$163+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Apr 2 — Apr 91
1 adult, Economy
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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
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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
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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 March 3, 2026.
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2026.
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Thu 4/302:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/2![Southwest logo]()
$406
This American Airlines deal was found by Cheapflights users on 2/28. 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.
Tue 4/2811:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Thu 4/306:45 am
SJU
- PDX
1 stop20h 09m
American Airlines
Deal found 2/28![American Airlines logo]()
$411
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/171:52 pm
PDX
- SJU
1 stop11h 40m
American Airlines
Thu 4/2311:59 pm
SJU
- PDX
1 stop14h 02m
American Airlines
Deal found 2/27![American Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 3/1. 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.
Mon 4/205:10 am
PDX
- SJU
2 stops11h 50m
Southwest
Fri 4/2410:00 am
SJU
- PDX
2 stops15h 40m
Southwest
Deal found 3/1![Southwest logo]()
$427
This Southwest deal was found by Cheapflights users on 2/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:30 pm
PDX
- SJU
1 stop11h 25m
Southwest
Mon 7/135:30 am
SJU
- PDX
1 stop13h 50m
Southwest
Deal found 2/28![Southwest logo]()
$428
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2510:23 pm
PDX
- SJU
1 stop19h 52m
American Airlines
Sat 5/26:45 am
SJU
- PDX
1 stop17h 53m
American Airlines
Deal found 2/27![American Airlines logo]()
$433
This American Airlines deal was found by Cheapflights users on 3/1. 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.
Wed 4/811:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Tue 4/1411:43 am
SJU
- PDX
2 stops14h 13m
American Airlines
Deal found 3/1![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1511:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Thu 4/303:34 pm
SJU
- PDX
1 stop11h 20m
American Airlines
Deal found 3/3![American Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/309:20 pm
PDX
- SJU
1 stop12h 05m
Southwest
Tue 8/45:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 3/3![Southwest logo]()
$438
This Southwest deal was found by Cheapflights users on 3/1. 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.
Wed 4/296:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 5/68:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 3/1![Southwest logo]()
$439
This American Airlines deal was found by Cheapflights users on 3/1. 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.
Tue 4/2110:28 pm
PDX
- SJU
1 stop13h 24m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop15h 59m
American Airlines
Deal found 3/1![American Airlines logo]()
$441
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 March 3, 2026.
Discover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 3, 2026.
This Southwest deal was found by Cheapflights users on 2/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Fri 5/16:50 am
SJU
- PDX
2 stops16h 20m
Southwest
Deal found 2/28![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 2/27. 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.
Mon 4/276:05 pm
PDX
- SJU
2 stops16h 20m
Delta
Thu 4/302:03 pm
SJU
- PDX
1 stop10h 53m
Delta
Deal found 2/27![Delta logo]()
$416
This United Airlines deal was found by Cheapflights users on 3/1. 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 5/910:15 pm
PDX
- SJU
1 stop10h 49m
United Airlines
Thu 5/143:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 3/1![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 8/175:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 3/3![Southwest logo]()
$438
This United Airlines deal was found by Cheapflights users on 2/27. 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 5/45:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 5/111:00 am
SJU
- PDX
2 stops15h 15m
United Airlines
Deal found 2/27![United Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:45 am
PDX
- SJU
2 stops10h 55m
Southwest
Thu 4/302:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/3![Southwest logo]()
$438
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Tue 4/2811:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Wed 4/291:00 am
SJU
- PDX
2 stops17h 13m
United Airlines
Deal found 2/27![United Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:55 pm
PDX
- SJU
2 stops14h 40m
Southwest
Wed 5/135:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 3/2![Southwest logo]()
$463
This Southwest deal was found by Cheapflights users on 3/1. 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.
Fri 7/39:20 pm
PDX
- SJU
2 stops11h 35m
Southwest
Mon 7/135:30 am
SJU
- PDX
1 stop13h 50m
Southwest
Deal found 3/1![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 3/1. 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 8/610:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Tue 8/115:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 3/1![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 3/1. 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.
Fri 7/1011:30 pm
PDX
- SJU
1 stop11h 15m
Southwest
Tue 7/145:30 am
SJU
- PDX
2 stops12h 55m
Southwest
Deal found 3/1![Southwest logo]()
$488
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated March 3, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated March 3, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/1. 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.
Wed 4/811:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Tue 4/1411:43 am
SJU
- PDX
2 stops14h 13m
American Airlines
Deal found 3/1![American Airlines logo]()
$435
This American Airlines deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/1511:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Thu 4/303:34 pm
SJU
- PDX
1 stop11h 20m
American Airlines
Deal found 3/3![American Airlines logo]()
$436
This Southwest deal was found by Cheapflights users on 3/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/159:45 am
PDX
- SJU
2 stops10h 55m
Southwest
Thu 4/302:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/3![Southwest logo]()
$438
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1711:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Thu 4/231:31 pm
SJU
- PDX
2 stops13h 26m
American Airlines
Deal found 2/27![American Airlines logo]()
$416
This Southwest deal was found by Cheapflights users on 3/1. 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.
