$218+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Aug 1 — Aug 81
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Portland to San Juan 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 San Juan
Cheapest
Best
Last-minute
One-way
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 2, 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 2, 2026.
This Southwest deal was found by Cheapflights users on 6/29. 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.
Mon 8/247:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Thu 8/2710:00 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 6/29![Southwest logo]()
$436
This Southwest deal was found by Cheapflights users on 7/1. 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 9/177:00 pm
PDX
- SJU
2 stops12h 55m
Southwest
Sun 9/275:30 am
SJU
- PDX
1 stop10h 15m
Southwest
Deal found 7/1![Southwest logo]()
$451
This United Airlines deal was found by Cheapflights users on 7/2. 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 11/97:00 am
PDX
- SJU
1 stop10h 00m
United Airlines
Tue 11/178:25 am
SJU
- PDX
1 stop10h 58m
United Airlines
Deal found 7/2![United Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/1211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 6/30![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 9/511:34 pm
PDX
- SJU
2 stops14h 23m
American Airlines
Sat 9/122:22 pm
SJU
- PDX
1 stop12h 06m
American Airlines
Deal found 7/1![American Airlines logo]()
$476
This Southwest deal was found by Cheapflights users on 6/29. 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.
Mon 8/1010:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Mon 8/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/29![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Thu 10/85:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 10/192:00 pm
SJU
- PDX
2 stops13h 59m
United Airlines
Deal found 6/27![United Airlines logo]()
$487
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 am
PDX
- SJU
2 stops14h 44m
American Airlines
Wed 9/212:55 am
SJU
- PDX
1 stop20h 10m
American Airlines
Deal found 6/28![American Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/1210:55 pm
PDX
- SJU
2 stops12h 49m
American Airlines
Tue 11/177:40 am
SJU
- PDX
2 stops15h 35m
American Airlines
Deal found 7/2![American Airlines logo]()
$508
This Southwest deal was found by Cheapflights users on 6/27. 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 10/87:55 am
PDX
- SJU
2 stops13h 10m
Southwest
Mon 10/195:00 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 6/27![Southwest logo]()
$511
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2011:06 pm
PDX
- SJU
1 stop12h 44m
American Airlines
Tue 9/292:22 pm
SJU
- PDX
1 stop12h 06m
American Airlines
Deal found 6/28![American Airlines logo]()
$516
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 2, 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 2, 2026.
This Southwest deal was found by Cheapflights users on 6/29. 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.
Mon 8/107:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Mon 8/245:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 6/29![Southwest logo]()
$436
This United Airlines deal was found by Cheapflights users on 7/1. 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 10/1710:33 pm
PDX
- SJU
1 stop12h 12m
United Airlines
Sat 10/247:00 am
SJU
- PDX
2 stops14h 31m
United Airlines
Deal found 7/1![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 6/27. 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.
Sat 10/175:49 pm
PDX
- SJU
2 stops15h 07m
Delta
Sat 10/2412:46 pm
SJU
- PDX
1 stop11h 54m
Delta
Deal found 6/27![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 6/27. 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 11/97:03 am
PDX
- SJU
1 stop10h 21m
United Airlines
Tue 11/178:05 am
SJU
- PDX
2 stops14h 24m
United Airlines
Deal found 6/27![United Airlines logo]()
$466
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/410:55 pm
PDX
- SJU
1 stop9h 51m
Delta
Wed 9/97:00 am
SJU
- PDX
2 stops16h 16m
Delta
Deal found 6/29![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Thu 10/85:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 10/192:00 pm
SJU
- PDX
2 stops13h 59m
United Airlines
Deal found 6/27![United Airlines logo]()
$487
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:35 am
PDX
- SJU
2 stops13h 03m
Delta
Thu 9/37:00 am
SJU
- PDX
2 stops12h 03m
Delta
Deal found 6/29![Delta logo]()
$571
This United Airlines deal was found by Cheapflights users on 7/1. 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 8/2811:02 pm
PDX
- SJU
1 stop12h 42m
United Airlines
Tue 9/11:25 pm
SJU
- PDX
1 stop11h 38m
United Airlines
Deal found 7/1![United Airlines logo]()
$556
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:30 am
PDX
- SJU
2 stops14h 25m
Delta
Fri 12/183:10 pm
SJU
- PDX
2 stops12h 41m
Delta
Deal found 6/28![Delta logo]()
$571
This Delta deal was found by Cheapflights users on 6/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/68:44 pm
PDX
- SJU
2 stops15h 17m
Delta
Sun 11/153:35 pm
SJU
- PDX
1 stop10h 51m
Delta
Deal found 6/28![Delta logo]()
$661
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated July 2, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated July 2, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/29. 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.
Fri 7/315:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Mon 8/37:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 6/29![American Airlines logo]()
$508
This Trip.com deal was found by Cheapflights users on 6/30. 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.
Mon 8/35:49 pm
PDX
- SJU
2 stops14h 27m
Frontier
Sun 8/163:10 am
SJU
- PDX
2 stops16h 44m
Frontier
Deal found 6/30![Frontier logo]()
$539
This Southwest deal was found by Cheapflights users on 6/27. 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.
Fri 8/710:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Fri 8/145:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 6/27![Southwest logo]()
$536
This Southwest deal was found by Cheapflights users on 6/29. 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.
