$192+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Sep 4 — Sep 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
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
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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 August 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 August 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am -
1 stop10h 28m
Sun 8/301:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 8/4. 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 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 8/4![Delta logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:02 am -
2 stops13h 48m
Sun 9/61:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:34 pm -
1 stop20h 41m
Wed 9/97:00 am -
1 stop19h 28m
Deal found 7/31![American Airlines logo]()
$491
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/106:05 am -
2 stops11h 00m
Sun 9/209:25 pm -
2 stops17h 15m
Deal found 8/5![Southwest logo]()
$501
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 8/317:10 am -
1 stop10h 28m
Sun 9/61:00 am -
1 stop11h 50m
Deal found 8/1![United Airlines logo]()
$510
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:27 pm -
1 stop11h 44m
Thu 9/35:04 am -
1 stop10h 57m
Deal found 7/31![JetBlue logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 9/17:02 am -
2 stops13h 07m
Mon 9/712:15 am -
1 stop12h 35m
Deal found 8/2![United Airlines logo]()
$518
This American Airlines deal was found by Cheapflights users on 8/1. 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 10/111:08 pm -
2 stops12h 42m
Sat 10/316:00 am -
2 stops14h 09m
Deal found 8/1![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:44 pm -
1 stop14h 06m
Tue 9/222:22 pm -
1 stop12h 06m
Deal found 7/31![American Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/17:02 am -
2 stops13h 07m
Sun 9/612:15 am -
1 stop12h 35m
Deal found 8/3![United Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/2411:17 pm -
1 stop20h 52m
Thu 8/2712:15 am -
1 stop12h 35m
Deal found 7/30![United Airlines logo]()
$736
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 August 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 August 5, 2026.
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am -
1 stop10h 28m
Sun 8/301:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3111:15 pm -
1 stop13h 37m
Mon 12/712:49 pm -
1 stop15h 03m
Deal found 8/5![American Airlines logo]()
$486
This Delta deal was found by Cheapflights users on 8/3. 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.
Fri 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 8/3![Delta logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:33 pm -
1 stop10h 24m
Mon 10/122:00 pm -
1 stop10h 10m
Deal found 7/31![United Airlines logo]()
$466
This United Airlines deal was found by Cheapflights users on 8/3. 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 10/2311:30 pm -
1 stop12h 14m
Thu 10/292:46 pm -
1 stop11h 29m
Deal found 8/3![United Airlines logo]()
$486
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:02 am -
2 stops13h 48m
Sun 9/61:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/17:02 am -
2 stops13h 07m
Sun 9/612:15 am -
1 stop12h 35m
Deal found 8/3![United Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:02 pm -
2 stops21h 07m
Thu 8/2712:15 am -
1 stop12h 35m
Deal found 7/31![United Airlines logo]()
$740
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 8/3111:02 pm -
2 stops15h 19m
Fri 9/410:48 am -
2 stops14h 15m
Deal found 8/1![United Airlines logo]()
$1,727
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/267:00 am -
2 stops32h 30m
Fri 10/3011:40 am -
2 stops14h 35m
Deal found 7/31![United Airlines logo]()
$3,920
Last-minute flights from Portland to Puerto RicoDiscover last-minute flight deals from Portland to Puerto Rico. Data last updated August 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Puerto Rico. Data last updated August 5, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/2411:17 pm -
1 stop20h 52m
Thu 8/2712:15 am -
1 stop12h 35m
Deal found 7/30![United Airlines logo]()
$736
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:10 am -
1 stop10h 28m
Sun 8/301:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 8/3. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:34 pm -
2 stops14h 23m
Wed 9/26:00 am -
2 stops13h 51m
Deal found 8/3![American Airlines logo]()
$526
This Cheapflightsfares deal was found by Cheapflights users on 7/31. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:27 pm -
1 stop11h 44m
Thu 9/35:04 am -
1 stop10h 57m
Deal found 7/31![JetBlue logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/1. 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.
Mon 8/317:10 am -
1 stop10h 28m
Sun 9/61:00 am -
1 stop11h 50m
Deal found 8/1![United Airlines logo]()
$510
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Tue 9/17:02 am -
2 stops13h 07m
Mon 9/712:15 am -
1 stop12h 35m
Deal found 8/2![United Airlines logo]()
$518
This United Airlines deal was found by Cheapflights users on 8/3. 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 9/17:02 am -
2 stops13h 07m
Sun 9/612:15 am -
1 stop12h 35m
Deal found 8/3![United Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/27:02 am -
2 stops13h 48m
Sun 9/61:00 am -
1 stop11h 50m
Deal found 7/31![United Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/211:34 pm -
1 stop20h 41m
Wed 9/97:00 am -
1 stop19h 28m
Deal found 7/31![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/99:44 pm -
1 stop14h 06m
Tue 9/222:22 pm -
1 stop12h 06m
Deal found 7/31![American Airlines logo]()
$531
This Southwest deal was found by Cheapflights users on 8/5. Clicking the “Pick Dates” 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 9/106:05 am -
2 stops11h 00m
Sun 9/209:25 pm -
2 stops17h 15m
Deal found 8/5![Southwest logo]()
$501
This Delta deal was found by Cheapflights users on 8/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:00 pm -
1 stop11h 03m
Tue 10/132:59 pm -
2 stops12h 00m
Deal found 8/4![Delta logo]()
$486
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 August 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 August 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1812:38 pm -
2 stops17h 57m
Deal found 8/4![Frontier logo]()
$192
This United Airlines deal was found by Cheapflights users on 8/4. 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.
