$161+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Sep 25 — Oct 21
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San Juan with Cheapflights
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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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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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Best
Last-minute
One-way
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 August 26, 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 August 26, 2026.
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Fri 10/2310:55 pm -
2 stops13h 06m
Thu 10/296:00 am -
1 stop20h 39m
Deal found 8/26![American Airlines logo]()
$322
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 9/2611:08 pm -
2 stops13h 32m
Sat 10/317:30 am -
1 stop17h 23m
Deal found 8/22![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 8/23. 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 11/35:14 am -
2 stops13h 25m
Wed 11/48:30 am -
1 stop17h 29m
Deal found 8/23![American Airlines logo]()
$409
This Trip.com deal was found by Cheapflights users on 8/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:56 pm -
2 stops19h 53m
Sat 9/126:42 pm -
2 stops20h 01m
Deal found 8/22![Frontier logo]()
$413
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Thu 11/129:50 pm -
1 stop14h 02m
Tue 11/177:30 am -
1 stop20h 29m
Deal found 8/26![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/3012:01 pm -
2 stops18h 23m
Fri 10/92:27 pm -
1 stop11h 38m
Deal found 8/24![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/193:00 pm -
2 stops15h 24m
Sun 9/276:00 am -
2 stops13h 54m
Deal found 8/25![American Airlines logo]()
$444
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 12/25:00 am -
2 stops12h 38m
Mon 12/78:30 am -
1 stop17h 29m
Deal found 8/24![American Airlines logo]()
$449
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 9/2511:08 pm -
2 stops13h 32m
Tue 9/292:22 pm -
1 stop12h 06m
Deal found 8/24![American Airlines logo]()
$454
This Delta deal was found by Cheapflights users on 8/25. 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 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 8/25![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Thu 10/111:08 pm -
2 stops11h 49m
Sat 10/317:30 am -
1 stop17h 23m
Deal found 8/26![American Airlines logo]()
$489
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 August 26, 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 August 26, 2026.
This Delta deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/265:45 pm -
2 stops15h 20m
Wed 2/37:00 am -
2 stops13h 24m
Deal found 8/21![Delta logo]()
$466
This American Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/36:28 am -
2 stops13h 31m
Tue 2/92:52 pm -
2 stops13h 00m
Deal found 8/21![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/2610:33 pm -
1 stop10h 24m
Sat 10/311:21 pm -
1 stop10h 52m
Deal found 8/24![United Airlines logo]()
$556
This Southwest deal was found by Cheapflights users on 8/23. 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.
Thu 12/106:00 am -
2 stops13h 20m
Mon 12/214:20 pm -
2 stops12h 10m
Deal found 8/23![Southwest logo]()
$566
This Delta deal was found by Cheapflights users on 8/24. 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.
Fri 10/238:44 pm -
2 stops14h 05m
Thu 10/2912:55 pm -
2 stops14h 04m
Deal found 8/24![Delta logo]()
$466
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/147:21 pm -
2 stops13h 54m
Mon 12/212:21 pm -
1 stop10h 55m
Deal found 8/21![United Airlines logo]()
$647
This Delta deal was found by Cheapflights users on 8/25. 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.
Tue 2/96:15 am -
2 stops13h 35m
Tue 2/167:30 am -
2 stops16h 53m
Deal found 8/25![Delta logo]()
$656
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/53:43 pm -
2 stops20h 01m
Fri 9/111:00 am -
3 stops20h 25m
Deal found 8/25![United Airlines logo]()
$814
This Delta deal was found by Cheapflights users on 8/24. 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.
Sat 9/55:30 am -
2 stops13h 59m
Sat 9/122:50 pm -
1 stop9h 57m
Deal found 8/24![Delta logo]()
$746
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:00 am -
2 stops12h 38m
Wed 9/97:00 am -
2 stops16h 47m
Deal found 8/21![United Airlines logo]()
$826
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/86:15 am -
2 stops13h 40m
Mon 1/182:15 pm -
2 stops13h 17m
Deal found 8/26![Delta logo]()
$826
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated August 26, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated August 26, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 8/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:56 pm -
2 stops19h 53m
Sat 9/126:42 pm -
2 stops20h 01m
Deal found 8/22![Frontier logo]()
$413
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Sat 9/193:00 pm -
2 stops15h 24m
Sun 9/276:00 am -
2 stops13h 54m
Deal found 8/25![American Airlines logo]()
$444
This United Airlines deal was found by Cheapflights users on 8/25. 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 9/195:00 am -
1 stop9h 38m
Sun 9/272:00 pm -
1 stop11h 53m
Deal found 8/25![United Airlines logo]()
$496
This American Airlines deal was found by Cheapflights users on 8/26. 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.
Sun 9/2011:08 pm -
2 stops12h 42m
Tue 9/2911:51 am -
2 stops14h 32m
Deal found 8/26![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/25. 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.
Thu 9/2410:33 pm -
1 stop12h 12m
Thu 10/12:00 pm -
1 stop10h 10m
Deal found 8/25![United Airlines logo]()
$491
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 9/2511:08 pm -
2 stops13h 32m
Tue 9/292:22 pm -
1 stop12h 06m
Deal found 8/24![American Airlines logo]()
$454
This United Airlines deal was found by Cheapflights users on 8/24. 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.
Fri 9/256:55 pm -
2 stops14h 02m
Mon 9/281:00 am -
2 stops13h 33m
Deal found 8/24![United Airlines logo]()
$466
This American Airlines deal was found by Cheapflights users on 8/22. 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.
