$217+ 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 6/26. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJU
Jun 4 — Jun 111
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 May 5, 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 May 5, 2026.
This Southwest deal was found by Cheapflights users on 5/5. 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 8/2411:30 pm
PDX
- SJU
2 stops11h 05m
Southwest
Fri 8/285:00 am
SJU
- PDX
2 stops13h 00m
Southwest
Deal found 5/5![Southwest logo]()
$466
This Southwest deal was found by Cheapflights users on 5/1. 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.
Sat 8/1511:30 pm
PDX
- SJU
2 stops14h 35m
Southwest
Sun 8/239:25 pm
SJU
- PDX
2 stops17h 15m
Southwest
Deal found 5/1![Southwest logo]()
$498
This Southwest deal was found by Cheapflights users on 5/4. 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 9/310:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Thu 9/105:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 5/4![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 5/2. 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 5/2911:12 pm
PDX
- SJU
1 stop11h 08m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 5/2![Delta logo]()
$530
This Delta deal was found by Cheapflights users on 5/5. 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 9/147:00 am
PDX
- SJU
1 stop13h 44m
Delta
Tue 9/227:00 am
SJU
- PDX
2 stops19h 53m
Delta
Deal found 5/5![Delta logo]()
$531
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2810:57 pm
PDX
- SJU
2 stops12h 53m
American Airlines
Mon 8/32:25 pm
SJU
- PDX
1 stop12h 05m
American Airlines
Deal found 5/2![American Airlines logo]()
$532
This American Airlines deal was found by Cheapflights users on 5/5. 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 8/1211:20 pm
PDX
- SJU
1 stop20h 47m
American Airlines
Fri 8/217:05 am
SJU
- PDX
1 stop15h 43m
American Airlines
Deal found 5/5![American Airlines logo]()
$535
This American Airlines deal was found by Cheapflights users on 5/5. 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
Thu 6/186:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 5/5![American Airlines logo]()
$548
This eDestinos deal was found by Cheapflights users on 5/3. 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 7/285:16 pm
PDX
- SJU
3 stops28h 25m
Multiple Airlines
Mon 8/39:00 am
SJU
- PDX
3 stops41h 59m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$549
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 May 5, 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 May 5, 2026.
This Southwest deal was found by Cheapflights users on 5/1. 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.
Mon 8/3111:30 pm
PDX
- SJU
2 stops11h 05m
Southwest
Fri 9/116:30 am
SJU
- PDX
2 stops13h 05m
Southwest
Deal found 5/1![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/3. 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 10/1710:35 pm
PDX
- SJU
1 stop10h 22m
United Airlines
Fri 10/231:00 am
SJU
- PDX
2 stops13h 35m
United Airlines
Deal found 5/3![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 5/3. 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 10/175:45 pm
PDX
- SJU
2 stops14h 51m
Delta
Sat 10/247:30 am
SJU
- PDX
2 stops14h 13m
Delta
Deal found 5/3![Delta logo]()
$530
This Southwest deal was found by Cheapflights users on 5/1. 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.
