$167+ 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 5/18. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
May 27 — Jun 31
Round-trip
1 adult, Economy
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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 27, 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 27, 2026.
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1910:45 pm
PDX
- SJU
1 stop11h 15m
Southwest
Thu 9/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/25![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 4/24. 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.
Fri 9/1810:45 pm
PDX
- SJU
1 stop11h 25m
Southwest
Mon 9/215:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/24![Southwest logo]()
$481
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$496
This Southwest deal was found by Cheapflights users on 4/24. 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.
Sat 8/1510:45 pm
PDX
- SJU
2 stops15h 20m
Southwest
Sun 8/301:50 pm
SJU
- PDX
2 stops12h 50m
Southwest
Deal found 4/24![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1011:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/24![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 4/24. 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 10/227:40 pm
PDX
- SJU
2 stops10h 40m
Southwest
Mon 11/211:20 am
SJU
- PDX
2 stops13h 40m
Southwest
Deal found 4/24![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 4/23. 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.
Fri 5/295:51 pm
PDX
- SJU
2 stops16h 29m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/23![Delta logo]()
$530
This American Airlines deal was found by Cheapflights users on 4/25. 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 7/2810:57 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Mon 8/37:00 am
SJU
- PDX
1 stop19h 29m
American Airlines
Deal found 4/25![American Airlines logo]()
$533
This American Airlines deal was found by Cheapflights users on 4/26. 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 8/1211:20 pm
PDX
- SJU
2 stops13h 43m
American Airlines
Fri 8/213:44 pm
SJU
- PDX
1 stop10h 23m
American Airlines
Deal found 4/26![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 4/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Sat 8/153:44 pm
SJU
- PDX
1 stop10h 23m
American Airlines
Deal found 4/24![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 27, 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 27, 2026.
This Delta deal was found by Cheapflights users on 4/25. 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 5/295:05 pm
PDX
- SJU
2 stops15h 56m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/25![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/25. 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 5/2511:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sun 5/311:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/25![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/3111:30 pm
PDX
- SJU
1 stop11h 15m
Southwest
Fri 8/76:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 4/25![Southwest logo]()
$568
This United Airlines deal was found by Cheapflights users on 4/22. 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 10/66:56 am
PDX
- SJU
1 stop10h 42m
United Airlines
Thu 10/82:00 pm
SJU
- PDX
1 stop11h 52m
United Airlines
Deal found 4/22![United Airlines logo]()
$530
This United Airlines deal was found by Cheapflights users on 4/22. 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 7/2210:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Wed 8/53:56 pm
SJU
- PDX
1 stop11h 06m
United Airlines
Deal found 4/22![United Airlines logo]()
$564
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 7/227:00 am
PDX
- SJU
1 stop13h 53m
Delta
Tue 7/2812:56 pm
SJU
- PDX
2 stops13h 48m
Delta
Deal found 4/23![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/910:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Wed 5/133:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$586
This Delta deal was found by Cheapflights users on 4/22. 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 7/167:21 pm
PDX
- SJU
2 stops14h 34m
Delta
Mon 7/207:30 am
SJU
- PDX
2 stops17h 32m
Delta
Deal found 4/22![Delta logo]()
$741
This United Airlines deal was found by Cheapflights users on 4/25. 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 7/315:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Fri 8/73:56 pm
SJU
- PDX
1 stop11h 06m
United Airlines
Deal found 4/25![United Airlines logo]()
$622
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Mon 6/15:15 am
PDX
- SJU
3 stops21h 14m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/23![United Airlines logo]()
$770
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated April 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated April 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Thu 4/3010:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Thu 5/73:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/23![United Airlines logo]()
$576
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/810:55 pm
PDX
- SJU
1 stop12h 49m
United Airlines
Tue 5/121:40 pm
SJU
- PDX
1 stop10h 29m
United Airlines
Deal found 4/22![United Airlines logo]()
$605
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Wed 5/137:40 am
SJU
- PDX
2 stops19h 53m
United Airlines
Deal found 4/24![United Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 4/24![United Airlines logo]()
$496
This United Airlines deal was found by Cheapflights users on 4/24. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/1011:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/24![United Airlines logo]()
$513
This United Airlines deal was found by Cheapflights users on 4/22. 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 5/1810:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Mon 5/251:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/22![United Airlines logo]()
$549
This American Airlines deal was found by Cheapflights users on 4/22. 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 5/1811:47 pm
PDX
- SJU
2 stops12h 05m
American Airlines
Tue 5/266:20 am
SJU
- PDX
1 stop20h 03m
American Airlines
Deal found 4/22![American Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 4/26. 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 5/2310:59 pm
PDX
- SJU
2 stops13h 49m
American Airlines
Thu 5/286:00 am
SJU
- PDX
2 stops13h 42m
American Airlines
Deal found 4/26![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/2311:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Sat 5/307:40 am
SJU
- PDX
1 stop11h 14m
United Airlines
Deal found 4/25![United Airlines logo]()
$581
This Delta deal was found by Cheapflights users on 4/25. 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.
