$159+ 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Sep 20 — Sep 271
Round-trip
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
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 21, 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 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/236:09 pm -
2 stops14h 11m
Thu 10/2912:41 pm -
2 stops14h 14m
Deal found 8/19![American Airlines logo]()
$322
This Trip.com deal was found by Cheapflights users on 8/17. 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.
Tue 9/15:56 pm -
2 stops22h 42m
Sat 9/512:11 pm -
2 stops27h 41m
Deal found 8/17![Frontier logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/306:09 pm -
2 stops14h 11m
Sat 11/78:25 am -
2 stops13h 23m
Deal found 8/19![American Airlines logo]()
$414
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/911:08 pm -
2 stops13h 32m
Tue 9/222:22 pm -
1 stop12h 06m
Deal found 8/19![American Airlines logo]()
$419
This American Airlines deal was found by Cheapflights users on 8/19. 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 10/317:05 am -
1 stop12h 52m
Mon 12/71:18 pm -
2 stops14h 23m
Deal found 8/19![American Airlines logo]()
$444
This Trip.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/1112:38 pm -
2 stops17h 57m
Sat 9/122:57 am -
2 stops35h 46m
Deal found 8/19![Frontier logo]()
$446
This Trip.com deal was found by Cheapflights users on 8/19. 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.
Fri 8/286:17 pm -
2 stops28h 58m
Sun 8/309:16 am -
2 stops34h 55m
Deal found 8/19![Frontier logo]()
$454
This Trip.com deal was found by Cheapflights users on 8/18. 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.
Fri 8/2112:20 pm -
2 stops34h 55m
Mon 8/243:10 am -
2 stops41h 01m
Deal found 8/18![Frontier logo]()
$467
This Trip.com deal was found by Cheapflights users on 8/17. 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.
Fri 10/303:47 pm -
2 stops18h 29m
Fri 11/63:55 am -
2 stops40h 40m
Deal found 8/17![Frontier logo]()
$478
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/1711:08 pm -
2 stops13h 32m
Thu 9/242:22 pm -
1 stop12h 06m
Deal found 8/20![American Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1010:45 pm -
1 stop12h 45m
Tue 9/291:20 pm -
2 stops11h 55m
Deal found 8/17![Southwest logo]()
$496
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 21, 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 21, 2026.
This American Airlines deal was found by Cheapflights users on 8/20. 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 1/267:30 am -
2 stops12h 29m
Wed 2/36:50 am -
1 stop10h 56m
Deal found 8/20![American Airlines logo]()
$322
This United Airlines deal was found by Cheapflights users on 8/15. 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 9/257:29 pm -
2 stops14h 05m
Sat 10/32:00 pm -
1 stop10h 10m
Deal found 8/15![United Airlines logo]()
$506
This Delta deal was found by Cheapflights users on 8/18. 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 12/75:47 pm -
2 stops15h 18m
Fri 12/184:19 pm -
1 stop11h 28m
Deal found 8/18![Delta logo]()
$506
This Southwest deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/1110:45 pm -
2 stops12h 15m
Sun 9/139:25 pm -
2 stops17h 15m
Deal found 8/19![Southwest logo]()
$521
This Delta deal was found by Cheapflights users on 8/20. 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 1/135:45 pm -
2 stops19h 05m
Fri 1/227:30 am -
2 stops16h 53m
Deal found 8/20![Delta logo]()
$536
This United Airlines deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/87:00 am -
1 stop10h 00m
Fri 11/132:21 pm -
1 stop10h 52m
Deal found 8/20![United Airlines logo]()
$596
This Southwest deal was found by Cheapflights users on 8/20. 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 8/20![Southwest logo]()
$606
This United Airlines deal was found by Cheapflights users on 8/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/286:55 pm -
2 stops14h 02m
Sun 10/41:00 am -
2 stops15h 15m
Deal found 8/16![United Airlines logo]()
$596
This Southwest deal was found by Cheapflights users on 8/20. 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 9/96:45 am -
2 stops12h 20m
Wed 9/161:20 pm -
2 stops11h 55m
Deal found 8/20![Southwest logo]()
$606
This United Airlines deal was found by Cheapflights users on 8/19. 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 8/19![United Airlines logo]()
$734
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated August 21, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated August 21, 2026 and is based on user searches.
This Trip.com deal was found by Cheapflights users on 8/18. 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.
Fri 8/2112:20 pm -
2 stops34h 55m
Mon 8/243:10 am -
2 stops41h 01m
Deal found 8/18![Frontier logo]()
$467
This Trip.com deal was found by Cheapflights users on 8/19. 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.
Fri 8/286:17 pm -
2 stops28h 58m
Sun 8/309:16 am -
2 stops34h 55m
Deal found 8/19![Frontier logo]()
$454
This Trip.com deal was found by Cheapflights users on 8/17. 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.