Fri 9/1811:02 pm -
1 stop12h 42m
Deal found 8/4![United Airlines logo]()
$243
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:01 pm -
2 stops18h 23m
Deal found 8/4![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 8/1. 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 8/136:49 pm -
2 stops28h 26m
Deal found 8/1![Frontier logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2612:34 pm -
2 stops42h 23m
Deal found 8/4![Frontier logo]()
$323
This CheapOair deal was found by Cheapflights users on 8/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:27 pm -
1 stop31h 33m
Deal found 8/4![JetBlue logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 8/1. 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.
Sat 8/812:20 pm -
2 stops40h 37m
Deal found 8/1![Frontier logo]()
$349
This Southwest deal was found by Cheapflights users on 8/4. 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.
Fri 8/217:35 pm -
2 stops10h 50m
Deal found 8/4![Southwest logo]()
$358
This American Airlines deal was found by Cheapflights users on 7/31. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:59 am -
1 stop14h 16m
Deal found 7/31![American Airlines logo]()
$368
This American Airlines deal was found by Cheapflights users on 8/4. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/133:00 pm -
2 stops15h 43m
Deal found 8/4![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Mon 10/267:00 am -
2 stops12h 57m
Deal found 8/2![United Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 8/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/136:49 pm -
3 stops19h 00m
Deal found 8/4![Multiple Airlines logo]()
$437
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 August 5, 2026.
Round-trip from | $446 (United Airlines) |
|---|---|
One-way from | $192 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $478 |
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 August 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 - SJU
PDXSJU
Portland
Tue 8/25
7:10 am-8:38 pm
1 stop10h 28m
San Juan Luis Munoz Marin Intl
Sun 8/30
1:00 am-9:50 am
1 stop11h 50m
$446
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/3
10:33 pm-11:57 am
1 stop10h 24m
San Juan Luis Munoz Marin Intl
Mon 10/12
2:00 pm-9:10 pm
1 stop10h 10m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/31
11:15 pm-3:52 pm
1 stop13h 37m
San Juan Luis Munoz Marin Intl
Mon 12/7
12:49 pm-11:52 pm
1 stop15h 03m
$486
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 10/23
8:44 pm-1:49 pm
2 stops14h 05m
San Juan Luis Munoz Marin Intl
Thu 10/29
12:55 pm-11:59 pm
2 stops14h 04m
$486
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 10/23
11:30 pm-2:44 pm
1 stop12h 14m
San Juan Luis Munoz Marin Intl
Thu 10/29
2:46 pm-11:15 pm
1 stop11h 29m
$486
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/2
7:02 am-11:50 pm
2 stops13h 48m
San Juan Luis Munoz Marin Intl
Sun 9/6
1:00 am-9:50 am
1 stop11h 50m
$490
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Tue 9/1
7:02 am-11:09 pm
2 stops13h 07m
Aguadilla Borinquen
Sun 9/6
12:15 am-9:50 am
1 stop12h 35m
$691
PortlandAguadilla
PDX - BQN
PDXBQN
Portland
Mon 8/24
11:02 pm-11:09 pm
2 stops21h 07m
Aguadilla Borinquen
Thu 8/27
12:15 am-9:50 am
1 stop12h 35m
$740
PortlandCulebra
PDX - CPX
PDXCPX
Portland
Mon 8/31
11:02 pm-5:21 pm
2 stops15h 19m
Culebra
Fri 9/4
10:48 am-10:03 pm
2 stops14h 15m
$1,727
PortlandVieques
PDX - VQS
PDXVQS
Portland
Mon 10/26
7:00 am-6:30 pm
2 stops32h 30m
Vieques
Fri 10/30
11:40 am-11:15 pm
2 stops14h 35m
$3,920
Showing 1-10 of 21 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, 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 $723). 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 43 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 August 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.
Entertainment
7.5
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Entertainment
7.5
Crew
8.6
Boarding
8.1
Food
7.0
Overall
8.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
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Alternative routes for Portland to Puerto Rico
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Portland and Puerto Rico flights
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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 2,558,603 searches. Data last updated August 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$634 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$481 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$618 | FlexibilityNo cancel fee | On-time69% |