$187+ 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 10/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Sep 2 — Sep 91
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Juan with Cheapflights
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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 August 3, 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 August 3, 2026.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:08 pm
PDX
- SJU
2 stops12h 42m
American Airlines
Tue 9/2911:51 am
SJU
- PDX
2 stops14h 32m
American Airlines
Deal found 7/30![American Airlines logo]()
$436
This American 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 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 9/97:00 am
SJU
- PDX
1 stop19h 28m
American Airlines
Deal found 7/30![American Airlines logo]()
$441
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/237:30 am
PDX
- SJU
1 stop12h 27m
American Airlines
Thu 10/2912:13 pm
SJU
- PDX
2 stops14h 42m
American Airlines
Deal found 7/30![American Airlines logo]()
$446
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:55 pm
PDX
- SJU
1 stop12h 08m
American Airlines
Sun 10/257:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Deal found 7/29![American Airlines logo]()
$451
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2611:08 pm
PDX
- SJU
2 stops13h 32m
American Airlines
Sat 10/316:00 am
SJU
- PDX
2 stops14h 09m
American Airlines
Deal found 7/30![American Airlines logo]()
$461
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:33 pm
PDX
- SJU
2 stops14h 47m
Delta
Thu 11/193:35 pm
SJU
- PDX
1 stop10h 17m
Delta
Deal found 7/30![Delta logo]()
$466
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:00 am
PDX
- SJU
1 stop11h 52m
American Airlines
Tue 12/157:00 am
SJU
- PDX
1 stop16h 11m
American Airlines
Deal found 7/30![American Airlines logo]()
$471
This Delta 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 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
Thu 11/193:35 pm
SJU
- PDX
1 stop10h 17m
Delta
Deal found 7/30![Delta logo]()
$476
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:44 pm
PDX
- SJU
2 stops14h 05m
Delta
Thu 10/2912:55 pm
SJU
- PDX
2 stops14h 04m
Delta
Deal found 8/1![Delta logo]()
$486
This Southwest deal was found by Cheapflights users on 7/29. 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.
Sat 12/125:55 am
PDX
- SJU
2 stops11h 20m
Southwest
Tue 12/155:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 7/29![Southwest logo]()
$489
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
PDX
- SJU
2 stops13h 48m
United Airlines
Sun 9/61:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/31![United Airlines logo]()
$490
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 August 3, 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 August 3, 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
PDX
- SJU
1 stop10h 28m
United Airlines
Sun 8/301:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/31![United Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 7/29. 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 8/2810:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Fri 9/45:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 7/29![Southwest logo]()
$461
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
PDX
- SJU
2 stops14h 05m
Delta
Thu 10/2912:55 pm
SJU
- PDX
2 stops14h 04m
Delta
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
PDX
- SJU
1 stop10h 24m
United Airlines
Mon 10/122:00 pm
SJU
- PDX
1 stop10h 10m
United Airlines
Deal found 7/31![United Airlines logo]()
$466
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:35 pm
PDX
- SJU
1 stop14h 58m
Delta
Fri 9/42:59 pm
SJU
- PDX
1 stop9h 45m
Delta
Deal found 8/1![Delta logo]()
$486
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/157:35 pm
PDX
- SJU
2 stops10h 45m
Southwest
Mon 10/195:00 am
SJU
- PDX
2 stops12h 20m
Southwest
Deal found 8/1![Southwest logo]()
$526
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
PDX
- SJU
1 stop12h 14m
United Airlines
Thu 10/292:46 pm
SJU
- PDX
1 stop11h 29m
United Airlines
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 9/211:09 pm
PDX
- SJU
1 stop11h 36m
United Airlines
Sun 9/61:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/31![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.
