$199+ Cheap flights from Portland (PDX) to San José (SJO)
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Jul 28 — Aug 41
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 June 28, 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 June 28, 2026.
This Avianca deal was found by Cheapflights users on 6/24. 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.
Tue 8/187:00 am
PDX
- SJO
2 stops15h 15m
Multiple Airlines
Tue 8/255:45 am
SJO
- PDX
2 stops16h 05m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$405
This Avianca deal was found by Cheapflights users on 6/24. 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.
Wed 10/286:40 am
PDX
- SJO
2 stops15h 35m
Multiple Airlines
Sat 11/75:45 am
SJO
- PDX
2 stops19h 25m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$416
This Avianca deal was found by Cheapflights users on 6/23. 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 8/67:00 am
PDX
- SJO
2 stops15h 15m
Multiple Airlines
Fri 8/145:05 am
SJO
- PDX
2 stops12h 42m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$418
This oojo deal was found by Cheapflights users on 6/24. 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.
Thu 9/37:03 am
PDX
- SJO
2 stops15h 12m
Multiple Airlines
Sun 9/139:40 am
SJO
- PDX
2 stops24h 45m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$419
This oojo deal was found by Cheapflights users on 6/24. 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.
Sat 8/297:03 am
PDX
- SJO
2 stops15h 12m
Multiple Airlines
Sun 9/612:40 pm
SJO
- PDX
3 stops21h 45m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$420
This oojo deal was found by Cheapflights users on 6/24. 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.
Mon 9/283:33 pm
PDX
- SJO
2 stops16h 12m
Multiple Airlines
Thu 10/19:40 am
SJO
- PDX
2 stops24h 45m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$422
This oojo deal was found by Cheapflights users on 6/24. 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.
Wed 9/27:03 am
PDX
- SJO
2 stops15h 37m
Multiple Airlines
Sat 9/1212:40 pm
SJO
- PDX
3 stops21h 45m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$424
This oojo deal was found by Cheapflights users on 6/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2712:30 pm
PDX
- SJO
2 stops32h 45m
Multiple Airlines
Sat 12/55:45 am
SJO
- PDX
2 stops16h 46m
Multiple Airlines
Deal found 6/28![Multiple Airlines logo]()
$428
This oojo deal was found by Cheapflights users on 6/24. 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.
Mon 8/105:37 pm
PDX
- SJO
2 stops28h 38m
Multiple Airlines
Mon 8/173:10 pm
SJO
- PDX
2 stops19h 11m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$435
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 June 28, 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 June 28, 2026.
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Wed 10/287:35 pm
PDX
- SJO
1 stop10h 57m
United Airlines
Mon 11/29:40 am
SJO
- PDX
1 stop15h 04m
United Airlines
Deal found 6/27![United Airlines logo]()
$478
This United Airlines deal was found by Cheapflights users on 6/23. 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.
Sat 10/313:36 pm
PDX
- SJO
2 stops12h 49m
United Airlines
Fri 11/62:25 pm
SJO
- PDX
1 stop10h 48m
United Airlines
Deal found 6/23![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 6/25. 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.
Sat 9/195:00 am
PDX
- SJO
2 stops13h 37m
United Airlines
Sat 9/268:45 am
SJO
- PDX
1 stop10h 46m
United Airlines
Deal found 6/25![United Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Tue 8/187:10 am
PDX
- SJO
1 stop11h 27m
United Airlines
Sun 8/238:45 am
SJO
- PDX
1 stop15h 00m
United Airlines
Deal found 6/24![United Airlines logo]()
$545
This United Airlines deal was found by Cheapflights users on 6/24. 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 9/286:50 am
PDX
- SJO
1 stop11h 47m
United Airlines
Thu 10/17:55 am
SJO
- PDX
1 stop15h 26m
United Airlines
Deal found 6/24![United Airlines logo]()
$598
This United Airlines deal was found by Cheapflights users on 6/23. 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 10/267:03 am
PDX
- SJO
1 stop11h 36m
United Airlines
Fri 10/307:45 am
SJO
- PDX
2 stops15h 59m
United Airlines
Deal found 6/23![United Airlines logo]()
$598
This United Airlines deal was found by Cheapflights users on 6/25. 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.
Wed 9/27:15 pm
PDX
- SJO
1 stop11h 00m
United Airlines
Sun 9/138:45 am
SJO
- PDX
1 stop10h 34m
United Airlines
Deal found 6/25![United Airlines logo]()
$598
This United Airlines deal was found by Cheapflights users on 6/24. 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.
