$205+ Cheap flights from Portland (PDX) to San Juan
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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Aug 27 — Sep 31
Round-trip
1 adult, Economy
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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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Cheapest flights from Portland to San JuanExplore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:34 pm
PDX
- SJU
2 stops12h 17m
American Airlines
Tue 9/16:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Deal found 7/26![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Wed 9/96:00 am
SJU
- PDX
2 stops16h 20m
American Airlines
Deal found 7/26![American Airlines logo]()
$441
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:00 am
PDX
- SJU
1 stop9h 25m
United Airlines
Tue 11/178:25 am
SJU
- PDX
1 stop10h 55m
United Airlines
Deal found 7/27![United Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Tue 9/155:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 7/24![Southwest logo]()
$451
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/295:20 am
PDX
- SJU
2 stops13h 35m
Southwest
Mon 11/212:40 pm
SJU
- PDX
2 stops15h 15m
Southwest
Deal found 7/27![Southwest logo]()
$456
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3011:30 pm
PDX
- SJU
1 stop12h 10m
United Airlines
Sat 12/58:10 am
SJU
- PDX
1 stop11h 13m
United Airlines
Deal found 7/23![United Airlines logo]()
$458
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/269:44 pm
PDX
- SJU
1 stop14h 23m
American Airlines
Sat 10/316:00 am
SJU
- PDX
1 stop14h 03m
American Airlines
Deal found 7/26![American Airlines logo]()
$461
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/216:00 pm
PDX
- SJU
2 stops14h 20m
American Airlines
Sun 10/257:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Deal found 7/23![American Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:05 am
PDX
- SJU
1 stop12h 50m
Delta
Tue 11/173:10 pm
SJU
- PDX
1 stop10h 52m
Delta
Deal found 7/27![Delta logo]()
$476
Best flights from Portland to San JuanDiscover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
Discover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 28, 2026.
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:50 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 9/91:20 pm
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 7/27![Southwest logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/247:10 am
PDX
- SJU
1 stop10h 16m
United Airlines
Sat 2/62:05 am
SJU
- PDX
2 stops13h 48m
United Airlines
Deal found 7/26![United Airlines logo]()
$446
This Delta deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/812:45 am
PDX
- SJU
2 stops12h 35m
Delta
Tue 11/173:10 pm
SJU
- PDX
2 stops12h 46m
Delta
Deal found 7/27![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/97:00 pm
PDX
- SJU
2 stops12h 45m
Southwest
Tue 11/175:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 7/23![Southwest logo]()
$436
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:00 pm
PDX
- SJU
1 stop11h 03m
Delta
Tue 9/292:59 pm
SJU
- PDX
1 stop9h 48m
Delta
Deal found 7/23![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/211:10 pm
PDX
- SJU
1 stop10h 05m
United Airlines
Mon 11/92:21 pm
SJU
- PDX
1 stop10h 52m
United Airlines
Deal found 7/25![United Airlines logo]()
$477
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2410:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Tue 9/291:20 pm
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 7/24![Southwest logo]()
$451
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/125:47 pm
PDX
- SJU
2 stops15h 18m
Delta
Tue 11/173:10 pm
SJU
- PDX
2 stops12h 46m
Delta
Deal found 7/26![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Tue 9/155:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 7/24![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2711:30 pm
PDX
- SJU
1 stop12h 10m
United Airlines
Sat 12/58:30 am
SJU
- PDX
2 stops13h 08m
United Airlines
Deal found 7/25![United Airlines logo]()
$552
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/111:30 pm
PDX
- SJU
1 stop12h 14m
United Airlines
Sat 10/317:25 am
SJU
- PDX
1 stop10h 55m
United Airlines
Deal found 7/28![United Airlines logo]()
$556
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated July 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated July 28, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Tue 8/256:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Deal found 7/27![American Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/185:50 am
PDX
- SJU
2 stops12h 15m
Southwest
Tue 8/251:45 pm
SJU
- PDX
2 stops12h 25m
Southwest
Deal found 7/27![Southwest logo]()
$516
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Wed 8/2612:55 am
SJU
- PDX
1 stop20h 10m
American Airlines
Deal found 7/27![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/239:44 pm
PDX
- SJU
1 stop14h 07m
American Airlines
Sun 10/112:27 pm
SJU
- PDX
1 stop11h 38m
American Airlines
Deal found 7/26![American Airlines logo]()
$461
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:08 pm
PDX
- SJU
2 stops17h 34m
Delta
Tue 9/12:59 pm
SJU
- PDX
1 stop9h 45m
Delta
Deal found 7/25![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2511:34 pm
PDX
- SJU
2 stops12h 17m
American Airlines
Tue 9/16:00 am
SJU
- PDX
2 stops13h 51m
American Airlines
Deal found 7/26![American Airlines logo]()
$436
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Tue 9/17:30 am
SJU
- PDX
2 stops13h 30m
American Airlines
Deal found 7/25![American Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:00 pm
PDX
- SJU
2 stops15h 42m
Delta
Tue 9/12:59 pm
SJU
- PDX
1 stop9h 45m
Delta
Deal found 7/25![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Thu 9/36:00 am
