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$122+ 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 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Oct 30 — Nov 61
Thu 10/30
Thu 11/6
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 September 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$276
(American Airlines)

One-way from

$122
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$403
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. 11% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 30, 2025.

This United Airlines deal was found by Cheapflights users on 9/29. 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.
Tue 11/47:00 amPDX - SJO
1 stop11h 39mUnited Airlines
Tue 11/119:40 amSJO - PDX
1 stop12h 58mUnited Airlines
Deal found 9/29$276
This American Airlines deal was found by Cheapflights users on 9/29. 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 12/65:30 amPDX - SJO
2 stops14h 58mAmerican Airlines
Sat 12/136:20 amSJO - PDX
2 stops15h 35mAmerican Airlines
Deal found 9/29$280
This American Airlines deal was found by Cheapflights users on 9/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:59 pmPDX - SJO
1 stop21h 00mAmerican Airlines
Wed 12/171:15 pmSJO - PDX
1 stop12h 37mAmerican Airlines
Deal found 9/30$283
This United Airlines deal was found by Cheapflights users on 9/29. 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 10/273:54 pmPDX - SJO
1 stop14h 38mUnited Airlines
Tue 11/412:35 pmSJO - PDX
1 stop12h 10mUnited Airlines
Deal found 9/29$297
This Avianca deal was found by Cheapflights users on 9/30. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/37:18 amPDX - SJO
1 stop15h 32mMultiple Airlines
Wed 12/109:00 amSJO - PDX
1 stop13h 50mMultiple Airlines
Deal found 9/30$306
This United Airlines deal was found by Cheapflights users on 9/29. 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 11/37:10 pmPDX - SJO
2 stops16h 05mUnited Airlines
Sat 11/152:20 pmSJO - PDX
1 stop10h 25mUnited Airlines
Deal found 9/29$309
This Alaska Airlines deal was found by Cheapflights users on 9/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2712:33 pmPDX - SJO
1 stop10h 18mAlaska Airlines
Mon 11/31:55 amSJO - PDX
1 stop13h 55mAlaska Airlines
Deal found 9/29$316
This United Airlines deal was found by Cheapflights users on 9/30. 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 10/307:00 amPDX - SJO
1 stop11h 39mUnited Airlines
Thu 11/69:40 amSJO - PDX
1 stop15h 11mUnited Airlines
Deal found 9/30$318
This Alaska Airlines deal was found by Cheapflights users on 9/29. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/32:50 pmPDX - SJO
1 stop31h 48mAlaska Airlines
Fri 11/141:55 amSJO - PDX
1 stop22h 29mAlaska Airlines
Deal found 9/29$329
This Delta deal was found by Cheapflights users on 9/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:32 amPDX - SJO
2 stops19h 40mDelta
Wed 12/247:00 amSJO - PDX
2 stops31h 36mDelta
Deal found 9/28$330

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 September 30, 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

