$140+ 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 5/2. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Apr 24 — May 11
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 March 25, 2026.
Explore the most affordable flight options available from Portland to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 25, 2026.
This Southwest deal was found by Cheapflights users on 3/20. 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 8/1310:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Thu 8/205:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 3/20![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 3/24. 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.
Tue 4/145:45 am
PDX
- SJU
2 stops14h 27m
Delta
Wed 4/222:03 pm
SJU
- PDX
1 stop10h 39m
Delta
Deal found 3/24![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 3/24. 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.
Mon 8/177:35 pm
PDX
- SJU
2 stops12h 25m
Southwest
Mon 8/246:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 3/24![Southwest logo]()
$478
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/2012:59 am
PDX
- SJU
1 stop10h 43m
American Airlines
Mon 5/45:45 am
SJU
- PDX
1 stop21h 08m
American Airlines
Deal found 3/25![American Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 3/20. 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.
Mon 7/277:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Sun 8/25:20 am
SJU
- PDX
1 stop12h 00m
Southwest
Deal found 3/20![Southwest logo]()
$506
This American Airlines deal was found by Cheapflights users on 3/23. 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 7/2810:57 pm
PDX
- SJU
2 stops12h 13m
American Airlines
Mon 8/32:25 pm
SJU
- PDX
1 stop12h 04m
American Airlines
Deal found 3/23![American Airlines logo]()
$507
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 5/510:28 pm
PDX
- SJU
1 stop16h 42m
American Airlines
Tue 5/123:08 pm
SJU
- PDX
1 stop11h 48m
American Airlines
Deal found 3/24![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 3/24. 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 7/225:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Sat 8/17:00 am
SJU
- PDX
1 stop19h 29m
American Airlines
Deal found 3/24![American Airlines logo]()
$515
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 4/1411:23 pm
PDX
- SJU
1 stop13h 12m
American Airlines
Tue 4/215:45 am
SJU
- PDX
1 stop21h 08m
American Airlines
Deal found 3/24![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 3/20. 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 6/3010:59 pm
PDX
- SJU
2 stops12h 07m
American Airlines
Tue 7/147:00 am
SJU
- PDX
1 stop19h 29m
American Airlines
Deal found 3/20![American Airlines logo]()
$535
Best flights from Portland to San JuanDiscover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 25, 2026.
Discover carefully curated flight deals from Portland to San Juan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 25, 2026.
This Southwest deal was found by Cheapflights users on 3/20. 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 8/1310:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Thu 8/2011:35 am
SJU
- PDX
2 stops12h 35m
Southwest
Deal found 3/20![Southwest logo]()
$446
This Delta deal was found by Cheapflights users on 3/24. 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.
Tue 6/98:42 pm
PDX
- SJU
2 stops13h 12m
Delta
Thu 6/182:04 pm
SJU
- PDX
1 stop10h 46m
Delta
Deal found 3/24![Delta logo]()
$510
This United Airlines deal was found by Cheapflights users on 3/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/105:00 am
PDX
- SJU
2 stops12h 34m
United Airlines
Wed 5/133:56 pm
SJU
- PDX
1 stop10h 59m
United Airlines
Deal found 3/23![United Airlines logo]()
$510
This Southwest deal was found by Cheapflights users on 3/20. 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.
Mon 8/1710:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Mon 8/245:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 3/20![Southwest logo]()
$478
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2811:12 pm
PDX
- SJU
1 stop11h 08m
Delta
Tue 6/27:30 am
SJU
- PDX
2 stops15h 41m
Delta
Deal found 3/23![Delta logo]()
$510
This Delta deal was found by Cheapflights users on 3/24. 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 6/55:51 pm
PDX
- SJU
2 stops16h 29m
Delta
Tue 6/92:04 pm
SJU
- PDX
1 stop10h 46m
Delta
Deal found 3/24![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 3/20. 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.
Mon 7/277:40 pm
PDX
- SJU
2 stops12h 50m
Southwest
Sun 8/25:00 am
SJU
- PDX
2 stops12h 05m
Southwest
Deal found 3/20![Southwest logo]()
$526
This Southwest deal was found by Cheapflights users on 3/24. 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.
