$159+ 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 6/9. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
May 21 — May 281
Round-trip
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 April 21, 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 April 21, 2026.
This Southwest deal was found by Cheapflights users on 4/20. 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 8/1410:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Sun 8/239:25 pm
SJU
- PDX
2 stops18h 25m
Southwest
Deal found 4/20![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/19. 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 5/212:30 am
PDX
- SJU
2 stops12h 53m
Delta
Wed 5/62:03 pm
SJU
- PDX
2 stops12h 59m
Delta
Deal found 4/19![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/18. 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 8/510:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Mon 8/175:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/18![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/1610:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Fri 5/291:00 am
SJU
- PDX
1 stop11h 28m
United Airlines
Deal found 4/18![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 4/19. 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 8/46:25 pm
PDX
- SJU
2 stops13h 35m
Southwest
Fri 8/76:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 4/19![Southwest logo]()
$516
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/296:15 am
PDX
- SJU
2 stops13h 30m
American Airlines
Thu 6/47:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 4/17![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/20. 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 7/286:15 am
PDX
- SJU
1 stop14h 36m
American Airlines
Mon 8/37:00 am
SJU
- PDX
1 stop19h 29m
American Airlines
Deal found 4/20![American Airlines logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/20. 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 6/36:15 am
PDX
- SJU
2 stops13h 30m
American Airlines
Mon 6/812:59 am
SJU
- PDX
1 stop11h 55m
American Airlines
Deal found 4/20![American Airlines logo]()
$535
This Southwest deal was found by Cheapflights users on 4/20. 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 10/85:10 am
PDX
- SJU
2 stops12h 45m
Southwest
Thu 10/156:30 am
SJU
- PDX
2 stops11h 10m
Southwest
Deal found 4/20![Southwest logo]()
$536
This American Airlines deal was found by Cheapflights users on 4/20. 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 6/96:15 am
PDX
- SJU
2 stops13h 30m
American Airlines
Thu 6/187:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 4/20![American Airlines logo]()
$548
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 April 21, 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 April 21, 2026.
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/47:05 pm
PDX
- SJU
2 stops14h 29m
United Airlines
Thu 5/71:40 pm
SJU
- PDX
1 stop10h 29m
United Airlines
Deal found 4/20![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 4/18. 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 8/56:25 pm
PDX
- SJU
2 stops13h 30m
Southwest
Mon 8/176:00 am
SJU
- PDX
2 stops13h 35m
Southwest
Deal found 4/18![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 4/17. 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 7/1610:35 pm
PDX
- SJU
1 stop15h 03m
Delta
Mon 7/206:00 am
SJU
- PDX
2 stops17h 15m
Delta
Deal found 4/17![Delta logo]()
$530
This Southwest deal was found by Cheapflights users on 4/20. 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 9/96:25 pm
PDX
- SJU
2 stops13h 30m
Southwest
Sun 9/139:25 pm
SJU
- PDX
2 stops18h 25m
Southwest
Deal found 4/20![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/16. 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 9/1510:50 pm
PDX
- SJU
1 stop10h 07m
United Airlines
Mon 9/211:00 am
SJU
- PDX
1 stop11h 54m
United Airlines
Deal found 4/16![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 4/21. 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 9/1710:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Thu 10/85:00 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 4/21![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/19. 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 8/187:13 am
PDX
- SJU
1 stop10h 25m
United Airlines
Tue 8/251:25 pm
SJU
- PDX
1 stop11h 38m
United Airlines
Deal found 4/19![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/21. 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 5/2810:33 am
PDX
- SJU
1 stop10h 17m
United Airlines
Fri 6/51:00 am
SJU
- PDX
1 stop11h 28m
United Airlines
Deal found 4/21![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/19. 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 5/210:15 pm
PDX
- SJU
1 stop12h 30m
United Airlines
Sat 5/97:40 am
SJU
- PDX
2 stops13h 04m
United Airlines
Deal found 4/19![United Airlines logo]()
$576
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated April 21, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated April 21, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/17. 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 5/18:04 am
PDX
- SJU
1 stop10h 20m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/17![United Airlines logo]()
$587
This Delta deal was found by Cheapflights users on 4/19. 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 5/212:30 am
PDX
- SJU
2 stops12h 53m
Delta
Wed 5/62:03 pm
SJU
- PDX
2 stops12h 59m
Delta
Deal found 4/19![Delta logo]()
$496
This Delta deal was found by Cheapflights users on 4/16. 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 5/27:00 am
PDX
- SJU
1 stop13h 59m
Delta
Sat 5/92:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 4/16![Delta logo]()
$576
This United Airlines deal was found by Cheapflights users on 4/19. 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 5/47:05 pm
PDX
- SJU
2 stops15h 40m
United Airlines
Tue 5/51:00 am
SJU
- PDX
2 stops14h 35m
United Airlines
Deal found 4/19![United Airlines logo]()
$581
This United Airlines deal was found by Cheapflights users on 4/19. 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 5/47:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Tue 5/127:20 am
SJU
- PDX
2 stops18h 15m
United Airlines
Deal found 4/19![United Airlines logo]()
$586
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/511:40 pm
PDX
- SJU
2 stops12h 12m
American Airlines
Tue 5/1212:53 pm
SJU
- PDX
