$172+ 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 10/27. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Nov 4 — Nov 111
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 October 5, 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 October 5, 2026.
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/107:00 am -
1 stop10h 24m
Wed 11/117:40 am -
2 stops14h 40m
Deal found 10/3![United Airlines logo]()
$521
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 10/285:00 am -
3 stops14h 57m
Tue 11/31:09 am -
3 stops16h 13m
Deal found 9/30![United Airlines logo]()
$526
This Delta deal was found by Cheapflights users on 9/30. 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 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 9/30![Delta logo]()
$526
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Thu 10/295:45 pm -
2 stops27h 07m
Thu 11/56:00 am -
3 stops33h 36m
Deal found 10/1![Multiple Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/211:10 pm -
1 stop9h 13m
Tue 12/1512:59 pm -
2 stops13h 02m
Deal found 9/30![American Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” 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 11/68:10 pm -
2 stops11h 10m
Thu 11/1912:30 pm -
2 stops14h 55m
Deal found 9/29![Southwest logo]()
$542
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/711:39 pm -
2 stops14h 24m
Sun 12/137:20 am -
1 stop20h 53m
Deal found 9/30![American Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 9/30. 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.
Tue 11/105:30 am -
2 stops14h 24m
Thu 11/192:10 pm -
1 stop11h 50m
Deal found 9/30![Delta logo]()
$551
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 12/304:28 pm -
1 stop8h 53m
Sat 1/3010:15 am -
2 stops16h 28m
Deal found 9/30![United Airlines logo]()
$558
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/310:10 am -
2 stops10h 40m
Sat 12/125:40 am -
2 stops12h 40m
Deal found 10/4![Southwest logo]()
$567
This Southwest deal was found by Cheapflights users on 9/30. 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.
Thu 11/128:10 pm -
2 stops11h 40m
Sat 11/213:15 pm -
2 stops13h 45m
Deal found 9/30![Southwest logo]()
$571
This Southwest deal was found by Cheapflights users on 9/30. 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.
Thu 12/310:10 am -
2 stops10h 40m
Wed 12/912:30 pm -
2 stops14h 50m
Deal found 9/30![Southwest logo]()
$579
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 October 5, 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 October 5, 2026.
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Wed 11/115:00 am -
2 stops14h 57m
Tue 11/171:09 am -
3 stops16h 13m
Deal found 10/3![United Airlines logo]()
$526
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/75:55 am -
2 stops11h 25m
Fri 11/1312:40 pm -
2 stops14h 05m
Deal found 10/1![Southwest logo]()
$526
This Delta deal was found by Cheapflights users on 9/30. 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 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 9/30![Delta logo]()
$526
This Alaska Airlines deal was found by Cheapflights users on 10/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:59 pm -
2 stops24h 10m
Tue 12/156:28 am -
3 stops21h 02m
Deal found 10/1![Alaska Airlines logo]()
$879
This Sun Country Air deal was found by Cheapflights users on 9/30. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/197:08 pm -
1 stop14h 59m
Tue 12/295:20 pm -
1 stop27h 40m
Deal found 9/30![Sun Country Air logo]()
$959
This United Airlines deal was found by Cheapflights users on 9/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/275:00 am -
2 stops14h 57m
Fri 10/3012:09 am -
3 stops21h 15m
Deal found 9/29![United Airlines logo]()
$626
This United Airlines deal was found by Cheapflights users on 10/1. 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 10/277:00 am -
1 stop10h 24m
Sat 10/316:40 am -
2 stops14h 44m
Deal found 10/1![United Airlines logo]()
$626
This Delta deal was found by Cheapflights users on 10/1. 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.
Thu 10/810:15 pm -
1 stop10h 50m
Mon 10/1212:50 pm -
1 stop11h 59m
Deal found 10/1![Delta logo]()
$776
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/215:00 am -
2 stops15h 09m
Thu 10/2912:09 am -
2 stops18h 11m
Deal found 10/4![United Airlines logo]()
$704
This United Airlines deal was found by Cheapflights users on 10/1. 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.
Fri 10/2312:45 pm -
3 stops22h 00m
Wed 10/281:05 am -
2 stops16h 29m
Deal found 10/1![United Airlines logo]()
$707
This Southwest deal was found by Cheapflights users on 10/2. 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.
Wed 12/1610:10 am -
2 stops10h 35m
Wed 1/62:05 pm -
2 stops11h 50m
Deal found 10/2![Southwest logo]()
$959
This Alaska Airlines deal was found by Cheapflights users on 10/3. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:52 pm -
2 stops14h 42m
Tue 11/176:19 am -
3 stops18h 28m
Deal found 10/3![Alaska Airlines logo]()
$998
This United Airlines deal was found by Cheapflights users on 10/1. 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.
Fri 10/166:50 am -
1 stop10h 48m
Mon 10/191:00 am -
2 stops16h 27m
Deal found 10/1![United Airlines logo]()
$856
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated October 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated October 5, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 10/1. 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.
Mon 10/197:10 pm -
2 stops13h 55m
Tue 10/276:45 am -
2 stops16h 17m
Deal found 10/1![Delta logo]()
$604
This Delta deal was found by Cheapflights users on 9/30. 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 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 9/30![Delta logo]()
$526
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Wed 10/285:00 am -
3 stops14h 57m
Tue 11/31:09 am -
3 stops16h 13m
Deal found 9/30![United Airlines logo]()
$526
This Mytrip deal was found by Cheapflights users on 10/1. 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.
