$233+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jun 26 — Jul 31
Round-trip
1 adult, Economy
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Portland to San JuanExplore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/25. 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 9/267:00 am
PDX
- SJU
1 stop13h 44m
Delta
Tue 9/297:00 am
SJU
- PDX
2 stops18h 02m
Delta
Deal found 5/25![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 5/26. 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 8/125:59 am
PDX
- SJU
1 stop14h 16m
American Airlines
Fri 8/216:00 am
SJU
- PDX
2 stops14h 30m
American Airlines
Deal found 5/26![American Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 5/25. 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.
Mon 11/98:25 am
PDX
- SJU
2 stops12h 40m
Southwest
Tue 11/175:45 am
SJU
- PDX
2 stops13h 15m
Southwest
Deal found 5/25![Southwest logo]()
$498
This Delta deal was found by Cheapflights users on 5/23. 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.
Thu 11/1210:05 pm
PDX
- SJU
1 stop11h 00m
Delta
Tue 11/173:35 pm
SJU
- PDX
1 stop10h 51m
Delta
Deal found 5/23![Delta logo]()
$511
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Fri 8/1412:59 am
SJU
- PDX
1 stop19h 52m
American Airlines
Deal found 5/23![American Airlines logo]()
$516
This American Airlines deal was found by Cheapflights users on 5/26. 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 12/21:45 pm
PDX
- SJU
1 stop11h 34m
American Airlines
Tue 12/157:00 am
SJU
- PDX
1 stop19h 56m
American Airlines
Deal found 5/26![American Airlines logo]()
$521
This Delta deal was found by Cheapflights users on 5/27. 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.
Wed 10/2110:05 pm
PDX
- SJU
1 stop10h 51m
Delta
Mon 11/97:15 am
SJU
- PDX
2 stops15h 02m
Delta
Deal found 5/27![Delta logo]()
$524
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/77:13 am
PDX
- SJU
1 stop10h 25m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/23![United Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 5/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:35 am
PDX
- SJU
2 stops13h 30m
Southwest
Sat 8/158:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 5/22![Southwest logo]()
$536
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:30 pm
PDX
- SJU
1 stop12h 03m
American Airlines
Mon 8/37:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/26![American Airlines logo]()
$538
This American Airlines deal was found by Cheapflights users on 5/25. 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 7/215:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Tue 7/282:25 pm
SJU
- PDX
1 stop12h 05m
American Airlines
Deal found 5/25![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 May 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 May 27, 2026.
This Southwest deal was found by Cheapflights users on 5/25. 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 8/206:05 am
PDX
- SJU
2 stops13h 05m
Southwest
Mon 8/246:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 5/25![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Tue 6/305:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/26![United Airlines logo]()
$620
This Delta deal was found by Cheapflights users on 5/25. 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.
Wed 8/55:45 am
PDX
- SJU
2 stops15h 07m
Delta
Mon 8/107:30 am
SJU
- PDX
2 stops17h 32m
Delta
Deal found 5/25![Delta logo]()
$661
This Southwest deal was found by Cheapflights users on 5/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/285:35 am
PDX
- SJU
2 stops13h 30m
Southwest
Sat 8/158:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 5/22![Southwest logo]()
$536
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/55:50 am
PDX
- SJU
2 stops12h 15m
Southwest
Sat 8/88:20 am
SJU
- PDX
2 stops14h 40m
Southwest
Deal found 5/26![Southwest logo]()
$566
This United Airlines deal was found by Cheapflights users on 5/24. 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.
Tue 8/1811:02 pm
PDX
- SJU
1 stop12h 42m
United Airlines
Sat 8/222:00 pm
SJU
- PDX
1 stop10h 05m
United Airlines
Deal found 5/24![United Airlines logo]()
$682
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Fri 7/310:20 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 5/26![Southwest logo]()
$622
This Southwest deal was found by Cheapflights users on 5/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/45:30 am
PDX
- SJU
2 stops13h 20m
Southwest
Sat 7/119:10 am
SJU
- PDX
2 stops13h 50m
Southwest
Deal found 5/22![Southwest logo]()
$648
This Southwest deal was found by Cheapflights users on 5/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/77:30 pm
PDX
- SJU
2 stops12h 15m
Southwest
Thu 6/1111:35 am
SJU
- PDX
2 stops13h 35m
Southwest
Deal found 5/22![Southwest logo]()
$695
This Southwest deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:40 pm
PDX
- SJU
2 stops10h 45m
Southwest
Tue 6/91:30 pm
SJU
- PDX
2 stops12h 05m
Southwest
Deal found 5/23![Southwest logo]()
$695
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated May 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated May 27, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/25. 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.
Sun 5/3112:40 am
PDX
- SJU
2 stops14h 45m
American Airlines
Sun 6/75:30 am
SJU
- PDX
1 stop20h 21m
American Airlines
Deal found 5/25![American Airlines logo]()
$676
This United Airlines deal was found by Cheapflights users on 5/23. 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.
