San José

$133+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Feb 20 — Feb 271
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Cheap flight deals from Portland to San José

Cheapest flights from Portland to San José
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 January 21, 2026.

This American Airlines deal was found by Cheapflights users on 1/19. 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 3/110:53 pm
PDX
-
SJO
1 stop9h 31m
American Airlines
Tue 3/1011:35 pm
SJO
-
PDX
1 stop14h 26m
American Airlines
Deal found 1/19$297
This American Airlines deal was found by Cheapflights users on 1/20. 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.
Mon 2/2311:35 pm
PDX
-
SJO
1 stop18h 37m
American Airlines
Fri 2/277:00 am
SJO
-
PDX
1 stop19h 17m
American Airlines
Deal found 1/20$298
This United Airlines deal was found by Cheapflights users on 1/18. 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 3/37:10 am
PDX
-
SJO
1 stop9h 06m
United Airlines
Thu 3/128:40 am
SJO
-
PDX
1 stop16h 55m
United Airlines
Deal found 1/18$308
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/107:00 am
PDX
-
SJO
1 stop30h 30m
Multiple Airlines
Tue 2/247:45 am
SJO
-
PDX
1 stop14h 59m
Multiple Airlines
Deal found 1/20$311
This American Airlines deal was found by Cheapflights users on 1/19. 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 3/99:44 pm
PDX
-
SJO
2 stops12h 42m
American Airlines
Tue 3/1711:35 pm
SJO
-
PDX
1 stop20h 41m
American Airlines
Deal found 1/19$313
This Trip.com deal was found by Cheapflights users on 1/20. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/235:39 pm
PDX
-
SJO
2 stops27h 36m
Multiple Airlines
Fri 2/277:45 am
SJO
-
PDX
1 stop14h 59m
Multiple Airlines
Deal found 1/20$317
This Avianca deal was found by Cheapflights users on 1/18. 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 3/37:16 am
PDX
-
SJO
2 stops13h 59m
Multiple Airlines
Thu 3/127:45 am
SJO
-
PDX
1 stop13h 59m
Multiple Airlines
Deal found 1/18$321
This Trip.com deal was found by Cheapflights users on 1/18. 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.
Fri 3/67:00 am
PDX
-
SJO
1 stop30h 30m
Multiple Airlines
Fri 3/137:45 am
SJO
-
PDX
1 stop13h 59m
Multiple Airlines
Deal found 1/18$323
This Avianca deal was found by Cheapflights users on 1/19. 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 3/1610:30 am
PDX
-
SJO
2 stops11h 45m
Multiple Airlines
Tue 3/247:45 am
SJO
-
PDX
1 stop13h 50m
Multiple Airlines
Deal found 1/19$324
This Avianca deal was found by Cheapflights users on 1/21. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/1010:30 am
PDX
-
SJO
2 stops11h 45m
Multiple Airlines
Tue 3/177:45 am
SJO
-
PDX
1 stop13h 59m
Multiple Airlines
Deal found 1/21$338
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:45 pm
PDX
-
SJO
1 stop10h 30m
United Airlines
Mon 5/258:45 am
SJO
-
PDX
1 stop15h 19m
United Airlines
Deal found 1/20$339

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$297
(American Airlines)

One-way from

$133
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$435
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
From Portland to San José Juan Santamaria Intl
One-way flight from Portland to San José Juan Santamaria Intl
Highest demand for flights based on searches. 15% potential increase in price ($99 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($17 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 January 21, 2026.
Use the filters below to find and compare flights from Portland to San José that are best for you.

