple Airlines logo]()
$528
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:51 pm -
2 stops20h 38m
Thu 12/105:01 am -
2 stops17h 55m
Deal found 11/3![Frontier logo]()
$538
This WAYA deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
1 stop14h 58m
Thu 12/172:29 am -
1 stop22h 05m
Deal found 10/31![Multiple Airlines logo]()
$541
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/61:58 pm -
2 stops19h 31m
Thu 12/175:20 pm -
1 stop33h 33m
Deal found 10/30![Multiple Airlines logo]()
$550
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:15 am -
1 stop13h 52m
Wed 12/93:28 am -
1 stop21h 14m
Deal found 11/3![Multiple Airlines logo]()
$551
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/710:10 am -
2 stops10h 40m
Mon 12/145:40 am -
2 stops13h 20m
Deal found 11/3![Southwest logo]()
$556
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:50 pm -
3 stops26h 53m
Wed 12/302:44 pm -
3 stops25h 25m
Deal found 11/1![Multiple Airlines logo]()
$1,038
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/267:16 pm -
2 stops24h 41m
Wed 12/301:09 am -
1 stop25h 13m
Deal found 10/30![United Airlines logo]()
$1,167
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/2611:34 pm -
1 stop20h 23m
Thu 12/311:09 am -
2 stops21h 44m
Deal found 10/30![United Airlines logo]()
$1,271
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 November 4, 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 November 4, 2026.
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/710:10 am -
2 stops10h 40m
Mon 12/145:40 am -
2 stops13h 20m
Deal found 11/3![Southwest logo]()
$556
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 2/167:03 am -
2 stops12h 54m
Mon 2/221:09 am -
3 stops16h 19m
Deal found 11/1![United Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/511:17 pm -
1 stop10h 37m
Fri 12/183:04 pm -
1 stop11h 03m
Deal found 10/30![Delta logo]()
$566
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/126:30 am -
2 stops11h 15m
Tue 1/196:05 am -
2 stops14h 30m
Deal found 10/31![Southwest logo]()
$561
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 4/2711:10 pm -
1 stop10h 24m
Thu 5/63:56 pm -
1 stop11h 01m
Deal found 11/1![United Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 4/276:15 am -
2 stops14h 04m
Thu 5/66:15 am -
1 stop10h 11m
Deal found 11/1![Delta logo]()
$566
This United Airlines deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 2/266:56 pm -
2 stops12h 54m
Tue 3/22:52 pm -
1 stop11h 24m
Deal found 11/3![United Airlines logo]()
$566
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/47:10 am -
1 stop12h 48m
Fri 12/183:04 pm -
1 stop11h 03m
Deal found 10/30![Delta logo]()
$566
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/305:10 pm -
2 stops14h 30m
Mon 12/712:30 pm -
2 stops14h 55m
Deal found 11/2![Southwest logo]()
$636
This Delta deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/314:15 pm -
2 stops17h 35m
Thu 1/147:17 am -
2 stops20h 23m
Deal found 11/3![Delta logo]()
$586
This Southwest deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 1/48:10 pm -
2 stops11h 30m
Mon 1/117:25 am -
2 stops13h 10m
Deal found 10/30![Southwest logo]()
$636
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 4/85:15 am -
2 stops14h 54m
Sun 4/1112:15 am -
3 stops21h 16m
Deal found 10/30![United Airlines logo]()
$666
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/47:10 am -
1 stop12h 48m
Tue 12/153:04 pm -
1 stop11h 03m
Deal found 10/30![Delta logo]()
$656
This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” 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 1/305:00 am -
2 stops14h 57m
Tue 2/21:09 am -
2 stops17h 27m
Deal found 11/2![United Airlines logo]()
$666
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 2/25:00 am -
1 stop9h 25m
Fri 2/52:05 am -
2 stops16h 31m
Deal found 10/30![United Airlines logo]()
$666
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated November 4, 2026 and is based on user searches.