Sat 8/297:15 pm
PDX
- SJO
1 stop11h 00m
United Airlines
Sun 9/68:45 am
SJO
- PDX
1 stop15h 00m
United Airlines
Deal found 6/24![United Airlines logo]()
$598
Last-minute flights from Portland to San JoséDiscover last-minute flight deals from Portland to San José. Data last updated June 28, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to San José. Data last updated June 28, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 6/26. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/299:27 pm
PDX
- SJO
2 stops25h 13m
Multiple Airlines
Wed 7/155:05 am
SJO
- PDX
2 stops29h 16m
Multiple Airlines
Deal found 6/26![Multiple Airlines logo]()
$468
This Trip.com deal was found by Cheapflights users on 6/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:37 pm
PDX
- SJO
2 stops28h 38m
Multiple Airlines
Sat 7/115:45 am
SJO
- PDX
2 stops19h 11m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$460
This FlightHub deal was found by Cheapflights users on 6/24. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:27 pm
PDX
- SJO
2 stops24h 48m
Multiple Airlines
Tue 12/155:45 am
SJO
- PDX
2 stops20h 09m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$456
This Justfly.com deal was found by Cheapflights users on 6/27. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/39:27 pm
PDX
- SJO
2 stops24h 48m
Multiple Airlines
Wed 11/255:45 am
SJO
- PDX
2 stops20h 09m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$473
This Trip.com deal was found by Cheapflights users on 6/27. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/47:20 am
PDX
- SJO
2 stops14h 55m
Multiple Airlines
Sat 7/115:45 am
SJO
- PDX
2 stops16h 03m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$454
This oojo deal was found by Cheapflights users on 6/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/69:27 pm
PDX
- SJO
2 stops25h 13m
Multiple Airlines
Thu 7/169:40 am
SJO
- PDX
2 stops24h 41m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$458
This oojo deal was found by Cheapflights users on 6/24. 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 7/199:27 pm
PDX
- SJO
2 stops25h 13m
Multiple Airlines
Sun 7/269:40 am
SJO
- PDX
2 stops24h 41m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$441
This oojo deal was found by Cheapflights users on 6/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/207:00 am
PDX
- SJO
2 stops15h 40m
Multiple Airlines
Mon 7/277:45 pm
SJO
- PDX
2 stops22h 02m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$451
This oojo deal was found by Cheapflights users on 6/25. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/245:37 pm
PDX
- SJO
2 stops28h 38m
Multiple Airlines
Sat 8/85:05 am
SJO
- PDX
2 stops12h 42m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$435
This oojo deal was found by Cheapflights users on 6/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/319:27 pm
PDX
- SJO
2 stops25h 13m
Multiple Airlines
Sat 8/85:05 am
SJO
- PDX
2 stops12h 42m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$422
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 June 28, 2026.
Search for one-way flight options from Portland to San José. Find affordable one-way fares based on user searches. Data last updated June 28, 2026.
This Avianca deal was found by Cheapflights users on 6/24. 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.
Sat 10/246:40 am
PDX
- SJO
2 stops15h 35m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$199
This oojo deal was found by Cheapflights users on 6/24. 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 9/278:18 pm
PDX
- SJO
2 stops14h 12m
Multiple Airlines
Deal found 6/24![Multiple Airlines logo]()
$203
This oojo deal was found by Cheapflights users on 6/23. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:33 pm
PDX
- SJO
2 stops16h 12m
Multiple Airlines
Deal found 6/23![Multiple Airlines logo]()
$211
This United Airlines deal was found by Cheapflights users on 6/27. 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.
