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$128+ 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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
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Cheapflights Tip: The best prices from Portland to San José Juan Santamaria Intl are usually found in September or October, booked 68 days in advance, depart on a Tuesday or Monday and return on a Monday

Cheap 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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$276
(United Airlines)

One-way from

$128
(United Airlines)

Popular in

March

Cheapest in

September

Average price

$466
Provider with most accurate pricing for Portland-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-San José Juan Santamaria Intl flights.
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From Portland to San José Juan Santamaria Intl
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One-way flight from Portland to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 16% potential increase in price ($116 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 13, 2025.

This United Airlines deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/511:59 pmPDX - SJO
1 stop10h 57mUnited Airlines
Tue 12/99:40 amSJO - PDX
1 stop16h 57mUnited Airlines
Deal found 11/10$276
This United Airlines deal was found by Cheapflights users on 11/13. 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 12/77:00 amPDX - SJO
1 stop11h 39mUnited Airlines
Tue 12/162:20 pmSJO - PDX
1 stop10h 37mUnited Airlines
Deal found 11/13$306
This Delta deal was found by Cheapflights users on 11/13. 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.
Thu 11/2712:35 amPDX - SJO
2 stops19h 32mDelta
Wed 12/107:00 amSJO - PDX
1 stop17h 19mDelta
Deal found 11/13$320
This American Airlines deal was found by Cheapflights users on 11/12. 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.
Fri 11/285:30 amPDX - SJO
1 stop15h 42mAmerican Airlines
Wed 12/102:56 pmSJO - PDX
1 stop10h 27mAmerican Airlines
Deal found 11/12$357
This Orbitz deal was found by Cheapflights users on 11/10. 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.
Tue 12/27:18 amPDX - SJO
1 stop30h 12mMultiple Airlines
Wed 12/103:05 pmSJO - PDX
2 stops20h 31mMultiple Airlines
Deal found 11/10$371
This United Airlines deal was found by Cheapflights users on 11/11. 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 12/41:00 pmPDX - SJO
1 stop17h 32mUnited Airlines
Thu 12/112:20 pmSJO - PDX
1 stop10h 37mUnited Airlines
Deal found 11/11$375
This Delta deal was found by Cheapflights users on 11/12. 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.
Thu 11/136:10 amPDX - SJO
1 stop13h 57mDelta
Tue 11/187:00 amSJO - PDX
1 stop14h 35mDelta
Deal found 11/12$377
This United Airlines deal was found by Cheapflights users on 11/12. 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 11/237:10 pmPDX - SJO
2 stops16h 05mUnited Airlines
Mon 12/159:40 amSJO - PDX
1 stop11h 01mUnited Airlines
Deal found 11/12$385
This United Airlines deal was found by Cheapflights users on 11/12. 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 12/63:55 pmPDX - SJO
1 stop14h 37mUnited Airlines
Sat 12/138:45 amSJO - PDX
2 stops16h 07mUnited Airlines
Deal found 11/12$386

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 November 13, 2025.
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

