$178+ 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
May 17 — May 241
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 April 17, 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 17, 2026.
This Southwest deal was found by Cheapflights users on 4/14. 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 9/2211:30 pm
PDX
- SJU
2 stops11h 05m
Southwest
Mon 9/286:00 am
SJU
- PDX
2 stops13h 35m
Southwest
Deal found 4/14![Southwest logo]()
$466
This Delta deal was found by Cheapflights users on 4/13. 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 5/45:05 pm
PDX
- SJU
2 stops15h 40m
Delta
Fri 5/81:14 pm
SJU
- PDX
1 stop11h 32m
Delta
Deal found 4/13![Delta logo]()
$496
This Southwest deal was found by Cheapflights users on 4/15. 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
2 stops15h 20m
Southwest
Wed 9/2311:50 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 4/15![Southwest logo]()
$498
This United Airlines deal was found by Cheapflights users on 4/14. 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
Mon 5/41:40 pm
SJU
- PDX
1 stop12h 14m
United Airlines
Deal found 4/14![United Airlines logo]()
$504
This United Airlines deal was found by Cheapflights users on 4/15. 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 5/111:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 5/92:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 4/15![United Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 4/14. 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 5/57:45 pm
PDX
- SJU
2 stops13h 49m
United Airlines
Sun 5/102:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 4/14![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 4/13. 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
1 stop10h 25m
Southwest
Sat 8/296:25 am
SJU
- PDX
2 stops13h 25m
Southwest
Deal found 4/13![Southwest logo]()
$516
This Southwest deal was found by Cheapflights users on 4/12. 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 8/810:45 pm
PDX
- SJU
2 stops15h 20m
Southwest
Thu 8/1310:00 am
SJU
- PDX
2 stops13h 45m
Southwest
Deal found 4/12![Southwest logo]()
$521
This American Airlines deal was found by Cheapflights users on 4/14. 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 6/46:20 am
SJU
- PDX
1 stop20h 03m
American Airlines
Deal found 4/14![American Airlines logo]()
$530
This Southwest deal was found by Cheapflights users on 4/14. 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 5/56:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Sun 5/101:15 pm
SJU
- PDX
2 stops13h 50m
Southwest
Deal found 4/14![Southwest logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/15. 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 4/15![American Airlines logo]()
$532
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 17, 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 17, 2026.
This Southwest deal was found by Cheapflights users on 4/12. 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 9/2310:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Mon 9/285:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/12![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 4/12. 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
Fri 5/82:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 4/12![United Airlines logo]()
$586
This Delta deal was found by Cheapflights users on 4/15. 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.
Sun 7/268:44 pm
PDX
- SJU
2 stops12h 24m
Delta
Fri 7/312:05 pm
SJU
- PDX
1 stop10h 43m
Delta
Deal found 4/15![Delta logo]()
$606
This Southwest deal was found by Cheapflights users on 4/13. 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
Mon 9/215:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 4/13![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 4/12. 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 5/27:15 am
PDX
- SJU
2 stops13h 35m
United Airlines
Sat 5/97:40 am
SJU
- PDX
2 stops13h 04m
United Airlines
Deal found 4/12![United Airlines logo]()
$586
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Sun 5/105:35 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 4/16![Southwest logo]()
$551
This United Airlines deal was found by Cheapflights users on 4/12. 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 5/17:05 pm
PDX
- SJU
2 stops13h 59m
United Airlines
Sat 5/97:40 am
SJU
- PDX
2 stops13h 04m
United Airlines
Deal found 4/12![United Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/15:15 am
PDX
- SJU
1 stop9h 15m
United Airlines
Sat 10/31:05 am
SJU
- PDX
1 stop11h 16m
United Airlines
Deal found 4/12![United Airlines logo]()
$620
This Southwest deal was found by Cheapflights users on 4/15. 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 7/269:20 pm
PDX
- SJU
1 stop12h 05m
Southwest
Thu 7/3010:20 am
SJU
- PDX
2 stops12h 40m
Southwest
Deal found 4/15![Southwest logo]()
$636
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated April 17, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated April 17, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 4/15. 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 5/111:59 pm
PDX
- SJU
1 stop12h 43m
United Airlines
Sat 5/92:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 4/15![United Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 4/14. 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
Mon 5/41:40 pm
SJU
- PDX
1 stop12h 14m
United Airlines
Deal found 4/14![United Airlines logo]()
$504
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Sun 5/105:35 am
SJU
- PDX
2 stops13h 20m
Southwest
Deal found 4/16![Southwest logo]()
$551
This Delta deal was found by Cheapflights users on 4/13. 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 5/411:06 pm
PDX
- SJU
1 stop9h 39m
Delta
Fri 5/81:14 pm
SJU
- PDX
1 stop11h 32m
Delta