Mon 4/205:10 am
PDX
- SJU
2 stops11h 50m
Southwest
Fri 4/2410:00 am
SJU
- PDX
2 stops15h 40m
Southwest
Deal found 3/1![Southwest logo]()
$427
This American Airlines deal was found by Cheapflights users on 3/1. 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.
Tue 4/2110:28 pm
PDX
- SJU
1 stop13h 24m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop15h 59m
American Airlines
Deal found 3/1![American Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2511:47 pm
PDX
- SJU
2 stops12h 05m
American Airlines
Sat 5/26:45 am
SJU
- PDX
1 stop17h 53m
American Airlines
Deal found 2/27![American Airlines logo]()
$433
This Southwest deal was found by Cheapflights users on 3/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Thu 4/302:00 pm
SJU
- PDX
2 stops13h 10m
Southwest
Deal found 3/2![Southwest logo]()
$406
This American Airlines deal was found by Cheapflights users on 2/28. 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.
Tue 4/2811:40 pm
PDX
- SJU
1 stop20h 22m
American Airlines
Thu 4/306:45 am
SJU
- PDX
1 stop20h 09m
American Airlines
Deal found 2/28![American Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 3/1. 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.
Wed 4/296:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Wed 5/68:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 3/1![Southwest logo]()
$439
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 March 3, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated March 3, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/28. 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 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 stops26h 21m
Frontier
Deal found 2/28![Frontier logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:23 pm
PDX
- SJU
2 stops32h 03m
Frontier
Deal found 3/2![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1011:58 am
PDX
- SJU
2 stops33h 53m
Frontier
Deal found 3/2![Frontier logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/209:54 am
PDX
- SJU
2 stops21h 00m
Frontier
Deal found 3/1![Frontier logo]()
$192
This Southwest deal was found by Cheapflights users on 2/28. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/285:40 am
PDX
- SJU
2 stops12h 25m
Southwest
Deal found 2/28![Southwest logo]()
$203
This American Airlines deal was found by Cheapflights users on 2/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2110:28 pm
PDX
- SJU
1 stop9h 25m
American Airlines
Deal found 2/27![American Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:27 pm
PDX
- SJU
2 stops34h 39m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$216
This Delta deal was found by Cheapflights users on 2/27. 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.
Fri 4/1012:30 am
PDX
- SJU
1 stop10h 45m
Delta
Deal found 2/27![Delta logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 3/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/212:23 pm
PDX
- SJU
3 stops33h 31m
Multiple Airlines
Deal found 3/2![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 3/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/239:53 pm
PDX
- SJU
2 stops25h 36m
Multiple Airlines
Deal found 3/1![Multiple Airlines logo]()
$234
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 March 3, 2026.
Round-trip from | $406 (Southwest) |
|---|---|
One-way from | $163 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $683 |
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 March 3, 2026.
Use the filters below to find and compare flights from Portland to San Juan that are best for you.
Fly from
Fly to
Route
Depart
Return
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
5:40 am-9:05 pm
2 stops12h 25m
San Juan Luis Munoz Marin Intl
Fri 5/1
6:50 am-8:10 pm
2 stops16h 20m
$406
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 4/27
6:05 pm-1:25 pm
2 stops16h 20m
San Juan Luis Munoz Marin Intl
Thu 4/30
2:03 pm-9:56 pm
1 stop10h 53m
$416
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/10
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Mon 8/17
5:30 am-3:00 pm
1 stop12h 30m
$438
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 4/15
9:45 am-11:40 pm
2 stops10h 55m
San Juan Luis Munoz Marin Intl
Thu 4/30
2:00 pm-12:10 am
2 stops13h 10m
$438
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/9
10:15 pm-12:04 pm
1 stop10h 49m
San Juan Luis Munoz Marin Intl
Thu 5/14
3:56 pm-11:55 pm
1 stop10h 59m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 5/4
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 5/11
1:00 am-1:15 pm
2 stops15h 15m
$450
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/8
11:55 pm-5:35 pm
2 stops14h 40m
San Juan Luis Munoz Marin Intl
Wed 5/13
5:05 am-9:00 pm
2 stops18h 55m
$463
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 7/3
9:20 pm-11:55 am
2 stops11h 35m
San Juan Luis Munoz Marin Intl
Mon 7/13
5:30 am-4:20 pm
1 stop13h 50m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 8/6
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Tue 8/11
5:15 am-3:00 pm
2 stops12h 45m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 7/10
11:30 pm-1:45 pm
1 stop11h 15m
San Juan Luis Munoz Marin Intl
Tue 7/14
5:30 am-3:25 pm
2 stops12h 55m
$488
Showing 1-10 of 21 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 February 27, 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 75 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 $188). Flying from Portland to San Juan in January is currently the most expensive (average of $411). 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 March 3, 2026.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest, Delta, and United 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
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
Entertainment
7.5
Comfort
8.0
Food
7.0
Crew
8.6
Overall
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Feb 2026
DEN - BDL
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 March 3, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on March 3, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 6 airlines flying from Portland to San Juan
Discover the top 6 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 March 3, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$371 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$241 | Average$391 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$262 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$589 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$399 | Average$622 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$579 | FlexibilityNo cancel fee | On-time63% |