$160+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
May 1 — May 81
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 April 1, 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 1, 2026.
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:30 pm
PDX
- SJU
2 stops24h 29m
Multiple Airlines
Mon 5/47:17 pm
SJU
- PDX
3 stops67h 33m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$443
This Southwest deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Mon 8/315:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 3/30![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 3/29. 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 5/97:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Tue 5/128:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 3/29![Southwest logo]()
$461
This United Airlines deal was found by Cheapflights users on 3/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Mon 4/271:00 am
SJU
- PDX
2 stops13h 46m
United Airlines
Deal found 3/28![United Airlines logo]()
$471
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/216:28 am
PDX
- SJU
1 stop10h 56m
Delta
Sat 4/257:15 am
SJU
- PDX
2 stops18h 06m
Delta
Deal found 4/1![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 3/30. 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 8/1310:45 pm
PDX
- SJU
2 stops12h 00m
Southwest
Thu 8/2011:35 am
SJU
- PDX
2 stops12h 35m
Southwest
Deal found 3/30![Southwest logo]()
$478
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/2111:47 pm
PDX
- SJU
2 stops12h 48m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop14h 02m
American Airlines
Deal found 3/31![American Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 3/31. 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 4/217:25 pm
PDX
- SJU
2 stops12h 10m
Southwest
Mon 5/410:00 am
SJU
- PDX
2 stops15h 40m
Southwest
Deal found 3/31![Southwest logo]()
$506
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/910:40 pm
PDX
- SJU
1 stop11h 17m
American Airlines
Sun 6/146:20 am
SJU
- PDX
1 stop20h 03m
American Airlines
Deal found 3/31![American Airlines logo]()
$509
This Delta deal was found by Cheapflights users on 3/29. 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 10/205:30 am
PDX
- SJU
2 stops15h 26m
Delta
Wed 10/281:06 pm
SJU
- PDX
1 stop11h 21m
Delta
Deal found 3/29![Delta logo]()
$510
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 1, 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 1, 2026.
This Southwest deal was found by Cheapflights users on 3/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/2010:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Sun 9/276:00 am
SJU
- PDX
2 stops11h 05m
Southwest
Deal found 3/27![Southwest logo]()
$446
This United Airlines deal was found by Cheapflights users on 3/31. 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.
Wed 4/298:05 am
PDX
- SJU
1 stop10h 19m
United Airlines
Wed 5/62:55 pm
SJU
- PDX
1 stop11h 04m
United Airlines
Deal found 3/31![United Airlines logo]()
$476
This Delta deal was found by Cheapflights users on 3/31. 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 6/98:42 pm
PDX
- SJU
2 stops13h 12m
Delta
Thu 6/182:04 pm
SJU
- PDX
1 stop10h 46m
Delta
Deal found 3/31![Delta logo]()
$566
This Southwest deal was found by Cheapflights users on 3/29. 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 8/1811:30 pm
PDX
- SJU
2 stops11h 05m
Southwest
Tue 8/255:15 am
SJU
- PDX
2 stops12h 45m
Southwest
Deal found 3/29![Southwest logo]()
$446
This Southwest deal was found by Cheapflights users on 3/28. 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.
Mon 8/1010:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Fri 8/145:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 3/28![Southwest logo]()
$478
This United Airlines deal was found by Cheapflights users on 3/28. 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 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
Sun 5/33:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 3/28![United Airlines logo]()
$539
This United Airlines deal was found by Cheapflights users on 3/27. 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 9/287:44 pm
PDX
- SJU
2 stops13h 50m
United Airlines
Wed 9/301:05 am
SJU
- PDX
2 stops13h 53m
United Airlines
Deal found 3/27![United Airlines logo]()
$600
This Southwest deal was found by Cheapflights users on 4/1. 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 8/510:45 pm
PDX
- SJU
2 stops12h 00m
Southwest
Mon 8/106:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 4/1![Southwest logo]()
$566
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated April 1, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/28. 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.