Deal found 4/13![Delta logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 5/49:54 am
PDX
- SJU
2 stops24h 21m
Multiple Airlines
Sat 5/164:10 pm
SJU
- PDX
1 stop27h 56m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$544
This United Airlines deal was found by Cheapflights users on 4/14. 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 5/58:04 am
PDX
- SJU
1 stop10h 20m
United Airlines
Sun 5/102:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 4/14![United Airlines logo]()
$513
This Southwest deal was found by Cheapflights users on 4/14. 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 5/56:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Sun 5/101:15 pm
SJU
- PDX
2 stops13h 50m
Southwest
Deal found 4/14![Southwest logo]()
$531
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/611:48 am
PDX
- SJU
2 stops13h 44m
American Airlines
Tue 5/121:31 pm
SJU
- PDX
2 stops13h 17m
American Airlines
Deal found 4/14![American Airlines logo]()
$535
This Southwest deal was found by Cheapflights users on 4/13. 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
1 stop10h 25m
Southwest
Sat 8/296:25 am
SJU
- PDX
2 stops13h 25m
Southwest
Deal found 4/13![Southwest logo]()
$516
This American Airlines deal was found by Cheapflights users on 4/14. 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 5/246:15 am
PDX
- SJU
1 stop14h 44m
American Airlines
Tue 5/265:30 am
SJU
- PDX
1 stop20h 21m
American Airlines
Deal found 4/14![American Airlines logo]()
$553
This American Airlines deal was found by Cheapflights users on 4/14. 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
Sun 6/71:47 pm
SJU
- PDX
1 stop12h 36m
American Airlines
Deal found 4/14![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 17, 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 17, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/14![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 4/14. 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
3 stops34h 28m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$211
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/299:22 am
PDX
- SJU
2 stops30h 37m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$227
This Delta deal was found by Cheapflights users on 4/14. 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 4/277:32 pm
PDX
- SJU
2 stops14h 20m
Delta
Deal found 4/14![Delta logo]()
$248
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
This Delta deal was found by Cheapflights users on 4/13. 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.
Sun 6/2810:55 pm
PDX
- SJU
1 stop9h 49m
Delta
Deal found 4/13![Delta logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 5/19:54 am
PDX
- SJU
3 stops37h 07m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$266
This American Airlines deal was found by Cheapflights users on 4/14. 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 7/1510:57 pm
PDX
- SJU
2 stops13h 50m
American Airlines
Deal found 4/14![American Airlines logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 4/2711:48 am
PDX
- SJU
2 stops35h 13m
Frontier
Deal found 4/14![Frontier logo]()
$271
This Kiwi.com deal was found by Cheapflights users on 4/15. 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 6/156:19 pm
PDX
- SJU
3 stops36h 59m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$274
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 17, 2026.
Round-trip from | $466 (Southwest) |
|---|---|
One-way from | $178 (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 17, 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
Wed 9/23
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Mon 9/28
5:30 am-3:00 pm
1 stop12h 30m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 9/17
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Mon 9/21
5:30 am-3:00 pm
1 stop12h 30m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
7:40 pm-9:05 am
2 stops10h 25m
San Juan Luis Munoz Marin Intl
Sun 5/10
5:35 am-3:55 pm
2 stops13h 20m
$551
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 5/4
7:05 pm-12:04 pm
2 stops13h 59m
San Juan Luis Munoz Marin Intl
Fri 5/8
2:55 pm-10:59 pm
1 stop11h 04m
$586
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/2
7:15 am-11:50 pm
2 stops13h 35m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:40 am-5:44 pm
2 stops13h 04m
$586
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 5/1
7:05 pm-12:04 pm
2 stops13h 59m
San Juan Luis Munoz Marin Intl
Sat 5/9
7:40 am-5:44 pm
2 stops13h 04m
$586
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 7/26
8:44 pm-12:08 pm
2 stops12h 24m
San Juan Luis Munoz Marin Intl
Fri 7/31
2:05 pm-9:48 pm
1 stop10h 43m
$606
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 10/1
5:15 am-5:30 pm
1 stop9h 15m
San Juan Luis Munoz Marin Intl
Sat 10/3
1:05 am-9:21 am
1 stop11h 16m
$620
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 7/26
9:20 pm-12:25 pm
1 stop12h 05m
San Juan Luis Munoz Marin Intl
Thu 7/30
10:20 am-8:00 pm
2 stops12h 40m
$636
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 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?
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 10, 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 17, 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.
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
8.0
Crew
8.6
Entertainment
7.5
Boarding
8.1
Comfort
8.0
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.
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Portland and San Juan flights
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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 17, 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$587 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$399 | Average$629 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$576 | FlexibilityNo cancel fee | On-time63% |