Tue 9/15:56 pm -
2 stops22h 42m
Sat 9/512:11 pm -
2 stops27h 41m
Deal found 8/17![Frontier logo]()
$408
This American Airlines deal was found by Cheapflights users on 8/19. 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 9/911:08 pm -
2 stops13h 32m
Tue 9/222:22 pm -
1 stop12h 06m
Deal found 8/19![American Airlines logo]()
$419
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1010:45 pm -
1 stop12h 45m
Tue 9/291:20 pm -
2 stops11h 55m
Deal found 8/17![Southwest logo]()
$496
This Trip.com deal was found by Cheapflights users on 8/19. 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.
Fri 9/1112:38 pm -
2 stops17h 57m
Sat 9/122:57 am -
2 stops35h 46m
Deal found 8/19![Frontier logo]()
$446
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/1711:08 pm -
2 stops13h 32m
Thu 9/242:22 pm -
1 stop12h 06m
Deal found 8/20![American Airlines logo]()
$489
This Southwest deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:35 pm -
2 stops10h 50m
Tue 9/221:20 pm -
2 stops11h 55m
Deal found 8/20![Southwest logo]()
$501
This Delta deal was found by Cheapflights users on 8/18. 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 9/2512:25 am -
2 stops13h 24m
Tue 10/67:15 am -
2 stops17h 41m
Deal found 8/18![Delta logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/19. 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 8/19![American Airlines logo]()
$414
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 21, 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 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/2612:25 pm -
2 stops23h 17m
Deal found 8/18![Frontier logo]()
$159
This American Airlines deal was found by Cheapflights users on 8/20. 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 11/15:00 am -
1 stop15h 16m
Deal found 8/20![American Airlines logo]()
$161
This American Airlines deal was found by Cheapflights users on 8/20. 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 1/235:25 am -
1 stop14h 51m
Deal found 8/20![American Airlines logo]()
$162
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/289:44 pm -
1 stop10h 36m
Deal found 8/18![American Airlines logo]()
$166
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:02 pm -
2 stops23h 40m
Deal found 8/18![Frontier logo]()
$195
This Kiwi.com deal was found by Cheapflights users on 8/17. 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 9/55:56 pm -
2 stops19h 53m
Deal found 8/17![Frontier logo]()
$196
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/46:17 pm -
2 stops28h 58m
Deal found 8/20![Frontier logo]()
$206
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/276:30 am -
2 stops12h 39m
Deal found 8/18![American Airlines logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:56 pm -
2 stops38h 10m
Deal found 8/17![Frontier logo]()
$212
This American Airlines deal was found by Cheapflights users on 8/18. 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 10/2511:49 pm -
2 stops19h 13m
Deal found 8/18![American Airlines logo]()
$213
This Southwest deal was found by Cheapflights users on 8/17. 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 9/165:50 am -
2 stops12h 10m
Deal found 8/17![Southwest logo]()
$248
This American Airlines deal was found by Cheapflights users on 8/17. 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 8/17![American Airlines logo]()
$253
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 21, 2026.
Round-trip from | $322 (American Airlines) |
|---|---|
One-way from | $159 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $516 |
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 21, 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
7:30 am-11:59 pm
2 stops12h 29m
San Juan Luis Munoz Marin Intl
Wed 2/3
6:50 am-1:46 pm
1 stop10h 56m
$322
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 9/25
7:29 pm-12:34 pm
2 stops14h 05m
San Juan Luis Munoz Marin Intl
Sat 10/3
2:00 pm-9:10 pm
1 stop10h 10m
$506
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 12/7
5:47 pm-1:05 pm
2 stops15h 18m
San Juan Luis Munoz Marin Intl
Fri 12/18
4:19 pm-11:47 pm
1 stop11h 28m
$506
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Fri 9/11
10:45 pm-2:00 pm
2 stops12h 15m
San Juan Luis Munoz Marin Intl
Sun 9/13
9:25 pm-11:40 am
2 stops17h 15m
$521
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 1/13
5:45 pm-4:50 pm
2 stops19h 05m
San Juan Luis Munoz Marin Intl
Fri 1/22
7:30 am-8:23 pm
2 stops16h 53m
$536
Quickest round-trip
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Sun 11/8
7:00 am-9:00 pm
1 stop10h 00m
San Juan Luis Munoz Marin Intl
Fri 11/13
2:21 pm-9:13 pm
1 stop10h 52m
$596
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Mon 9/28
6:55 pm-11:57 am
2 stops14h 02m
San Juan Luis Munoz Marin Intl
Sun 10/4
1:00 am-1:15 pm
2 stops15h 15m
$596
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
$606
PortlandSan Juan
PDX Portland - SJU San Juan Luis Munoz Marin Intl
PDXSJU
Portland
Wed 9/9
6:45 am-10:05 pm
2 stops12h 20m
San Juan Luis Munoz Marin Intl
Wed 9/16
1:20 pm-10:15 pm
2 stops11h 55m
$606
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
$734
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 March is currently the most expensive (average of $732). 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 $464 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 43 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 21, 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.
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Comfort
8.0
Overall
8.0
Boarding
8.1
Entertainment
7.5
Food
7.0
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$488 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$419 | Average$589 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$419 | Average$638 | FlexibilityNo cancel fee | On-time71% |