$245+ Cheap flights from Portland (PDX) to San José (SJO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Oct 27 — Nov 31
Round-trip
1 adult, Economy
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Find cheap flights from Portland to San José 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 José
Cheapest
Best
Last-minute
One-way
Cheapest flights from Portland to San JoséExplore the most affordable flight options available from Portland to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
Explore the most affordable flight options available from Portland to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 27, 2026.
This American Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:55 pm -
2 stops14h 05m
Sat 10/316:00 am -
2 stops16h 03m
Deal found 9/26![American Airlines logo]()
$468
This Avianca deal was found by Cheapflights users on 9/24. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:53 am -
2 stops14h 22m
Mon 12/145:35 am -
2 stops13h 00m
Deal found 9/24![Multiple Airlines logo]()
$508
This Avianca deal was found by Cheapflights users on 9/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:03 am -
2 stops15h 12m
Thu 10/295:35 am -
2 stops15h 58m
Deal found 9/22![Multiple Airlines logo]()
$528
This Avianca deal was found by Cheapflights users on 9/23. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/127:01 am -
2 stops14h 14m
Sat 11/217:00 am -
1 stop15h 32m
Deal found 9/23![Multiple Airlines logo]()
$543
This Justfly.com deal was found by Cheapflights users on 9/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:30 pm -
2 stops20h 00m
Mon 10/265:35 am -
2 stops18h 41m
Deal found 9/22![Multiple Airlines logo]()
$547
This Avianca deal was found by Cheapflights users on 9/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/67:01 am -
2 stops14h 14m
Tue 11/105:35 am -
2 stops12h 59m
Deal found 9/22![Multiple Airlines logo]()
$548
This oojo deal was found by Cheapflights users on 9/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:18 pm -
2 stops16h 07m
Tue 11/35:10 am -
2 stops15h 33m
Deal found 9/22![Multiple Airlines logo]()
$550
This oojo deal was found by Cheapflights users on 9/24. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/156:04 pm -
2 stops15h 21m
Wed 12/210:00 am -
2 stops34h 42m
Deal found 9/24![Multiple Airlines logo]()
$551
Best flights from Portland to San JoséDiscover carefully curated flight deals from Portland to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
Discover carefully curated flight deals from Portland to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 27, 2026.
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/107:10 am -
1 stop11h 29m
Wed 2/179:40 am -
1 stop12h 53m
Deal found 9/24![United Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2411:59 pm -
1 stop9h 26m
Sat 10/311:25 pm -
1 stop10h 52m
Deal found 9/26![United Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/167:10 am -
1 stop11h 29m
Tue 2/22:25 pm -
1 stop10h 53m
Deal found 9/26![United Airlines logo]()
$675
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/1911:59 pm -
1 stop11h 22m
Sat 10/248:45 am -
1 stop10h 46m
Deal found 9/25![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:00 am -
1 stop11h 39m
Tue 11/39:40 am -
1 stop15h 06m
Deal found 9/22![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/273:40 pm -
1 stop14h 52m
Sun 11/89:40 am -
1 stop10h 44m
Deal found 9/26![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/77:49 pm -
1 stop10h 43m
Thu 2/182:25 pm -
1 stop10h 47m
Deal found 9/25![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/142:35 pm -
1 stop19h 40m
Fri 1/291:15 am -
1 stop13h 04m
Deal found 9/26![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/410:59 pm -
1 stop11h 16m
Mon 3/1511:35 am -
1 stop12h 37m
Deal found 9/22![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/221:30 pm -
2 stops29h 09m
Thu 2/252:25 pm -
2 stops21h 15m
Deal found 9/24![United Airlines logo]()
$693
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/143:30 pm -
2 stops19h 52m
Thu 2/41:15 am -
1 stop13h 04m
Deal found 9/26![United Airlines logo]()
$693
This United Airlines deal was found by Cheapflights users on 9/23. 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 11/237:26 pm -
1 stop11h 06m
Wed 12/99:40 am -
1 stop12h 46m
Deal found 9/23![United Airlines logo]()
$696
Last-minute flights from Portland to San JoséDiscover last-minute flight deals from Portland to San José. Data last updated September 27, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San José. Data last updated September 27, 2026 and is based on user searches.
This Justfly.com deal was found by Cheapflights users on 9/22. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/192:30 pm -
2 stops20h 00m
Mon 10/265:35 am -
2 stops18h 41m
Deal found 9/22![Multiple Airlines logo]()
$547
This Avianca deal was found by Cheapflights users on 9/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:03 am -
2 stops15h 12m
Thu 10/295:35 am -
2 stops15h 58m
Deal found 9/22![Multiple Airlines logo]()
$528
This American Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/2410:55 pm -
2 stops14h 05m
Sat 10/316:00 am -
2 stops16h 03m
Deal found 9/26![American Airlines logo]()
$468
This United Airlines deal was found by Cheapflights users on 9/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:33 pm -
2 stops13h 52m
Sat 10/311:25 pm -
1 stop10h 52m
Deal found 9/26![United Airlines logo]()
$558
This American Airlines deal was found by Cheapflights users on 9/25. 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.