Fri 6/511:00 am
PDX
- SJU
2 stops11h 20m
Southwest
Tue 6/95:30 am
SJU
- PDX
2 stops12h 55m
Southwest
Deal found 3/24![Southwest logo]()
$538
This Delta deal was found by Cheapflights users on 3/23. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/2811:15 pm
PDX
- SJU
1 stop10h 37m
Delta
Tue 5/52:03 pm
SJU
- PDX
2 stops12h 53m
Delta
Deal found 3/23![Delta logo]()
$556
This Southwest deal was found by Cheapflights users on 3/20. 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 7/237:40 pm
PDX
- SJU
2 stops12h 05m
Southwest
Sat 8/15:00 am
SJU
- PDX
1 stop17h 40m
Southwest
Deal found 3/20![Southwest logo]()
$558
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated March 25, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated March 25, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 3/25. 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.
Wed 4/16:40 am
PDX
- SJU
2 stops13h 18m
American Airlines
Wed 4/1511:38 am
SJU
- PDX
2 stops14h 18m
American Airlines
Deal found 3/25![American Airlines logo]()
$561
This American Airlines deal was found by Cheapflights users on 3/21. 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.
Sat 4/1111:40 pm
PDX
- SJU
1 stop12h 02m
American Airlines
Sat 4/183:10 pm
SJU
- PDX
1 stop11h 47m
American Airlines
Deal found 3/21![American Airlines logo]()
$573
This Delta deal was found by Cheapflights users on 3/24. 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.
Tue 4/145:45 am
PDX
- SJU
2 stops14h 27m
Delta
Wed 4/222:03 pm
SJU
- PDX
1 stop10h 39m
Delta
Deal found 3/24![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 4/1411:23 pm
PDX
- SJU
1 stop13h 12m
American Airlines
Tue 4/215:45 am
SJU
- PDX
1 stop21h 08m
American Airlines
Deal found 3/24![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 3/25. 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 4/2012:59 am
PDX
- SJU
2 stops14h 11m
American Airlines
Mon 5/411:59 pm
SJU
- PDX
1 stop14h 02m
American Airlines
Deal found 3/25![American Airlines logo]()
$493
This Southwest deal was found by Cheapflights users on 3/24. 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.
Sat 4/257:40 pm
PDX
- SJU
2 stops10h 25m
Southwest
Sat 5/911:15 am
SJU
- PDX
2 stops13h 50m
Southwest
Deal found 3/24![Southwest logo]()
$478
This American Airlines deal was found by Cheapflights users on 3/24. 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 4/2510:28 pm
PDX
- SJU
1 stop9h 25m
American Airlines
Sat 5/911:38 am
SJU
- PDX
1 stop12h 25m
American Airlines
Deal found 3/24![American Airlines logo]()
$557
This American Airlines deal was found by Cheapflights users on 3/23. 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.
Thu 4/301:09 pm
PDX
- SJU
2 stops12h 23m
American Airlines
Mon 5/45:45 am
SJU
- PDX
1 stop21h 08m
American Airlines
Deal found 3/23![American Airlines logo]()
$510
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Thu 4/301:09 pm
PDX
- SJU
2 stops12h 23m
American Airlines
Tue 5/512:53 pm
SJU
- PDX
2 stops14h 04m
American Airlines
Deal found 3/24![American Airlines logo]()
$538
One-way flights from Portland to San JuanSearch for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated March 25, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:27 pm
PDX
- SJU
2 stops19h 12m
Frontier
Deal found 3/23![Frontier logo]()
$140
This Kiwi.com deal was found by Cheapflights users on 3/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/311:58 am
PDX
- SJU
2 stops33h 53m
Frontier
Deal found 3/21![Frontier logo]()
$222
This Southwest deal was found by Cheapflights users on 3/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/36:00 am
PDX
- SJU
2 stops12h 30m
Southwest
Deal found 3/22![Southwest logo]()
$223
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/212:27 pm
PDX
- SJU
3 stops27h 55m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$231
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Tue 4/2111:23 pm
PDX
- SJU
1 stop18h 28m
American Airlines
Deal found 3/24![American Airlines logo]()
$238
This United Airlines deal was found by Cheapflights users on 3/23. 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 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 stops14h 29m
United Airlines
Deal found 3/23![United Airlines logo]()
$255
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Wed 7/225:49 am
PDX
- SJU
1 stop14h 10m
American Airlines
Deal found 3/20![American Airlines logo]()
$260
This Kiwi.com deal was found by Cheapflights users on 3/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:45 pm
PDX
- SJU
3 stops30h 58m
Multiple Airlines
Deal found 3/23![Multiple Airlines logo]()
$276
This American Airlines deal was found by Cheapflights users on 3/24. 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.