Sun 8/3010:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Sat 9/55:05 am
SJU
- PDX
2 stops11h 55m
Southwest
Deal found 5/1![Southwest logo]()
$466
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/410:52 pm
PDX
- SJU
1 stop11h 53m
United Airlines
Sun 6/71:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/2![United Airlines logo]()
$530
This Delta deal was found by Cheapflights users on 5/3. 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 5/305:30 am
PDX
- SJU
2 stops15h 05m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 5/3![Delta logo]()
$530
This Southwest deal was found by Cheapflights users on 5/5. 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 8/2410:45 pm
PDX
- SJU
1 stop11h 05m
Southwest
Fri 8/285:30 am
SJU
- PDX
1 stop12h 30m
Southwest
Deal found 5/5![Southwest logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/3. 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 6/305:00 am
PDX
- SJU
1 stop9h 38m
United Airlines
Mon 7/131:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/3![United Airlines logo]()
$620
This United Airlines deal was found by Cheapflights users on 5/4. 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 6/1211:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Sun 6/141:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/4![United Airlines logo]()
$656
This United Airlines deal was found by Cheapflights users on 5/5. 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 6/1111:40 pm
PDX
- SJU
1 stop12h 04m
United Airlines
Sun 7/121:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/5![United Airlines logo]()
$673
Last-minute flights from Portland to San JuanDiscover last-minute flight deals from Portland to San Juan. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San Juan. Data last updated May 5, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/1810:23 pm
PDX
- SJU
1 stop10h 40m
American Airlines
Thu 5/217:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 5/4![American Airlines logo]()
$586
This Delta deal was found by Cheapflights users on 5/2. 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 5/295:51 pm
PDX
- SJU
2 stops16h 29m
Delta
Thu 6/41:16 pm
SJU
- PDX
2 stops13h 28m
Delta
Deal found 5/2![Delta logo]()
$530
This United Airlines deal was found by Cheapflights users on 5/5. 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 6/111:30 pm
PDX
- SJU
1 stop10h 04m
United Airlines
Sat 6/67:20 am
SJU
- PDX
2 stops14h 27m
United Airlines
Deal found 5/5![United Airlines logo]()
$564
This American Airlines deal was found by Cheapflights users on 5/4. 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 6/35:10 am
PDX
- SJU
2 stops13h 49m
American Airlines
Wed 6/107:00 am
SJU
- PDX
1 stop19h 59m
American Airlines
Deal found 5/4![American Airlines logo]()
$535
This eDestinos deal was found by Cheapflights users on 5/2. 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.
Mon 6/812:35 pm
PDX
- SJU
3 stops32h 21m
Multiple Airlines
Mon 6/228:50 am
SJU
- PDX
3 stops42h 09m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$578
This Delta deal was found by Cheapflights users on 5/2. 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 6/811:15 pm
PDX
- SJU
1 stop10h 39m
Delta
Mon 6/222:04 pm
SJU
- PDX
1 stop10h 46m
Delta
Deal found 5/2![Delta logo]()
$583
This American Airlines deal was found by Cheapflights users on 5/5. 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
Thu 6/186:21 am
SJU
- PDX
1 stop20h 02m
American Airlines
Deal found 5/5![American Airlines logo]()
$548
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/910:52 pm
PDX
- SJU
1 stop11h 53m
United Airlines
Mon 6/221:00 am
SJU
- PDX
1 stop11h 25m
United Airlines
Deal found 5/2![United Airlines logo]()
$569
This United Airlines deal was found by Cheapflights users on 5/2. 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 6/1710:52 pm
PDX
- SJU
1 stop10h 12m
United Airlines
Mon 8/31:40 pm
SJU
- PDX
1 stop12h 33m
United Airlines
Deal found 5/2![United Airlines logo]()
$593
This American Airlines deal was found by Cheapflights users on 5/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2210:59 pm
PDX
- SJU
2 stops12h 07m
American Airlines
Fri 7/107:00 am
SJU
- PDX
1 stop19h 30m
American Airlines
Deal found 5/1![American Airlines logo]()
$566
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 May 5, 2026.
Search for one-way flight options from Portland to San Juan. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/2612:26 pm
PDX
- SJU
2 stops33h 11m
Frontier
Deal found 5/2![Frontier logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 5/5. 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 10/1212:34 pm
PDX
- SJU
2 stops32h 42m
Frontier
Deal found 5/5![Frontier logo]()
$222
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/282:44 pm
PDX
- SJU
3 stops30h 15m
Multiple Airlines
Deal found 5/4![Multiple Airlines logo]()
$229
This Southwest deal was found by Cheapflights users on 5/2. 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 8/2710:45 pm
PDX
- SJU
1 stop12h 45m
Southwest
Deal found 5/2![Southwest logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/245:20 pm
PDX
- SJU
2 stops28h 17m
Frontier
Deal found 5/2![Frontier logo]()
$241
This American Airlines deal was found by Cheapflights users on 5/4. 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 5/1811:47 pm
PDX
- SJU
2 stops12h 33m
American Airlines
Deal found 5/4![American Airlines logo]()
$248
This Kiwi.com deal was found by Cheapflights users on 5/1. 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 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 stops25h 51m
Frontier
Deal found 5/1![Frontier logo]()
$249
This Kiwi.com deal was found by Cheapflights users on 5/4. 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 5/295:31 pm
PDX
- SJU
2 stops35h 33m
Frontier
Deal found 5/4![Frontier logo]()
$250
This American Airlines deal was found by Cheapflights users on 5/4. 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 10/1811:58 pm
PDX
- SJU
2 stops11h 42m
American Airlines
Deal found 5/4![American Airlines logo]()
$265
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/812:35 pm
PDX
- SJU
2 stops36h 22m
Frontier
Deal found 5/2![Frontier logo]()
$276
This Kiwi.com deal was found by Cheapflights users on 5/2. 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 6/305:20 pm
PDX
- SJU
2 stops28h 17m
Frontier
Deal found 5/2![Frontier logo]()
$283
This American Airlines deal was found by Cheapflights users on 5/5. 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 6/2910:59 pm
PDX
- SJU
2 stops13h 48m
American Airlines
Deal found 5/5![American Airlines logo]()
$290
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 May 5, 2026.