SJU
- PDX
2 stops14h 30m
American Airlines
Deal found 7/26![American Airlines logo]()
$486
This Cheapflightsfares deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2911:27 pm
PDX
- SJU
1 stop11h 44m
JetBlue
Thu 9/35:04 am
SJU
- PDX
1 stop10h 57m
JetBlue
Deal found 7/27![JetBlue logo]()
$512
One-way flights from Portland to San JuanSearch for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated July 28, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:56 pm
PDX
- SJU
2 stops27h 38m
Frontier
Deal found 7/27![Frontier logo]()
$205
This Southwest deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Deal found 7/24![Southwest logo]()
$218
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2611:17 pm
PDX
- SJU
1 stop11h 28m
United Airlines
Deal found 7/25![United Airlines logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:47 pm
PDX
- SJU
2 stops33h 28m
Frontier
Deal found 7/24![Frontier logo]()
$233
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1711:34 pm
PDX
- SJU
2 stops12h 17m
American Airlines
Deal found 7/27![American Airlines logo]()
$243
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/267:00 am
PDX
- SJU
1 stop10h 00m
United Airlines
Deal found 7/25![United Airlines logo]()
$244
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Deal found 7/27![American Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:15 pm
PDX
- SJU
2 stops16h 29m
United Airlines
Deal found 7/23![United Airlines logo]()
$263
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/35:49 pm
PDX
- SJU
2 stops27h 52m
Frontier
Deal found 7/27![Frontier logo]()
$279
This Kiwi.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/75:49 pm
PDX
- SJU
2 stops29h 26m
Frontier
Deal found 7/24![Frontier logo]()
$285
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2411:03 pm
PDX
- SJU
1 stop18h 24m
American Airlines
Deal found 7/25![American Airlines logo]()
$303
Find flight deals from Portland to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 28, 2026.
Round-trip from | $436 (American Airlines) |
|---|---|
One-way from | $205 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $612 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to San Juan 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 July 28, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/2
5:50 am-10:00 pm
2 stops13h 10m
San Juan Luis Munoz Marin Intl
Wed 9/9
1:20 pm-10:15 pm
2 stops11h 55m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 11/9
7:00 pm-11:45 am
2 stops12h 45m
San Juan Luis Munoz Marin Intl
Tue 11/17
5:45 am-3:00 pm
2 stops13h 15m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 1/24
7:10 am-9:26 pm
1 stop10h 16m
San Juan Luis Munoz Marin Intl
Sat 2/6
2:05 am-11:53 am
2 stops13h 48m
$446
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/24
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Tue 9/29
1:20 pm-10:15 pm
2 stops11h 55m
$451
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/10
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Tue 9/15
5:15 am-3:00 pm
2 stops12h 45m
$451
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 11/8
12:45 am-5:20 pm
2 stops12h 35m
San Juan Luis Munoz Marin Intl
Tue 11/17
3:10 pm-11:56 pm
2 stops12h 46m
$466
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 9/20
10:00 pm-12:03 pm
1 stop11h 03m
San Juan Luis Munoz Marin Intl
Tue 9/29
2:59 pm-9:47 pm
1 stop9h 48m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 11/12
5:47 pm-1:05 pm
2 stops15h 18m
San Juan Luis Munoz Marin Intl
Tue 11/17
3:10 pm-11:56 pm
2 stops12h 46m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 11/2
11:10 pm-1:15 pm
1 stop10h 05m
San Juan Luis Munoz Marin Intl
Mon 11/9
2:21 pm-9:13 pm
1 stop10h 52m
$477
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 11/27
11:30 pm-3:40 pm
1 stop12h 10m
San Juan Luis Munoz Marin Intl
Sat 12/5
8:30 am-5:38 pm
2 stops13h 08m
$552
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Portland to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Portland with our price prediction graph.
PDX-PR1
PDX-SJU
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 San Juan
PDX-PR1
PDX-SJU
What is the cheapest month to book a flight from Portland to San Juan?
Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $466). Flying from Portland to San Juan in March is currently the most expensive (average of $708). 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 much does it cost to fly round-trip from Portland to San Juan?
Airfare is below average for this route at the moment.
Portland to San Juan flights typically cost between $466 and $650 in August.The cheapest round-trip price found within the last 5 days was $436 on American Airlines (Aug 25-Sep 1).
How far ahead should I book a flight from Portland to San Juan?
The price you pay for your flight from Portland to San Juan may vary depending on when you book. For the best chance of a lower fare, look to book 42 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated July 28, 2026.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Food
7.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Portland to San Juan. 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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Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on July 28, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on July 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Portland to San Juan
Discover the top 4 airlines that operate flights from Portland to San Juan. 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 July 28, 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$488 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$592 | FlexibilityNo cancel fee | On-time69% |