Mon 1/19

3:50 pm-8:32 am

1 stop14h 42m

San José Juan Santamaria Intl

Fri 1/30

9:40 am-6:48 pm

1 stop11h 08m

$276

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 12/7

7:00 am-8:39 pm

1 stop11h 39m

San José Juan Santamaria Intl

Tue 12/16

8:45 am-10:52 pm

2 stops16h 07m

$276

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 2/1

11:59 pm-12:56 pm

1 stop10h 57m

San José Juan Santamaria Intl

Sat 2/7

7:30 am-6:10 pm

1 stop12h 40m

$276

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 1/19

12:40 am-10:15 pm

2 stops19h 35m

San José Juan Santamaria Intl

Wed 1/28

2:31 pm-4:30 pm

2 stops27h 59m

$320

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 11/27

12:35 am-10:07 pm

2 stops19h 32m

San José Juan Santamaria Intl

Wed 12/10

7:00 am-12:15 am

2 stops19h 15m

$320

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 1/22

6:25 am-10:15 pm

2 stops13h 50m

San José Juan Santamaria Intl

Mon 1/26

2:31 pm-4:30 pm

2 stops27h 59m

$365

PortlandSan José

PDX - SJO

PDXSJO

Portland

Fri 2/6

12:40 am-10:15 pm

2 stops19h 35m

San José Juan Santamaria Intl

Sat 2/14

2:20 pm-9:09 am

2 stops20h 49m

$365

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 2/8

12:40 am-10:15 pm

2 stops19h 35m

San José Juan Santamaria Intl

Fri 2/13

7:00 am-10:10 pm

1 stop17h 10m

$365

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 12/4

1:00 pm-8:32 am

1 stop17h 32m

San José Juan Santamaria Intl

Thu 12/11

2:20 pm-10:57 pm

1 stop10h 37m

$375

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 12/6

3:55 pm-8:32 am

1 stop14h 37m

San José Juan Santamaria Intl

Sat 12/13

9:40 am-10:52 pm

1 stop15h 12m

$386

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

Showing 1-10 of 19 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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland-San José flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 November 7, 2025.

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 April is currently the most expensive (average of $454). 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.

What is the cheapest time of day to fly from PDX to SJO?

Find hourly flight availability from Portland to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 13, 2025.

It’s typically best to fly out from Portland to San José in the afternoon. Doing so could potentially save you 12% on the flight price compared to flying in the morning, which is usually more expensive.

What is the cheapest day to fly from Portland to San José?

Use this chart to determine the cheapest time to fly round-trip from Portland to San José. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Portland to San José flight should consider departing on Monday at noon when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 November 13, 2025.
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.
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Alaska Airlines
8.0
Very good
11,288 reviews
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Southwest
8.0
Very good
4,242 reviews
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
Delta
7.9
Good
8,007 reviews
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
United Airlines
7.4
Good
9,017 reviews
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.
American Airlines
7.2
Good
11,051 reviews
Alaska Airlines
8.0
Very good
11,288 reviews

Comfort

7.8

Overall

8.0

Crew

8.5

Boarding

8.1

Food

7.1

Entertainment

7.0

Reviews

1 / 20
10.0
Excellent

Anonymous,Sep 2025

BOS - HNL

The flight was awesome but a little long. I would prefer a flight with a layover. The amount of space available was minimal and a little uncomfortable for that long of a flight.

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 14h 42m. 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 ($204), United Airlines ($294), and American Airlines ($331) offers the cheapest pricing from Portland to San José. These flights start at 64% lower than the current average price 3 months from now.

  • 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 Miami. Dallas follows Miami 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 Miami?

    Most Miami visitors opt to spend their time experiencing Kaseya Center, Bayfront Park, and Wynwood Art District. Kaseya Center, Bayfront Park and Wynwood Art District are located about 6.2 mi, 6.4 mi, and 5.5 mi, respectively from Miami if you are interested in checking them out. Those on a layover in Miami in need of a rental car can book one at Miami for about $23.

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

    The majority of Dallas visitors spend their time at American Airlines Center, Dallas World Aquarium, and Dos Equis Pavilion. American Airlines Center, Dallas World Aquarium, and Dos Equis Pavilion can be accessed by traveling approximately 15.0 mi, 15.5 mi, and 18.3 mi, respectively from Dallas/Fort Worth. Travelers can book a car rental at Dallas/Fort Worth for about $57 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. Houston is the second least popular location for layovers on flights from Portland to San José.

  • 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 April is currently the most expensive (average of $454). 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
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó
Dominical

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Top 7 airlines flying from Portland to San José

Discover the top 7 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$204Average$359FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$294Average$548FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$331Average$657FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$345Average$613FlexibilityNo cancel feeOn-time75%
DeltaCheapest$351Average$664FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$502Average$715FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$775Average$1,337FlexibilityNo cancel feeOn-time70%

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