Sun 6/2812:40 am
PDX
- SJU
1 stop19h 59m
American Airlines
Deal found 3/24![American Airlines logo]()
$280
This Kiwi.com deal was found by Cheapflights users on 3/20. 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.
Sun 4/196:25 pm
PDX
- SJU
3 stops28h 36m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$289
This Delta deal was found by Cheapflights users on 3/24. 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.
Wed 4/811:40 am
PDX
- SJU
1 stop8h 35m
Delta
Deal found 3/24![Delta logo]()
$318
This American Airlines deal was found by Cheapflights users on 3/20. 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.
Wed 4/811:47 pm
PDX
- SJU
2 stops12h 48m
American Airlines
Deal found 3/20![American Airlines logo]()
$323
Find flight deals from Portland to San Juan
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to San Juan (PR1). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 25, 2026.
Round-trip from | $446 (Southwest) |
|---|---|
One-way from | $140 (Kiwi.com) |
Popular in | December |
Cheapest in | October |
Average price | $683 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to San Juan that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 25, 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
Thu 8/13
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Thu 8/20
11:35 am-9:10 pm
2 stops12h 35m
$446
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/17
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Mon 8/24
5:30 am-3:00 pm
1 stop12h 30m
$478
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
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 5/10
5:00 am-8:34 pm
2 stops12h 34m
San Juan Luis Munoz Marin Intl
Wed 5/13
3:56 pm-11:55 pm
1 stop10h 59m
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 5/28
11:12 pm-1:20 pm
1 stop11h 08m
San Juan Luis Munoz Marin Intl
Tue 6/2
7:30 am-8:11 pm
2 stops15h 41m
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 6/5
5:51 pm-1:20 pm
2 stops16h 29m
San Juan Luis Munoz Marin Intl
Tue 6/9
2:04 pm-9:50 pm
1 stop10h 46m
$510
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 7/27
7:40 pm-11:30 am
2 stops12h 50m
San Juan Luis Munoz Marin Intl
Sun 8/2
5:00 am-2:05 pm
2 stops12h 05m
$526
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 6/5
11:00 am-1:20 am
2 stops11h 20m
San Juan Luis Munoz Marin Intl
Tue 6/9
5:30 am-3:25 pm
2 stops12h 55m
$538
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 4/28
11:15 pm-12:52 pm
1 stop10h 37m
San Juan Luis Munoz Marin Intl
Tue 5/5
2:03 pm-11:56 pm
2 stops12h 53m
$556
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 7/23
7:40 pm-10:45 am
2 stops12h 05m
San Juan Luis Munoz Marin Intl
Sat 8/1
5:00 am-7:40 pm
1 stop17h 40m
$558
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 March 25, 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
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Crew
8.6
Overall
8.0
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
Browse other Portland and San Juan flight options. Last updated on March 25, 2026.
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Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on March 25, 2026.
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Top 6 airlines flying from Portland to San Juan
Discover the top 6 airlines that operate flights from Portland to San Juan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 25, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$185 | Average$369 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$235 | Average$478 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$241 | Average$415 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$399 | Average$587 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$399 | Average$634 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$585 | FlexibilityNo cancel fee | On-time63% |