Round-trip from | $466 (Southwest) |
|---|---|
One-way from | $217 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $510 |
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 May 5, 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
Mon 8/31
11:30 pm-1:35 pm
2 stops11h 05m
San Juan Luis Munoz Marin Intl
Fri 9/11
6:30 am-4:35 pm
2 stops13h 05m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sun 8/30
10:45 pm-2:30 pm
1 stop12h 45m
San Juan Luis Munoz Marin Intl
Sat 9/5
5:05 am-2:00 pm
2 stops11h 55m
$466
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/17
10:35 pm-11:57 am
1 stop10h 22m
San Juan Luis Munoz Marin Intl
Fri 10/23
1:00 am-11:35 am
2 stops13h 35m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 10/17
5:45 pm-11:36 am
2 stops14h 51m
San Juan Luis Munoz Marin Intl
Sat 10/24
7:30 am-6:43 pm
2 stops14h 13m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 6/4
10:52 pm-1:45 pm
1 stop11h 53m
San Juan Luis Munoz Marin Intl
Sun 6/7
1:00 am-9:25 am
1 stop11h 25m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Sat 5/30
5:30 am-11:35 pm
2 stops15h 05m
San Juan Luis Munoz Marin Intl
Thu 6/4
1:16 pm-11:44 pm
2 stops13h 28m
$530
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Mon 8/24
10:45 pm-12:50 pm
1 stop11h 05m
San Juan Luis Munoz Marin Intl
Fri 8/28
5:30 am-3:00 pm
1 stop12h 30m
$530
Quickest round-trip
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Tue 6/30
5:00 am-5:38 pm
1 stop9h 38m
San Juan Luis Munoz Marin Intl
Mon 7/13
1:00 am-9:25 am
1 stop11h 25m
$620
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Fri 6/12
11:40 pm-2:44 pm
1 stop12h 04m
San Juan Luis Munoz Marin Intl
Sun 6/14
1:00 am-9:25 am
1 stop11h 25m
$656
PortlandSan Juan
PDX - SJU
PDXSJU
Portland
Thu 6/11
11:40 pm-2:44 pm
1 stop12h 04m
San Juan Luis Munoz Marin Intl
Sun 7/12
1:00 am-9:25 am
1 stop11h 25m
$673
Showing 1-10 of 16 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?
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 35 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Portland to San Juan?
Currently, August is the cheapest month in which you can book a flight from Portland to San Juan (average of $185). Flying from Portland to San Juan in May is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How much does it cost to fly round-trip from Portland to San Juan?
Reviews of airlines servicing San Juan
Get insights into the airlines that provide service to San Juan. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Juan. Reviews last updated May 5, 2026.
Read through reviews of airlines operating flights from Portland to San Juan, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Overall
7.9
Entertainment
7.5
Food
7.0
Boarding
8.1
Crew
8.6
Comfort
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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Top 4 airlines flying from Portland to San Juan
Discover the top 4 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 May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$235 | Average$485 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$399 | Average$636 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$408 | Average$566 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$418 | Average$590 | FlexibilityNo cancel fee | On-time69% |