2 stops13h 55m
American Airlines
Deal found 4/17![American Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/611:55 pm
PDX
- SJU
1 stop11h 49m
United Airlines
Mon 5/111:40 pm
SJU
- PDX
1 stop12h 14m
United Airlines
Deal found 4/18![United Airlines logo]()
$549
This Southwest deal was found by Cheapflights users on 4/21. 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 5/126:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/198:10 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 4/21![Southwest logo]()
$590
This United Airlines deal was found by Cheapflights users on 4/18. 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 5/1610:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Fri 5/291:00 am
SJU
- PDX
1 stop11h 28m
United Airlines
Deal found 4/18![United Airlines logo]()
$513
This Delta deal was found by Cheapflights users on 4/21. 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 5/235:01 pm
PDX
- SJU
2 stops16h 00m
Delta
Sat 6/62:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 4/21![Delta logo]()
$583
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/296:15 am
PDX
- SJU
2 stops13h 30m
American Airlines
Thu 6/47:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 4/17![American Airlines logo]()
$530
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 April 21, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated April 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/95:20 pm
PDX
- SJU
2 stops27h 55m
Frontier
Deal found 4/20![Frontier logo]()
$159
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 4/2812:38 pm
PDX
- SJU
2 stops32h 51m
Frontier
Deal found 4/16![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 4/2912:38 pm
PDX
- SJU
2 stops34h 23m
Frontier
Deal found 4/20![Frontier logo]()
$231
This Southwest deal was found by Cheapflights users on 4/19. 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 9/247:35 pm
PDX
- SJU
2 stops12h 20m
Southwest
Deal found 4/19![Southwest logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/1812:35 pm
PDX
- SJU
2 stops21h 40m
Frontier
Deal found 4/20![Frontier logo]()
$240
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/155:31 pm
PDX
- SJU
3 stops29h 37m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$244
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/185:31 pm
PDX
- SJU
3 stops43h 28m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$245
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/1710:55 pm
PDX
- SJU
1 stop12h 49m
United Airlines
Deal found 4/20![United Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Sun 5/1712:35 pm
PDX
- SJU
2 stops32h 22m
Frontier
Deal found 4/20![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/95:20 pm
PDX
- SJU
3 stops27h 59m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 5/2210:41 am
PDX
- SJU
3 stops40h 43m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$254
This Kiwi.com deal was found by Cheapflights users on 4/16. 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 8/285:42 pm
PDX
- SJU
2 stops16h 34m
Frontier
Deal found 4/16![Frontier logo]()
$256
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 April 21, 2026.
Round-trip from | $496 (Delta) |
|---|---|
One-way from | $159 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $555 |
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 April 21, 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 5/4
7:05 pm-12:34 pm
2 stops14h 29m
San Juan Luis Munoz Marin Intl
Thu 5/7
1:40 pm-9:09 pm
1 stop10h 29m
$496
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/5
6:25 pm-10:55 am
2 stops13h 30m
San Juan Luis Munoz Marin Intl
Mon 8/17
6:00 am-4:35 pm
2 stops13h 35m
$498
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 9/9
6:25 pm-10:55 am
2 stops13h 30m
San Juan Luis Munoz Marin Intl
Sun 9/13
9:25 pm-12:50 pm
2 stops18h 25m
$498
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/17
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Thu 10/8
5:00 am-2:40 pm
2 stops12h 40m
$498
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 7/16
10:35 pm-4:38 pm
1 stop15h 03m
San Juan Luis Munoz Marin Intl
Mon 7/20
6:00 am-8:15 pm
2 stops17h 15m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 9/15
10:50 pm-11:57 am
1 stop10h 07m
San Juan Luis Munoz Marin Intl
Mon 9/21
1:00 am-9:54 am
1 stop11h 54m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 8/18
7:13 am-8:38 pm
1 stop10h 25m
San Juan Luis Munoz Marin Intl
Tue 8/25
1:25 pm-10:03 pm
1 stop11h 38m
$530
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 5/28
10:33 am-11:50 pm
1 stop10h 17m
San Juan Luis Munoz Marin Intl
Fri 6/5
1:00 am-9:28 am
1 stop11h 28m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
10:15 pm-1:45 pm
1 stop12h 30m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:40 am-5:44 pm
2 stops13h 04m
$576
Cheapest one-way
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
12:38 pm-12:29 am
2 stops32h 51m
$217
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
How far ahead should I book a flight from Portland to San Juan?
Use this chart to determine the optimal time to book a round-trip flight from Portland to San Juan. Price data was last updated on April 17, 2026.
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 37 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Portland to San Juan?
Currently, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $185). Flying from Portland to San Juan in May is currently the most expensive (average of $376). 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?
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 April 21, 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
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Boarding
8.1
Entertainment
7.5
Comfort
8.0
Overall
8.0
Crew
8.6
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
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Alternative routes for Portland to San Juan
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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 April 21, 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 April 21, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 5 airlines flying from Portland to San Juan
Discover the top 5 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 April 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$628 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$590 | FlexibilityNo cancel fee | On-time69% |