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San José

$168+ 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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
May 1 — May 81
Fri 5/1
Fri 5/8
1 adult, Economy
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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 April 1, 2026.

This United Airlines deal was found by Cheapflights users on 3/29. 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 6/111:59 pm
PDX
-
SJO
1 stop9h 12m
United Airlines
Sat 6/68:45 am
SJO
-
PDX
1 stop13h 09m
United Airlines
Deal found 3/29$367
This American Airlines deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2710:28 pm
PDX
-
SJO
1 stop13h 40m
American Airlines
Thu 5/76:30 am
SJO
-
PDX
1 stop18h 23m
American Airlines
Deal found 3/31$378
This American Airlines deal was found by Cheapflights users on 3/29. 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 5/211:40 pm
PDX
-
SJO
1 stop20h 56m
American Airlines
Sat 5/96:30 am
SJO
-
PDX
1 stop18h 23m
American Airlines
Deal found 3/29$388
This Avianca deal was found by Cheapflights users on 3/31. 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 9/107:00 am
PDX
-
SJO
2 stops15h 15m
Multiple Airlines
Mon 9/215:05 am
SJO
-
PDX
2 stops12h 45m
Multiple Airlines
Deal found 3/31$396
This United Airlines deal was found by Cheapflights users on 3/30. 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 9/247:44 pm
PDX
-
SJO
2 stops15h 42m
United Airlines
Thu 10/11:30 pm
SJO
-
PDX
1 stop10h 29m
United Airlines
Deal found 3/30$403
This United Airlines deal was found by Cheapflights users on 3/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:45 pm
PDX
-
SJO
1 stop10h 30m
United Airlines
Sat 5/98:45 am
SJO
-
PDX
1 stop13h 13m
United Airlines
Deal found 3/28$405
This Trip.com deal was found by Cheapflights users on 3/29. 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 4/287:10 am
PDX
-
SJO
2 stops15h 05m
Multiple Airlines
Tue 5/55:45 am
SJO
-
PDX
2 stops15h 50m
Multiple Airlines
Deal found 3/29$406
This United Airlines deal was found by Cheapflights users on 3/31. 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 5/137:45 pm
PDX
-
SJO
1 stop10h 30m
United Airlines
Wed 5/207:55 am
SJO
-
PDX
1 stop12h 43m
United Airlines
Deal found 3/31$407
This American Airlines deal was found by Cheapflights users on 3/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/311:59 pm
PDX
-
SJO
2 stops19h 15m
American Airlines
Wed 9/91:05 pm
SJO
-
PDX
2 stops22h 52m
American Airlines
Deal found 3/27$408
This Avianca deal was found by Cheapflights users on 3/31. 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 9/157:00 am
PDX
-
SJO
2 stops15h 15m
Multiple Airlines
Sat 9/195:45 am
SJO
-
PDX
2 stops16h 05m
Multiple Airlines
Deal found 3/31$411
This Trip.com deal was found by Cheapflights users on 3/27. 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.
Fri 4/175:49 pm
PDX
-
SJO
2 stops28h 26m
Multiple Airlines
Tue 5/125:45 am
SJO
-
PDX
2 stops19h 10m
Multiple Airlines
Deal found 3/27$412

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 April 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$367
(United Airlines)

One-way from

$168
(United Airlines)

Popular in

June

Cheapest in

September

Average price

$596
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
Search Deals
From Portland to San José Juan Santamaria Intl
Search Deals
One-way flight from Portland to San José Juan Santamaria Intl
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

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 April 1, 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

Price

Cheapest round-trip

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 5/25

11:59 pm-10:11 am

1 stop9h 12m

San José Juan Santamaria Intl

Mon 6/1

8:45 am-10:48 pm

1 stop15h 03m

$378

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 5/26

6:03 pm-7:15 am

1 stop12h 12m

San José Juan Santamaria Intl

Mon 6/1

8:45 am-8:54 pm

1 stop13h 09m

$378

PortlandSan José

PDX - SJO

PDXSJO

Portland

Wed 4/15

7:14 pm-7:15 am

1 stop11h 01m

San José Juan Santamaria Intl

Tue 5/26

8:45 am-10:49 pm

1 stop15h 04m

$408

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 4/14

5:35 pm-12:21 pm

2 stops17h 46m

San José Juan Santamaria Intl

Thu 4/23

1:25 pm-9:48 am

2 stops21h 23m

$503

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 4/27

7:14 pm-10:11 am

2 stops13h 57m

San José Juan Santamaria Intl

Thu 5/7

1:25 pm-9:38 am

2 stops21h 13m

$503

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 6/29

11:59 pm-10:11 am

1 stop9h 12m

San José Juan Santamaria Intl

Mon 7/6

12:30 am-3:13 pm

2 stops15h 43m

$513

PortlandSan José

PDX - SJO

PDXSJO

Portland

Fri 4/17

11:59 pm-11:55 am

1 stop10h 56m

San José Juan Santamaria Intl

Sat 4/25

7:55 am-8:48 pm

2 stops13h 53m

$518

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 6/2

11:16 am-7:15 am

1 stop18h 59m

San José Juan Santamaria Intl

Mon 6/15

12:30 am-7:18 pm

1 stop19h 48m

$528

PortlandSan José

PDX - SJO

PDXSJO

Portland

Fri 4/10

11:59 pm-11:55 am

1 stop10h 56m

San José Juan Santamaria Intl

Fri 4/17

11:13 am-10:54 pm

2 stops12h 41m

$548
Quickest round-trip

PortlandSan José

PDX - SJO

PDXSJO

Portland

Fri 4/10

11:59 pm-11:55 am

1 stop10h 56m

San José Juan Santamaria Intl

Sun 4/19

8:45 am-6:07 pm

1 stop10h 22m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/28

Showing 1-10 of 19 resultsSorted by cheapest first
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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice 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 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.
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 March 13, 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 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 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 June is currently the most expensive (average of $399). 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 April 1, 2026.
Read through reviews of airlines operating flights from Portland to San José, such as Southwest,Alaska Airlines, andDelta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,334 reviews
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Alaska Airlines
7.9
Good
12,145 reviews
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,367 reviews
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,529 reviews
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,545 reviews
Southwest
8.0
Very good
4,334 reviews

Overall

8.0

Food

7.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 9h 12m. Airlines will cover a distance of 3340 mi.

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

    According to our current data, American Airlines ($275), United Airlines ($275), and Delta ($287) offers the cheapest pricing from Portland to San José. These flights start at 45% 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?

    Of the flights from Portland to San José that have layovers, most of them stop in Dallas. Houston follows Dallas in terms of the most common layover location on Portland to San José flights.

  • 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 $58.

  • 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 $41 per day to make their sightseeing more efficient.

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

    Flights departing from Portland and landing in San José layover in Los Angeles least frequently.

  • 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 June is currently the most expensive (average of $399). 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 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 April 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$275Average$496FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$473FlexibilityNo cancel feeOn-time69%
DeltaCheapest$287Average$465FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$295Average$502FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$537Average$715FlexibilityNo cancel feeOn-time63%

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