Mon 4/1311:40 pm
PDX
- SJU
2 stops12h 12m
American Airlines
Mon 4/206:45 am
SJU
- PDX
1 stop20h 09m
American Airlines
Deal found 3/28![American Airlines logo]()
$526
This eDestinos deal was found by Cheapflights users on 3/31. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:30 pm
PDX
- SJU
2 stops24h 29m
Multiple Airlines
Mon 5/47:17 pm
SJU
- PDX
3 stops67h 33m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$443
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:00 am
PDX
- SJU
1 stop13h 59m
Delta
Fri 4/242:03 pm
SJU
- PDX
1 stop10h 39m
Delta
Deal found 4/1![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 3/31. 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 4/2111:47 pm
PDX
- SJU
2 stops12h 48m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop14h 02m
American Airlines
Deal found 3/31![American Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 3/31. 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 4/217:25 pm
PDX
- SJU
2 stops12h 10m
Southwest
Mon 5/410:00 am
SJU
- PDX
2 stops15h 40m
Southwest
Deal found 3/31![Southwest logo]()
$506
This United Airlines deal was found by Cheapflights users on 3/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/2611:15 pm
PDX
- SJU
1 stop11h 30m
United Airlines
Mon 4/271:00 am
SJU
- PDX
2 stops13h 46m
United Airlines
Deal found 3/28![United Airlines logo]()
$471
This Southwest deal was found by Cheapflights users on 3/31. 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 4/286:30 am
PDX
- SJU
2 stops13h 10m
Southwest
Tue 5/55:05 am
SJU
- PDX
2 stops18h 55m
Southwest
Deal found 3/31![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/295:45 am
PDX
- SJU
2 stops14h 28m
Delta
Wed 5/66:15 am
SJU
- PDX
2 stops15h 37m
Delta
Deal found 4/1![Delta logo]()
$521
This American Airlines deal was found by Cheapflights users on 3/31. 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 5/412:59 am
PDX
- SJU
2 stops14h 11m
American Airlines
Tue 5/1212:53 pm
SJU
- PDX
2 stops13h 55m
American Airlines
Deal found 3/31![American Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 3/29. 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 5/97:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Tue 5/128:10 am
SJU
- PDX
2 stops14h 05m
Southwest
Deal found 3/29![Southwest logo]()
$461
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 1, 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 1, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 4/1512:28 pm
PDX
- SJU
2 stops32h 01m
Frontier
Deal found 3/31![Frontier logo]()
$160
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 stops32h 51m
Frontier
Deal found 3/30![Frontier logo]()
$162
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 stops27h 44m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$188
This Kiwi.com deal was found by Cheapflights users on 3/30. 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 4/1512:28 pm
PDX
- SJU
3 stops33h 30m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$192
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 6/15:31 pm
PDX
- SJU
2 stops27h 28m
Frontier
Deal found 3/29![Frontier logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/2912:35 pm
PDX
- SJU
2 stops38h 49m
Frontier
Deal found 3/29![Frontier logo]()
$207
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 5/3012:35 pm
PDX
- SJU
2 stops36h 26m
Frontier
Deal found 3/29![Frontier logo]()
$214
This Southwest deal was found by Cheapflights users on 3/29. 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 8/1110:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Deal found 3/29![Southwest logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 6/55:31 pm
PDX
- SJU
2 stops27h 28m
Frontier
Deal found 3/29![Frontier logo]()
$225
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 6/45:31 pm
PDX
- SJU
2 stops27h 28m
Frontier
Deal found 3/29![Frontier logo]()
$227
This United Airlines deal was found by Cheapflights users on 3/30. 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 4/275:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Deal found 3/30![United Airlines logo]()
$238
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 1, 2026.
Round-trip from | $443 (eDestinos) |
|---|---|
One-way from | $160 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $566 |
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 1, 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
Sun 9/20
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Sun 9/27
6:00 am-2:05 pm
2 stops11h 05m
$446
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 8/18
11:30 pm-1:35 pm
2 stops11h 05m
San Juan Luis Munoz Marin Intl
Tue 8/25
5:15 am-3:00 pm
2 stops12h 45m
$446
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 4/29
8:05 am-9:24 pm
1 stop10h 19m
San Juan Luis Munoz Marin Intl
Wed 5/6
2:55 pm-10:59 pm
1 stop11h 04m
$476
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/10
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Fri 8/14
5:30 am-3:00 pm
1 stop12h 30m
$478
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
11:15 pm-1:45 pm
1 stop11h 30m
San Juan Luis Munoz Marin Intl
Sun 5/3
3:56 pm-11:55 pm
1 stop10h 59m
$539
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/9
8:42 pm-12:54 pm
2 stops13h 12m
San Juan Luis Munoz Marin Intl
Thu 6/18
2:04 pm-9:50 pm
1 stop10h 46m
$566
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Wed 8/5
10:45 pm-1:45 pm
2 stops12h 00m
San Juan Luis Munoz Marin Intl
Mon 8/10
6:30 am-4:35 pm
2 stops13h 05m
$566
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 9/28
7:44 pm-12:34 pm
2 stops13h 50m
San Juan Luis Munoz Marin Intl
Wed 9/30
1:05 am-11:58 am
2 stops13h 53m
$600
Cheapest one-way
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 4/27
5:10 am-11:40 pm
2 stops15h 30m
$223
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 8/18
10:45 pm-12:50 pm
1 stop11h 05m
$223
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 March 13, 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 $185). 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 April 1, 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.
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Entertainment
7.5
Overall
8.0
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
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Top 5 airlines flying from Portland to San Juan
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| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$492 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$586 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$399 | Average$627 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$576 | FlexibilityNo cancel fee | On-time63% |