This WAYA deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am -
1 stop14h 58m
Thu 12/172:29 am -
1 stop22h 05m
Deal found 10/31![Multiple Airlines logo]()
$541
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/612:51 pm -
2 stops20h 38m
Thu 12/105:01 am -
2 stops17h 55m
Deal found 11/3![Frontier logo]()
$538
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/61:58 pm -
2 stops19h 31m
Thu 12/175:20 pm -
1 stop33h 33m
Deal found 10/30![Multiple Airlines logo]()
$550
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/67:15 am -
1 stop13h 52m
Wed 12/93:28 am -
1 stop21h 14m
Deal found 11/3![Multiple Airlines logo]()
$551
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:00 am -
1 stop14h 58m
Sun 12/133:28 am -
1 stop21h 14m
Deal found 11/3![Multiple Airlines logo]()
$405
This WAYA deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/77:00 am -
1 stop14h 58m
Tue 12/153:28 am -
1 stop21h 14m
Deal found 11/1![Multiple Airlines logo]()
$411
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/77:51 pm -
2 stops25h 16m
Thu 12/175:20 pm -
1 stop33h 33m
Deal found 10/30![Multiple Airlines logo]()
$528
This Southwest deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/710:10 am -
2 stops10h 40m
Mon 12/145:40 am -
2 stops13h 20m
Deal found 11/3![Southwest logo]()
$556
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/87:15 am -
1 stop13h 52m
Tue 12/155:01 am -
1 stop19h 30m
Deal found 11/3![Multiple Airlines logo]()
$456
This Mytrip deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/206:50 pm -
3 stops26h 53m
Wed 12/302:44 pm -
3 stops25h 25m
Deal found 11/1![Multiple Airlines logo]()
$1,038
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/267:16 pm -
2 stops24h 41m
Wed 12/301:09 am -
1 stop25h 13m
Deal found 10/30![United Airlines logo]()
$1,167
This United Airlines deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 12/2611:34 pm -
1 stop20h 23m
Thu 12/311:09 am -
2 stops21h 44m
Deal found 10/30![United Airlines logo]()
$1,271
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 November 4, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 12/31:58 pm -
2 stops56h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$184
This Mytrip deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/137:51 pm -
2 stops13h 38m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/2210:59 pm -
2 stops35h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$230
This Kiwi.com deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” 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 11/2611:23 am -
2 stops34h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Frontier logo]()
$231
This Kiwi.com deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 1/54:27 pm -
2 stops54h 27m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Frontier logo]()
$240
This WAYA deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/127:00 am -
1 stop20h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 11/3. Clicking the “Pick Dates” 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 1/124:29 pm -
2 stops52h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/3![Frontier logo]()
$252
This WAYA deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/97:00 am -
1 stop15h 49m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Multiple Airlines logo]()
$271
This WAYA deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:00 am -
1 stop14h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$272
This Southwest deal was found by Cheapflights users on 10/31. Clicking the “Pick Dates” 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 12/1410:10 am -
2 stops10h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Southwest logo]()
$278
This Delta deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 3/3112:30 am -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 10/30. Clicking the “Pick Dates” 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 11/1012:02 pm -
2 stops22h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Frontier logo]()
$287
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 November 4, 2026.
Round-trip from | $405 (WAYA) |
|---|---|
One-way from | $184 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $638 |
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 7,457,451 searches. Data last updated November 4, 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 Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 12/3
1:58 pm-1:58 am
2 stops56h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$184
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 1/13
7:00 am-7:03 am
1 stop20h 03m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$240
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 2/9
4:29 pm-9:48 pm
2 stops25h 19m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$252
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 12/14
10:10 am-12:50 am
2 stops10h 40m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$278
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 3/31
12:30 am-8:20 pm
2 stops16h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$283
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 11/10
12:02 pm-2:38 pm
2 stops22h 36m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$287
Quickest round-trip
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 1/12
5:00 am-6:25 pm
1 stop9h 25m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 1/29
6:20 am-11:58 pm
2 stops13h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 1/13
6:20 am-12:58 am
2 stops14h 38m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 4/8
7:40 pm-1:15 pm
2 stops14h 35m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$293
Showing 1-10 of 26 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
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
What is the cheapest month to book a flight from Portland to Puerto Rico?
Currently, September is the cheapest month in which you can book a flight from Portland to Puerto Rico (average of $466). Flying from Portland to Puerto Rico in December is currently the most expensive (average of $779). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Portland to Puerto Rico?
The price you pay for your flight from Portland to Puerto Rico may vary depending on when you book. For the best chance of a lower fare, look to book 80 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing Puerto Rico
Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated November 4, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Portland to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Comfort
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Overall
8.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Top destinations
Alternative routes for Portland to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Puerto Rico by cabin class
Find flights from Portland to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Puerto Rico flights
Browse other Portland and Puerto Rico flight options. Last updated on November 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Portland to Puerto Rico flights
Consider these flights traveling from Portland to Puerto Rico.
Top 4 airlines flying from Portland to Puerto Rico
Discover the top 4 airlines that operate flights from Portland to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$493 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$536 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$414 | Average$637 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$419 | Average$623 | FlexibilityNo cancel fee | On-time69% |