Sat 5/236:00 am
PDX
- SJU
2 stops11h 30m
Delta
Sat 5/302:35 pm
SJU
- PDX
1 stop10h 27m
Delta
Deal found 4/25![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 4/26. 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 5/2411:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sat 5/301:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 4/26![United Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 4/23. 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.
Fri 5/295:51 pm
PDX
- SJU
2 stops16h 29m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 4/23![Delta 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 27, 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 27, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 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 stops25h 51m
Frontier
Deal found 4/25![Frontier logo]()
$167
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 5/1512:35 pm
PDX
- SJU
2 stops47h 37m
Frontier
Deal found 4/24![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/212:44 pm
PDX
- SJU
3 stops58h 17m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$232
This Southwest deal was found by Cheapflights users on 4/25. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:05 am
PDX
- SJU
2 stops13h 10m
Southwest
Deal found 4/25![Southwest logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/1012:35 pm
PDX
- SJU
2 stops32h 46m
Frontier
Deal found 4/22![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/177:46 pm
PDX
- SJU
3 stops39h 15m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$240
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 5/167:00 am
PDX
- SJU
1 stop13h 35m
Delta
Deal found 4/23![Delta logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 4/26. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/155:16 pm
PDX
- SJU
2 stops28h 12m
Frontier
Deal found 4/26![Frontier logo]()
$254
This Delta deal was found by Cheapflights users on 4/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/1310:35 pm
PDX
- SJU
1 stop10h 33m
Delta
Deal found 4/24![Delta logo]()
$265
This American Airlines deal was found by Cheapflights users on 4/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/195:15 am
PDX
- SJU
1 stop20h 24m
American Airlines
Deal found 4/24![American Airlines logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/109:46 pm
PDX
- SJU
3 stops33h 32m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$279
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 27, 2026.
Round-trip from | $466 (Southwest) |
|---|---|
One-way from | $167 (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 27, 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
Fri 5/29
5:05 pm-12:01 pm
2 stops15h 56m
San Juan Luis Munoz Marin Intl
Thu 6/4
1:16 pm-11:44 pm
2 stops13h 28m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 5/25
11:30 pm-12:34 pm
1 stop10h 04m
San Juan Luis Munoz Marin Intl
Sun 5/31
1:00 am-9:25 am
1 stop11h 25m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 10/6
6:56 am-8:38 pm
1 stop10h 42m
San Juan Luis Munoz Marin Intl
Thu 10/8
2:00 pm-10:52 pm
1 stop11h 52m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 7/22
10:52 pm-12:04 pm
1 stop10h 12m
San Juan Luis Munoz Marin Intl
Wed 8/5
3:56 pm-12:02 am
1 stop11h 06m
$564
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 7/31
11:30 pm-1:45 pm
1 stop11h 15m
San Juan Luis Munoz Marin Intl
Fri 8/7
6:30 am-4:35 pm
2 stops13h 05m
$568
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/9
10:15 pm-12:04 pm
1 stop10h 49m
San Juan Luis Munoz Marin Intl
Wed 5/13
3:56 pm-11:55 pm
1 stop10h 59m
$586
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 7/31
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Fri 8/7
3:56 pm-12:02 am
1 stop11h 06m
$622
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 7/22
7:00 am-11:53 pm
1 stop13h 53m
San Juan Luis Munoz Marin Intl
Tue 7/28
12:56 pm-11:44 pm
2 stops13h 48m
$636
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 7/16
7:21 pm-12:55 pm
2 stops14h 34m
San Juan Luis Munoz Marin Intl
Mon 7/20
7:30 am-10:02 pm
2 stops17h 32m
$741
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 6/1
5:15 am-5:29 am
3 stops21h 14m
San Juan Luis Munoz Marin Intl
Sat 6/6
1:00 am-9:25 am
1 stop11h 25m
$770
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
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 35 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 27, 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.
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
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.
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Complete your trip
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Portland and San Juan flights
Browse other Portland and San Juan flight options. Last updated on April 27, 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 27, 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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$371 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$482 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$633 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$585 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$592 | FlexibilityNo cancel fee | On-time69% |