Sun 10/2510:55 pm -
2 stops14h 05m
Sun 11/16:20 am -
2 stops17h 50m
Deal found 9/25![American Airlines logo]()
$568
This Delta deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2611:00 pm -
1 stop12h 00m
Tue 11/32:25 pm -
2 stops23h 24m
Deal found 9/25![Delta logo]()
$563
This oojo deal was found by Cheapflights users on 9/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/276:18 pm -
2 stops16h 07m
Tue 11/35:10 am -
2 stops15h 33m
Deal found 9/22![Multiple Airlines logo]()
$550
This Orbitz deal was found by Cheapflights users on 9/23. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:30 pm -
2 stops14h 20m
Mon 11/95:10 am -
2 stops13h 24m
Deal found 9/23![Multiple Airlines logo]()
$583
One-way flights from Portland to San JoséSearch for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
Search for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated September 27, 2026.
This Southwest deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/219:40 pm -
2 stops14h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Southwest logo]()
$245
This Avianca deal was found by Cheapflights users on 9/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/256:00 am -
2 stops15h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$247
This American Airlines deal was found by Cheapflights users on 9/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2510:39 pm -
1 stop11h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![American Airlines logo]()
$258
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/117:00 am -
2 stops14h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$262
This Expedia deal was found by Cheapflights users on 9/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:04 pm -
3 stops15h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$285
This Avianca deal was found by Cheapflights users on 9/22. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:03 am -
2 stops15h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/22![Multiple Airlines logo]()
$289
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/66:00 am -
2 stops15h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$294
This FlightHub deal was found by Cheapflights users on 9/23. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/135:32 pm -
3 stops16h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![Multiple Airlines logo]()
$295
This American Airlines deal was found by Cheapflights users on 9/23. 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 1/147:15 am -
1 stop10h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$308
This Booking.com deal was found by Cheapflights users on 9/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/510:48 am -
3 stops22h 57m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/24![Multiple Airlines logo]()
$309
This American Airlines deal was found by Cheapflights users on 9/23. 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.
Sun 2/146:28 am -
1 stop14h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/23![American Airlines logo]()
$318
Find flight deals from Portland to San José
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) to San José (SJO). 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 September 27, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $444 (American Airlines) |
One-way from | $245 (Southwest) |
Popular in | July |
Cheapest in | February |
Average price | $598 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland to San José 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 September 27, 2026.
Use the filters below to find and compare flights from Portland to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Sun 2/21
9:40 pm-1:45 pm
2 stops14h 05m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$245
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Fri 11/6
2:34 pm-12:35 pm
1 stop20h 01m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$258
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Fri 2/5
7:10 am-8:39 pm
1 stop11h 29m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$258
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Wed 1/6
3:30 pm-8:32 am
1 stop15h 02m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Thu 10/15
1:03 pm-7:15 am
1 stop17h 12m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Fri 10/16
3:23 pm-12:21 pm
2 stops19h 58m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Wed 10/14
7:29 pm-7:37 pm
2 stops23h 08m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
Quickest round-trip
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Tue 1/26
7:10 am-6:16 pm
1 stop9h 06m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Sun 10/11
7:29 pm-7:15 am
1 stop10h 46m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$323
PortlandSan José
PDX Portland - SJO San José Juan Santamaria Intl
PDXSJO
Portland
Wed 2/10
7:10 am-8:39 pm
1 stop11h 29m
San José Juan Santamaria Intl
Wed 2/17
9:40 am-8:33 pm
1 stop12h 53m
$558
Showing 1-10 of 21 resultsSorted by cheapest first
Compare providers for flights from Portland to San José
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to San José in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Portland-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Portland to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Portland with our price prediction graph.
PDX-SJO
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 José
How far ahead should I book a flight from Portland to San José?
The price you pay for your flight from Portland to San José may vary depending on when you book. For the best chance of a lower fare, look to book 13 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 José?
Currently, January is the cheapest month in which you can book a flight from Portland to San José (average of $448). Flying from Portland to San José in December is currently the most expensive (average of $790). 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 José?
Airfare is typical for this route at the moment.
Portland to San José flights typically cost between $398 and $721 in February.The cheapest round-trip price found within the last 5 days was $444 on American Airlines (Feb 17-Feb 24).
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. 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 José. Reviews last updated September 27, 2026.
Read through reviews of airlines operating flights from Portland to San José, such as Alaska Airlines,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.0
Food
7.0
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Food
7.0
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Food
7.0
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Food
7.0
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Entertainment
7.0
Food
7.0
Overall
7.9
Comfort
7.8
Boarding
8.1
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Related info for your journey
Find useful and relevant information for your journey from Portland to San José. 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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Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
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Portland and San José flights
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Top 4 airlines flying from Portland to San José
Discover the top 4 airlines that operate flights from Portland to San José. 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 7,457,451 searches. Data last updated September 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$275 | Average$503 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$275 | Average$556 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$315 | Average$506 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$471 | Average$678 | FlexibilityNo cancel fee | On-time75% |