Mon 8/1010:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Mon 8/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 6/29![Southwest logo]()
$481
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Mon 8/172:35 pm
SJU
- PDX
2 stops12h 05m
Southwest
Deal found 6/30![Southwest logo]()
$521
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/1211:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Thu 8/2012:55 am
SJU
- PDX
1 stop13h 39m
American Airlines
Deal found 6/30![American Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/2311:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Sun 10/117:30 am
SJU
- PDX
1 stop18h 35m
American Airlines
Deal found 7/2![American Airlines logo]()
$466
This Southwest deal was found by Cheapflights users on 6/29. 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.
Mon 8/247:00 pm
PDX
- SJU
2 stops13h 00m
Southwest
Thu 8/2710:00 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 6/29![Southwest logo]()
$436
This American Airlines deal was found by Cheapflights users on 6/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:59 am
PDX
- SJU
2 stops14h 44m
American Airlines
Wed 9/212:55 am
SJU
- PDX
1 stop20h 10m
American Airlines
Deal found 6/28![American Airlines logo]()
$491
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 2, 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 2, 2026.
This Southwest deal was found by Cheapflights users on 6/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:35 pm
PDX
- SJU
2 stops12h 25m
Southwest
Deal found 6/30![Southwest logo]()
$218
This Trip.com deal was found by Cheapflights users on 6/30. 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.
Tue 8/115:16 pm
PDX
- SJU
2 stops15h 00m
Frontier
Deal found 6/30![Frontier logo]()
$219
This Delta deal was found by Cheapflights users on 6/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1010:00 pm
PDX
- SJU
1 stop11h 03m
Delta
Deal found 6/29![Delta logo]()
$233
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/1111:34 pm
PDX
- SJU
1 stop20h 41m
American Airlines
Deal found 6/30![American Airlines logo]()
$238
This Faresmojo deal was found by Cheapflights users on 6/30. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1011:27 pm
PDX
- SJU
1 stop11h 44m
JetBlue
Deal found 6/30![JetBlue logo]()
$244
This United Airlines deal was found by Cheapflights users on 6/30. 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 10/156:55 pm
PDX
- SJU
2 stops14h 02m
United Airlines
Deal found 6/30![United Airlines logo]()
$278
This Trip.com deal was found by Cheapflights users on 7/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/145:16 pm
PDX
- SJU
2 stops21h 15m
Frontier
Deal found 7/2![Frontier logo]()
$280
This United Airlines deal was found by Cheapflights users on 6/29. 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.
Sat 9/127:02 am
PDX
- SJU
2 stops13h 48m
United Airlines
Deal found 6/29![United Airlines logo]()
$283
This Kiwi.com deal was found by Cheapflights users on 6/30. 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 7/306:49 pm
PDX
- SJU
2 stops26h 39m
Frontier
Deal found 6/30![Frontier logo]()
$306
This American Airlines deal was found by Cheapflights users on 7/2. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/146:39 am
PDX
- SJU
1 stop14h 11m
American Airlines
Deal found 7/2![American Airlines logo]()
$338
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 2, 2026.
Round-trip from | $436 (Southwest) |
|---|---|
One-way from | $218 (Southwest) |
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 2, 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
Mon 8/10
7:00 pm-11:00 am
2 stops13h 00m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:00 am-3:00 pm
2 stops13h 00m
$436
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/17
10:33 pm-1:45 pm
1 stop12h 12m
San Juan Luis Munoz Marin Intl
Sat 10/24
7:00 am-6:31 pm
2 stops14h 31m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/17
5:49 pm-11:56 am
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Sat 10/24
12:46 pm-9:40 pm
1 stop11h 54m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 11/9
7:03 am-9:24 pm
1 stop10h 21m
San Juan Luis Munoz Marin Intl
Tue 11/17
8:05 am-6:29 pm
2 stops14h 24m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 9/4
10:55 pm-11:46 am
1 stop9h 51m
San Juan Luis Munoz Marin Intl
Wed 9/9
7:00 am-8:16 pm
2 stops16h 16m
$466
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 10/8
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 10/19
2:00 pm-12:59 am
2 stops13h 59m
$487
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 8/28
11:02 pm-2:44 pm
1 stop12h 42m
San Juan Luis Munoz Marin Intl
Tue 9/1
1:25 pm-10:03 pm
1 stop11h 38m
$556
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 8/28
12:35 am-4:38 pm
2 stops13h 03m
San Juan Luis Munoz Marin Intl
Thu 9/3
7:00 am-4:03 pm
2 stops12h 03m
$571
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 12/7
5:30 am-11:55 pm
2 stops14h 25m
San Juan Luis Munoz Marin Intl
Fri 12/18
3:10 pm-11:51 pm
2 stops12h 41m
$571
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 11/6
8:44 pm-4:01 pm
2 stops15h 17m
San Juan Luis Munoz Marin Intl
Sun 11/15
3:35 pm-10:26 pm
1 stop10h 51m
$661
Showing 1-10 of 20 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 $200). Flying from Portland to San Juan in August is currently the most expensive (average of $399). 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?
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 2, 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.
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Crew
8.6
Comfort
8.0
Overall
7.9
Boarding
8.1
Entertainment
7.5
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
Alternative routes for Portland to San Juan
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San Juan by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San Juan by cabin class
Find flights from Portland to San Juan, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on July 2, 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 2, 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 2, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$640 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$488 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$593 | FlexibilityNo cancel fee | On-time69% |