Sat 9/2611:08 pm -
2 stops13h 32m
Sat 10/317:30 am -
1 stop17h 23m
Deal found 8/22![American Airlines logo]()
$394
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Wed 9/3012:01 pm -
2 stops18h 23m
Fri 10/92:27 pm -
1 stop11h 38m
Deal found 8/24![American Airlines logo]()
$419
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 August 26, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated August 26, 2026.
This Southwest deal was found by Cheapflights users on 8/26. 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.
Sun 9/2010:45 pm -
1 stop12h 45m
Deal found 8/26![Southwest logo]()
$161
This Delta deal was found by Cheapflights users on 8/26. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/27:36 pm -
2 stops12h 24m
Deal found 8/26![Delta logo]()
$233
This American Airlines deal was found by Cheapflights users on 8/24. 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.
Sat 1/27:10 am -
1 stop12h 46m
Deal found 8/24![American Airlines logo]()
$253
This Kiwi.com deal was found by Cheapflights users on 8/25. 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 8/3112:20 pm -
2 stops39h 24m
Deal found 8/25![Frontier logo]()
$263
This United Airlines deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/17:10 am -
1 stop10h 16m
Deal found 8/21![United Airlines logo]()
$278
This Southwest deal was found by Cheapflights users on 8/24. 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.
Wed 2/106:50 am -
2 stops12h 15m
Deal found 8/24![Southwest logo]()
$283
This American Airlines deal was found by Cheapflights users on 8/25. 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.
Mon 11/305:00 am -
1 stop15h 13m
Deal found 8/25![American Airlines logo]()
$293
This Delta deal was found by Cheapflights users on 8/25. 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 12/27:38 pm -
2 stops14h 15m
Deal found 8/25![Delta logo]()
$298
This Trip.com deal was found by Cheapflights users on 8/22. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/104:35 pm -
2 stops15h 18m
Deal found 8/22![Frontier logo]()
$302
This Southwest deal was found by Cheapflights users on 8/25. 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.
Tue 12/16:30 am -
2 stops11h 20m
Deal found 8/25![Southwest logo]()
$303
This United Airlines deal was found by Cheapflights users on 8/25. 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 11/307:15 pm -
2 stops14h 00m
Deal found 8/25![United Airlines logo]()
$325
This Southwest deal was found by Cheapflights users on 8/25. 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 11/305:10 pm -
2 stops14h 30m
Deal found 8/25![Southwest logo]()
$333
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 August 26, 2026.
Round-trip from | $322 (American Airlines) |
|---|---|
One-way from | $161 (Southwest) |
Popular in | December |
Cheapest in | September |
Average price | $478 |
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 7,457,451 searches. Data last updated August 26, 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 Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 1/26
5:45 pm-1:05 pm
2 stops15h 20m
San Juan Luis Munoz Marin Intl
Wed 2/3
7:00 am-4:24 pm
2 stops13h 24m
$466
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 10/23
8:44 pm-1:49 pm
2 stops14h 05m
San Juan Luis Munoz Marin Intl
Thu 10/29
12:55 pm-11:59 pm
2 stops14h 04m
$466
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 2/3
6:28 am-11:59 pm
2 stops13h 31m
San Juan Luis Munoz Marin Intl
Tue 2/9
2:52 pm-11:52 pm
2 stops13h 00m
$511
Quickest round-trip
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 9/26
10:33 pm-11:57 am
1 stop10h 24m
San Juan Luis Munoz Marin Intl
Sat 10/31
1:21 pm-9:13 pm
1 stop10h 52m
$556
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Thu 12/10
6:00 am-11:20 pm
2 stops13h 20m
San Juan Luis Munoz Marin Intl
Mon 12/21
4:20 pm-12:30 am
2 stops12h 10m
$566
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 12/14
7:21 pm-1:15 pm
2 stops13h 54m
San Juan Luis Munoz Marin Intl
Mon 12/21
2:21 pm-9:16 pm
1 stop10h 55m
$647
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Tue 2/9
6:15 am-11:50 pm
2 stops13h 35m
San Juan Luis Munoz Marin Intl
Tue 2/16
7:30 am-8:23 pm
2 stops16h 53m
$656
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 9/5
5:30 am-10:29 pm
2 stops13h 59m
San Juan Luis Munoz Marin Intl
Sat 9/12
2:50 pm-9:47 pm
1 stop9h 57m
$746
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 9/5
3:43 pm-2:44 pm
2 stops20h 01m
San Juan Luis Munoz Marin Intl
Fri 9/11
1:00 am-6:25 pm
3 stops20h 25m
$814
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sat 9/5
5:00 am-8:38 pm
2 stops12h 38m
San Juan Luis Munoz Marin Intl
Wed 9/9
7:00 am-8:47 pm
2 stops16h 47m
$826
Showing 1-10 of 20 resultsSorted by cheapest first
Best time to book a flight from Portland to San Juan
Have a flexible travel schedule? Discover the best time to fly to San Juan from Portland with our price prediction graph.
PDX-PR1
PDX-SJU
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Portland to San Juan
PDX-PR1
PDX-SJU
What is the cheapest month to book a flight from Portland to San Juan?
Currently, September is the cheapest month in which you can book a flight from Portland to San Juan (average of $466). Flying from Portland to San Juan in December is currently the most expensive (average of $736). 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?
Airfare is below average for this route at the moment.
Portland to San Juan flights typically cost between $466 and $580 in October.The cheapest round-trip price found within the last 5 days was $322 on American Airlines (Oct 23-Oct 29).
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 44 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 August 26, 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.
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Food
7.0
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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Top 4 airlines flying from Portland to San Juan
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$466 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$498 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$590 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$419 | Average$638 | FlexibilityNo cancel fee | On-time71% |