Sat 10/37:29 pm
PDX
- SJO
1 stop10h 46m
United Airlines
Deal found 6/27![United Airlines logo]()
$218
This FlightHub deal was found by Cheapflights users on 6/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/218:18 pm
PDX
- SJO
2 stops14h 12m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$222
This FlightHub deal was found by Cheapflights users on 6/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/238:18 pm
PDX
- SJO
2 stops25h 57m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$228
This United Airlines deal was found by Cheapflights users on 6/25. 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 7/268:35 am
PDX
- SJO
1 stop21h 40m
United Airlines
Deal found 6/25![United Airlines logo]()
$230
This American Airlines deal was found by Cheapflights users on 6/24. 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 10/241:30 pm
PDX
- SJO
1 stop23h 28m
American Airlines
Deal found 6/24![American Airlines logo]()
$234
This TravelUp deal was found by Cheapflights users on 6/27. 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 TravelUp is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/151:53 pm
PDX
- SJO
3 stops20h 52m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$235
This Expedia deal was found by Cheapflights users on 6/27. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/19:27 pm
PDX
- SJO
2 stops24h 48m
Multiple Airlines
Deal found 6/27![Multiple Airlines logo]()
$237
This Expedia deal was found by Cheapflights users on 6/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/99:27 pm
PDX
- SJO
2 stops34h 03m
Multiple Airlines
Deal found 6/25![Multiple Airlines logo]()
$257
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 June 28, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $405 (Avianca) |
One-way from | $199 (Avianca) |
Popular in | July |
Cheapest in | September |
Average price | $673 |
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 2,558,603 searches. Data last updated June 28, 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 - SJO
PDXSJO
Portland
Wed 10/28
7:35 pm-7:32 am
1 stop10h 57m
San José Juan Santamaria Intl
Mon 11/2
9:40 am-10:44 pm
1 stop15h 04m
$478
PortlandSan José
PDX - SJO
PDXSJO
Portland
Sat 10/31
3:36 pm-5:25 am
2 stops12h 49m
San José Juan Santamaria Intl
Fri 11/6
2:25 pm-11:13 pm
1 stop10h 48m
$483
PortlandSan José
PDX - SJO
PDXSJO
Portland
Sat 9/19
5:00 am-7:37 pm
2 stops13h 37m
San José Juan Santamaria Intl
Sat 9/26
8:45 am-6:31 pm
1 stop10h 46m
$483
PortlandSan José
PDX - SJO
PDXSJO
Portland
Tue 8/18
7:10 am-7:37 pm
1 stop11h 27m
San José Juan Santamaria Intl
Sun 8/23
8:45 am-10:45 pm
1 stop15h 00m
$545
PortlandSan José
PDX - SJO
PDXSJO
Portland
Mon 9/28
6:50 am-7:37 pm
1 stop11h 47m
San José Juan Santamaria Intl
Thu 10/1
7:55 am-10:21 pm
1 stop15h 26m
$598
PortlandSan José
PDX - SJO
PDXSJO
Portland
Mon 10/26
7:03 am-7:39 pm
1 stop11h 36m
San José Juan Santamaria Intl
Fri 10/30
7:45 am-10:44 pm
2 stops15h 59m
$598
Quickest round-trip
PortlandSan José
PDX - SJO
PDXSJO
Portland
Wed 9/2
7:15 pm-7:15 am
1 stop11h 00m
San José Juan Santamaria Intl
Sun 9/13
8:45 am-6:19 pm
1 stop10h 34m
$598
PortlandSan José
PDX - SJO
PDXSJO
Portland
Sat 8/29
7:15 pm-7:15 am
1 stop11h 00m
San José Juan Santamaria Intl
Sun 9/6
8:45 am-10:45 pm
1 stop15h 00m
$598
Cheapest one-way
PortlandSan José
PDX - SJO
PDXSJO
Portland
Sun 9/27
8:18 pm-11:30 am
2 stops14h 12m
$203
PortlandSan José
PDX - SJO
PDXSJO
Portland
Tue 8/18
7:00 am-11:40 pm
2 stops15h 40m
$203
Showing 1-10 of 14 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 June.
| 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 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, September is the cheapest month in which you can book a flight from Portland to San José (average of $355). Flying from Portland to San José in July is currently the most expensive (average of $716). 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?
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 June 28, 2026.
Read through reviews of airlines operating flights from Portland to San José, such as Alaska Airlines,Southwest, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
Crew
8.5
Reviews
1 / 20
8.0
ExcellentAnonymous,Nov 2025
PDX - BNA
Comfort
7.8
Food
7.0
Boarding
8.1
Entertainment
7.0
Overall
7.9
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.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Jacó
Heredia
Dominical
Manuel Antonio
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Portland
Popular flights
San José flight routes
Alternative routes for Portland to San José
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Portland to San José by cabin class
Find flights from Portland to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Portland and San José flights
Browse other Portland and San José flight options. Last updated on June 28, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on June 28, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on June 28, 2026.
Top 5 airlines flying from Portland to San José
Discover the top 5 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 2,558,603 searches. Data last updated June 28, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$275 | Average$495 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$275 | Average$489 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$287 | Average$465 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$295 | Average$529 | FlexibilityNo cancel fee | On-time75% | |
| Cheapest$492 | Average$972 | FlexibilityNo cancel fee | On-time63% |