Mon 8/317:15 pm
PDX
- SJU
2 stops14h 39m
United Airlines
Sun 9/61:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 8/2![United Airlines logo]()
$529
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated August 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated August 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/29. 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 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 7/29![American Airlines logo]()
$466
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/203:00 pm
PDX
- SJU
2 stops15h 43m
American Airlines
Sun 8/236:00 am
SJU
- PDX
2 stops15h 59m
American Airlines
Deal found 7/30![American Airlines logo]()
$541
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2111:34 pm
PDX
- SJU
2 stops14h 23m
American Airlines
Sun 8/231:38 pm
SJU
- PDX
2 stops12h 44m
American Airlines
Deal found 7/30![American Airlines logo]()
$526
This American Airlines deal was found by Cheapflights users on 7/29. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:34 pm
PDX
- SJU
2 stops14h 23m
American Airlines
Sat 8/296:00 am
SJU
- PDX
2 stops14h 30m
American Airlines
Deal found 7/29![American Airlines logo]()
$461
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2310:58 pm
PDX
- SJU
1 stop20h 26m
American Airlines
Sun 10/117:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Deal found 7/30![American Airlines logo]()
$441
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/255:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Mon 8/3112:55 am
SJU
- PDX
1 stop20h 05m
American Airlines
Deal found 7/30![American Airlines logo]()
$436
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
PDX
- SJU
1 stop10h 28m
United Airlines
Sun 8/301:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 7/31![United Airlines logo]()
$446
This Southwest deal was found by Cheapflights users on 7/29. 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.
Thu 8/2710:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Thu 9/35:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 7/29![Southwest logo]()
$506
This Cheapflightsfares 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 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 7/30![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
PDX
- SJU
1 stop10h 28m
United Airlines
Sun 9/61:00 am
SJU
- PDX
1 stop11h 50m
United Airlines
Deal found 8/1![United Airlines logo]()
$510
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 August 3, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated August 3, 2026.
This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/1512:34 pm
PDX
- SJU
2 stops34h 19m
Frontier
Deal found 7/30![Frontier logo]()
$187
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2712:20 pm
PDX
- SJU
2 stops33h 36m
Frontier
Deal found 7/30![Frontier logo]()
$193
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:35 pm
PDX
- SJU
2 stops12h 20m
Southwest
Deal found 7/30![Southwest logo]()
$218
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/39:44 pm
PDX
- SJU
1 stop14h 23m
American Airlines
Deal found 7/30![American Airlines logo]()
$223
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/125:21 pm
PDX
- SJU
2 stops35h 36m
Frontier
Deal found 7/30![Frontier logo]()
$227
This Kiwi.com deal was found by Cheapflights users on 7/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:16 pm
PDX
- SJU
2 stops15h 00m
Frontier
Deal found 7/29![Frontier logo]()
$232
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.
Thu 10/155:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 7/30![United Airlines logo]()
$242
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
PDX
- SJU
2 stops28h 26m
Frontier
Deal found 8/1![Frontier logo]()
$288
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
PDX
- SJU
2 stops40h 37m
Frontier
Deal found 8/1![Frontier logo]()
$349
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:18 am
PDX
- SJU
2 stops13h 37m
American Airlines
Deal found 7/30![American Airlines logo]()
$368
This Alaska 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/310:36 am
PDX
- SJU
3 stops25h 53m
Alaska Airlines
Deal found 7/30![Alaska Airlines logo]()
$421
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 August 3, 2026.
Round-trip from | $436 (American Airlines) |
|---|---|
One-way from | $187 (Trip.com) |
Popular in | March |
Cheapest in | September |
Average price | $482 |
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 August 3, 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
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
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 8/28
10:45 pm-1:10 pm
1 stop11h 25m
San Juan Luis Munoz Marin Intl
Fri 9/4
5:30 am-3:00 pm
1 stop12h 30m
$461
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
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 8/28
10:35 pm-4:33 pm
1 stop14h 58m
San Juan Luis Munoz Marin Intl
Fri 9/4
2:59 pm-9:44 pm
1 stop9h 45m
$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
11:09 pm-1:45 pm
1 stop11h 36m
San Juan Luis Munoz Marin Intl
Sun 9/6
1:00 am-9:50 am
1 stop11h 50m
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 10/15
7:35 pm-9:20 am
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Mon 10/19
5:00 am-2:20 pm
2 stops12h 20m
$526
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/31
7:15 pm-12:54 pm
2 stops14h 39m
San Juan Luis Munoz Marin Intl
Sun 9/6
1:00 am-9:50 am
1 stop11h 50m
$529
Cheapest one-way
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 8/27
7:35 pm-10:55 am
2 stops12h 20m
$218
Showing 1-10 of 17 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 September.The cheapest round-trip price found within the last 5 days was $436 on American Airlines (Sep 20-Sep 29).
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 August 3, 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.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Overall
8.0
Boarding
8.1
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 August 3, 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 August 3, 2026.
Popular flight searches
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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 August 3, 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% |