Thu 10/295:45 pm -
2 stops27h 07m
Thu 11/56:00 am -
3 stops33h 36m
Deal found 10/1![Multiple Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/46:00 am -
1 stop14h 16m
Fri 11/136:19 am -
1 stop17h 23m
Deal found 9/30![American Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Tue 11/107:00 am -
1 stop10h 24m
Wed 11/117:40 am -
2 stops14h 40m
Deal found 10/3![United Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 9/30. 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.
Tue 11/105:30 am -
2 stops14h 24m
Mon 11/162:10 pm -
1 stop11h 50m
Deal found 9/30![Delta logo]()
$551
This Southwest deal was found by Cheapflights users on 9/30. 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.
Thu 11/128:10 pm -
2 stops11h 40m
Sat 11/213:15 pm -
2 stops13h 45m
Deal found 9/30![Southwest logo]()
$571
This American Airlines deal was found by Cheapflights users on 10/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1211:09 pm -
2 stops12h 43m
Tue 11/1711:35 am -
2 stops14h 35m
Deal found 10/1![American Airlines logo]()
$586
This Mytrip deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1512:07 pm -
2 stops18h 08m
Mon 11/167:26 pm -
2 stops19h 41m
Deal found 10/4![Frontier logo]()
$577
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:15 pm -
2 stops14h 17m
Mon 11/163:46 pm -
1 stop11h 29m
Deal found 10/4![United Airlines logo]()
$613
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Mon 11/168:30 am -
1 stop9h 52m
Tue 11/178:25 am -
1 stop10h 58m
Deal found 9/30![United Airlines logo]()
$621
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 October 5, 2026.
Search for one-way flight options from Portland to Puerto Rico. Find affordable one-way fares based on user searches. Data last updated October 5, 2026.
This Trip.com deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:02 pm -
2 stops34h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Frontier logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Tue 11/1712:02 pm -
2 stops18h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$177
This Trip.com deal was found by Cheapflights users on 10/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2011:49 am -
2 stops26h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Frontier logo]()
$208
This Southwest deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/268:20 pm -
2 stops12h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![Southwest logo]()
$224
This Trip.com deal was found by Cheapflights users on 10/3. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:02 pm -
2 stops34h 48m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![Frontier logo]()
$246
This Kiwi.com deal was found by Cheapflights users on 9/30. 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 11/912:31 pm -
2 stops41h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Frontier logo]()
$260
This United Airlines deal was found by Cheapflights users on 10/1. 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.
Sat 11/147:00 am -
2 stops12h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![United Airlines logo]()
$263
This United Airlines deal was found by Cheapflights users on 9/30. 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.
Fri 10/3011:10 pm -
1 stop11h 01m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![United Airlines logo]()
$263
This Southwest deal was found by Cheapflights users on 10/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/298:00 pm -
2 stops12h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/1![Southwest logo]()
$279
This Mytrip deal was found by Cheapflights users on 9/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:45 pm -
3 stops29h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/30![Multiple Airlines logo]()
$285
This United Airlines deal was found by Cheapflights users on 10/3. 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.
Sat 10/175:00 am -
2 stops15h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/3![United Airlines logo]()
$378
This United Airlines deal was found by Cheapflights users on 10/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/119:00 am -
3 stops34h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/4![United Airlines logo]()
$433
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 October 5, 2026.
Round-trip from | $487 (Southwest) |
|---|---|
One-way from | $172 (Trip.com) |
Popular in | March |
Cheapest in | September |
Average price | $505 |
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 October 5, 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 10/29
12:02 pm-1:50 am
2 stops34h 48m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$246
PortlandAguadilla
PDX Portland - BQN Aguadilla Borinquen
PDXBQN
Portland
Wed 11/11
5:00 am-11:57 pm
2 stops14h 57m
Aguadilla Borinquen
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 10/26
10:15 pm-12:05 pm
1 stop10h 50m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 10/29
7:35 pm-9:20 am
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandAguadilla
PDX Portland - BQN Aguadilla Borinquen
PDXBQN
Portland
Sat 11/14
7:00 am-11:57 pm
2 stops12h 57m
Aguadilla Borinquen
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 11/16
11:10 pm-12:42 pm
1 stop9h 32m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$263
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 12/31
4:28 pm-1:15 pm
2 stops16h 47m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$313
Quickest round-trip
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 1/1
4:28 pm-5:21 am
1 stop8h 53m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$313
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 1/2
7:10 am-11:56 pm
1 stop12h 46m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$327
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 10/19
7:50 pm-11:50 am
2 stops13h 00m
San Juan Luis Munoz Marin Intl
Wed 12/31
12:00 am-8:00 pm
Nonstop0h 00m
$341
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 March is currently the most expensive (average of $741). 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 78 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 October 5, 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.
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Overall
7.9
Boarding
8.1
Entertainment
7.5
Food
7.0
Comfort
8.0
Crew
8.6
Reviews
1 / 20
10.0
ExcellentEdward,Sep 2026
MCO - BWI
Related info for your journey
Find useful and relevant information for your journey from Portland to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Portland to Puerto Rico
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Puerto Rico by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to Puerto Rico by cabin class
Find flights from Portland to Puerto Rico, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and Puerto Rico flights
Browse other Portland and Puerto Rico flight options. Last updated on October 5, 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 October 5, 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$635 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$419 | Average$635 | FlexibilityNo cancel fee | On-time69% |