Sat 6/67:13 am
PDX
- SJU
1 stop10h 25m
United Airlines
Sat 6/61:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/23![United Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Mon 6/810:59 pm
PDX
- SJU
2 stops13h 48m
American Airlines
Sat 6/206:21 am
SJU
- PDX
1 stop20h 25m
American Airlines
Deal found 5/24![American Airlines logo]()
$665
This CheapOair deal was found by Cheapflights users on 5/26. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:20 pm
PDX
- SJU
1 stop32h 24m
JetBlue
Fri 6/199:15 pm
SJU
- PDX
1 stop18h 50m
JetBlue
Deal found 5/26![JetBlue logo]()
$652
This United Airlines deal was found by Cheapflights users on 5/23. 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 6/1511:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Fri 6/191:25 pm
SJU
- PDX
1 stop11h 23m
United Airlines
Deal found 5/23![United Airlines logo]()
$570
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Thu 6/1812:40 am
PDX
- SJU
1 stop19h 59m
American Airlines
Fri 6/266:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 5/22![American Airlines logo]()
$681
This American Airlines deal was found by Cheapflights users on 5/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/235:28 pm
PDX
- SJU
2 stops13h 11m
American Airlines
Sat 7/117:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/26![American Airlines logo]()
$631
This American Airlines deal was found by Cheapflights users on 5/26. 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 6/2710:59 pm
PDX
- SJU
2 stops12h 50m
American Airlines
Sat 7/47:00 am
SJU
- PDX
1 stop17h 00m
American Airlines
Deal found 5/26![American Airlines logo]()
$663
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:40 pm
PDX
- SJU
2 stops10h 45m
Southwest
Sat 7/45:00 am
SJU
- PDX
2 stops11h 35m
Southwest
Deal found 5/26![Southwest logo]()
$666
This Southwest deal was found by Cheapflights users on 5/26. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/297:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Fri 7/310:20 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 5/26![Southwest logo]()
$622
This United Airlines deal was found by Cheapflights users on 5/26. 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.
Tue 6/305:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/26![United Airlines logo]()
$620
This American Airlines deal was found by Cheapflights users on 5/25. 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 6/3010:40 pm
PDX
- SJU
1 stop11h 17m
American Airlines
Tue 7/147:25 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/25![American Airlines logo]()
$646
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 May 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 May 27, 2026.
This Delta deal was found by Cheapflights users on 5/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/310:35 pm
PDX
- SJU
1 stop14h 58m
Delta
Deal found 5/25![Delta logo]()
$233
This American Airlines deal was found by Cheapflights users on 5/24. 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.
Mon 6/295:28 pm
PDX
- SJU
2 stops13h 11m
American Airlines
Deal found 5/24![American Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 5/25. 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.
Tue 6/23:56 pm
PDX
- SJU
3 stops26h 56m
Multiple Airlines
Deal found 5/25![Multiple Airlines logo]()
$281
This American Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/75:07 am
PDX
- SJU
1 stop15h 43m
American Airlines
Deal found 5/23![American Airlines logo]()
$290
This Delta deal was found by Cheapflights users on 5/24. 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.
Thu 8/68:44 pm
PDX
- SJU
2 stops16h 49m
Delta
Deal found 5/24![Delta logo]()
$291
This American Airlines deal was found by Cheapflights users on 5/22. 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.
Fri 6/2610:59 pm
PDX
- SJU
2 stops20h 46m
American Airlines
Deal found 5/22![American Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 5/23. 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 7/911:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Deal found 5/23![United Airlines logo]()
$299
This United Airlines deal was found by Cheapflights users on 5/25. 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
Deal found 5/25![United Airlines logo]()
$301
This Southwest deal was found by Cheapflights users on 5/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/277:40 pm
PDX
- SJU
2 stops10h 45m
Southwest
Deal found 5/22![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 5/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1010:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Deal found 5/23![United Airlines logo]()
$306
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 May 27, 2026.
Round-trip from | $466 (American Airlines) |
|---|---|
One-way from | $233 (Delta) |
Popular in | December |
Cheapest in | October |
Average price | $534 |
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 May 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
Thu 8/20
6:05 am-10:10 pm
2 stops13h 05m
San Juan Luis Munoz Marin Intl
Mon 8/24
6:30 am-4:35 pm
2 stops13h 05m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 7/28
5:35 am-10:05 pm
2 stops13h 30m
San Juan Luis Munoz Marin Intl
Sat 8/15
8:20 am-8:00 pm
2 stops14h 40m
$536
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/5
5:50 am-9:05 pm
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Sat 8/8
8:20 am-8:00 pm
2 stops14h 40m
$566
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/30
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 7/13
1:00 am-9:25 am
1 stop11h 25m
$620
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 6/29
7:40 pm-11:30 am
2 stops12h 50m
San Juan Luis Munoz Marin Intl
Fri 7/3
10:20 am-8:00 pm
2 stops12h 40m
$622
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 7/4
5:30 am-9:50 pm
2 stops13h 20m
San Juan Luis Munoz Marin Intl
Sat 7/11
9:10 am-8:00 pm
2 stops13h 50m
$648
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/5
5:45 am-11:52 pm
2 stops15h 07m
San Juan Luis Munoz Marin Intl
Mon 8/10
7:30 am-10:02 pm
2 stops17h 32m
$661
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 8/18
11:02 pm-2:44 pm
1 stop12h 42m
San Juan Luis Munoz Marin Intl
Sat 8/22
2:00 pm-9:05 pm
1 stop10h 05m
$682
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 6/7
7:30 pm-10:45 am
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Thu 6/11
11:35 am-10:10 pm
2 stops13h 35m
$695
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 6/6
7:40 pm-9:25 am
2 stops10h 45m
San Juan Luis Munoz Marin Intl
Tue 6/9
1:30 pm-10:35 pm
2 stops12h 05m
$695
Showing 1-10 of 22 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, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $190). 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?
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 45 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 May 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.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Overall
7.9
Crew
8.6
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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Alternative routes for Portland to San Juan
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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 May 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 May 27, 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 May 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$480 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$641 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$566 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$593 | FlexibilityNo cancel fee | On-time69% |