Fly from

Portland

Fly to

San José

Route

Depart

Return

Price

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 5/16

7:45 pm-7:15 am

1 stop10h 30m

San José Juan Santamaria Intl

Mon 5/25

8:45 am-11:04 pm

1 stop15h 19m

$339

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 4/30

3:59 pm-7:15 am

1 stop14h 16m

San José Juan Santamaria Intl

Mon 5/4

8:45 am-8:58 pm

1 stop13h 13m

$339

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 5/18

10:41 am-11:33 pm

1 stop11h 52m

San José Juan Santamaria Intl

Tue 5/19

12:53 am-4:49 pm

1 stop16h 56m

$368

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 3/2

3:50 pm-8:32 am

1 stop14h 42m

San José Juan Santamaria Intl

Thu 3/5

9:40 am-11:04 pm

1 stop15h 24m

$407

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 2/19

1:40 pm-8:32 am

1 stop16h 52m

San José Juan Santamaria Intl

Thu 3/5

9:40 am-11:04 pm

1 stop15h 24m

$407

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 2/28

7:57 pm-8:32 am

1 stop10h 35m

San José Juan Santamaria Intl

Wed 3/11

5:30 am-11:11 pm

1 stop18h 41m

$407

PortlandSan José

PDX - SJO

PDXSJO

Portland

Wed 3/4

7:57 pm-12:56 pm

2 stops14h 59m

San José Juan Santamaria Intl

Sat 3/7

9:40 am-11:09 pm

1 stop15h 29m

$412

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 3/1

6:57 pm-8:39 pm

2 stops23h 42m

San José Juan Santamaria Intl

Wed 3/11

5:30 am-11:04 pm

2 stops18h 34m

$412

PortlandSan José

PDX - SJO

PDXSJO

Portland

Wed 3/4

1:40 pm-8:32 am

1 stop16h 52m

San José Juan Santamaria Intl

Wed 3/11

5:30 am-12:35 am

2 stops20h 05m

$412

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 2/7

3:52 pm-12:56 pm

2 stops19h 04m

San José Juan Santamaria Intl

Sat 2/14

8:45 am-10:59 pm

1 stop16h 14m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/19

Showing 1-10 of 18 results
1
2

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
AranGrantPrice Accuracy2 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • 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 Expedia the most. Expedia 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.
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?

Use this chart to determine the optimal time to book a round-trip flight from Portland to San José. Price data was last updated on January 16, 2026.

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 68 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 $275). Flying from Portland to San José in July is currently the most expensive (average of $410). 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 January 21, 2026.
Read through reviews of airlines operating flights from Portland to San José, such as Alaska Airlines, Southwest, and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

Boarding

8.1

Overall

8.0

Crew

8.5

Entertainment

7.0

Food

7.1

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2026

STS - LAX

Enjoyed staff assistance from ticking thru tsa , boarding and in the plane Couldn’t pick a seat except upgrading

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.
  • How long is the flight from Portland to San José?

    Departing from Portland to San José will take you 10h 30m. Airlines will cover a distance of 3340 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland to San José round-trip?

    According to our current data, Spirit Airlines ($188), American Airlines ($275), and United Airlines ($275) offers the cheapest pricing from Portland to San José. These flights start at 65% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Portland to San José one-way?

    The cheapest airlines for a one-way flight from Portland to San José are American Airlines ($121), United Airlines ($121), and Alaska Airlines ($156).

  • Where are the most common layover locations when flying from Portland to San José?

  • What are some popular things to do or see while on a layover in Dallas?

    Most Dallas visitors opt to spend their time experiencing American Airlines Center, Dallas World Aquarium, and Reunion Tower. American Airlines Center, Dallas World Aquarium and Reunion Tower are located about 15.0 mi, 15.5 mi, and 15.6 mi, respectively from Dallas/Fort Worth if you are interested in checking them out. Those on a layover in Dallas in need of a rental car can book one at Dallas/Fort Worth for about $52.

  • What are some popular points of interest to see during a layover in Houston?

    The majority of Houston visitors spend their time at Space Center Houston, House of Blues Houston, and Revention Music Center. Space Center Houston, House of Blues Houston, and Revention Music Center can be accessed by traveling approximately 33.5 mi, 16.1 mi, and 15.5 mi, respectively from Houston George Bush Intcntl. Travelers can book a car rental at Houston George Bush Intcntl for about $32 per day to make their sightseeing more efficient.

  • Where are the least popular layover locations for Portland to San José flights?

  • Can I find deals for flights from Portland to San José that include hotel bookings?

    Yes. In addition to deals on Portland to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to San José.

  • Can I find deals for business class flights from Portland to San José?

    Yes. Cheapflights offers flight deals from Portland to San José by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • 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 $275). Flying from Portland to San José in July is currently the most expensive (average of $410). 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.

See more FAQs

Traveling to a place near San José?

Book flights to San José if you plan to visit one of these locations
Alajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio

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Top 6 airlines flying from Portland to San José

Discover the top 6 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 January 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$188Average$357FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$275Average$541FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$485FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$302Average$614FlexibilityNo cancel feeOn-time75%
DeltaCheapest$315Average$596FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$537Average$715FlexibilityNo cancel feeOn-time63%

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