Wed 11/12

2:50 pm-12:38 am

1 stop31h 48m

San José Juan Santamaria Intl

Tue 11/18

1:55 am-11:35 am

1 stop11h 40m

$322

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 11/3

2:50 pm-12:38 am

1 stop31h 48m

San José Juan Santamaria Intl

Thu 11/6

1:55 am-11:35 am

1 stop11h 40m

$322

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 2/22

10:35 am-11:00 pm

1 stop10h 25m

San José Juan Santamaria Intl

Mon 3/2

2:26 am-4:28 pm

1 stop16h 02m

$381

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 2/24

10:35 am-11:00 pm

1 stop10h 25m

San José Juan Santamaria Intl

Tue 3/3

2:26 am-8:35 pm

1 stop20h 09m

$381

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 10/16

3:50 pm-7:15 am

1 stop14h 25m

San José Juan Santamaria Intl

Thu 10/23

1:30 pm-10:27 pm

1 stop9h 57m

$386

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 1/12

7:00 am-8:39 pm

1 stop11h 39m

San José Juan Santamaria Intl

Wed 1/21

9:40 am-11:06 pm

1 stop15h 26m

$386

PortlandSan José

PDX - SJO

PDXSJO

Portland

Thu 10/23

11:55 pm-12:26 pm

1 stop11h 31m

San José Juan Santamaria Intl

Thu 10/30

7:45 am-10:45 pm

1 stop16h 00m

$386

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 11/4

1:00 pm-1:15 pm

2 stops22h 15m

San José Juan Santamaria Intl

Tue 11/11

2:20 pm-10:53 am

2 stops22h 33m

$390

PortlandSan José

PDX - SJO

PDXSJO

Portland

Wed 11/12

3:54 pm-1:15 pm

2 stops19h 21m

San José Juan Santamaria Intl

Wed 11/19

9:40 am-8:38 pm

1 stop12h 58m

$390

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 1/11

5:35 am-1:15 pm

2 stops29h 40m

San José Juan Santamaria Intl

Wed 1/21

8:45 am-12:43 am

2 stops17h 58m

$390

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/28

Showing 1-10 of 21 results
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Compare providers for flights from Portland to San José

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to San José in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 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, San José Province 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, San José Province flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-San José, San José Province flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland-San José, San José Province 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, San José Province 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, San José Province?

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 September 26, 2025.

To ensure you get the cheapest price possible for a flight from Portland to San José, San José Province, you should look to book at least 68 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Portland to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Portland to San José, San José Province (average of $398). Flying from Portland to San José, San José Province in March is currently the most expensive (average of $553). 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 September 30, 2025.

It’s typically best to fly out from Portland to San José, San José Province in the afternoon. Doing so could potentially save you 13% 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, San José Province?

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, San José Province flight should consider departing on Saturday 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.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San José. Reviews last updated September 30, 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
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
4,248 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
8,931 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Overall

8.0

Food

7.1

Comfort

7.8

Crew

8.5

Entertainment

7.1

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, San José Province?

    Airlines like Alaska Airlines and United Airlines fly from Portland to San José, San José Province in about 14h 25m. The time it takes to get you to your destination can typically vary by up to 17h 23m. The distance between Portland and San José, San José Province is about 3340 mi. This flight may include one or multiple stops.

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

    Spirit Airlines, at $204, was found to be the cheapest airline from Portland to San José, San José Province.Alternate airlines to your destination round-trip include United Airlines and Alaska Airlines. Spirit Airlines is 66% cheaper than the average price of flights available within the next 90 days to this destination.

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

    Most of the time, Portland to San José, San José Province flights that have layovers will stop in Miami. Dallas sees the second most layovers for non-direct flights flying from Portland to San José, San José Province.

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

    Most Miami visitors opt to spend their time experiencing Bayfront Park, Kaseya Center, and Wynwood Art District. Bayfront Park, Kaseya Center, and Wynwood Art District can be visited by traveling about 6.4 mi, 6.2 mi, and 5.5 mi respectively from Miami. Those on a layover in Miami in need of a rental car can book one at Miami for about $22.

  • 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. Travelers on a layover in Dallas can visit American Airlines Center, Dallas World Aquarium, and Dos Equis Pavilion, by traveling 15.0 mi, 15.5 mi, and 18.3 mi, respectively after landing at Dallas/Fort Worth. Travelers in need of a car in Dallas can rent one for about $47 per day.

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

    Portland to San José, San José Province flights have a layover in Los Angeles least often. Los Angeles is followed by Houston in terms of the least popular layover location on flights from Portland to San José, San José Province.

  • 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, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Portland to San José, San José Province (average of $398). Flying from Portland to San José, San José Province in March is currently the most expensive (average of $553). 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

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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 September 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$204Average$359FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$323Average$585FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$345Average$616FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$402Average$679FlexibilityNo cancel feeOn-time71%
DeltaCheapest$409Average$676FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$528Average$708FlexibilityNo cancel feeOn-time63%
Copa AirlinesCheapest$775Average$1,337FlexibilityNo cancel feeOn-time70%

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