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San José

$176+ 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 9/14. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — SJO
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
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 May 14, 2026.

This Avianca deal was found by Cheapflights users on 5/13. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/277:03 am
PDX
-
SJO
2 stops15h 12m
Multiple Airlines
Tue 11/36:00 am
SJO
-
PDX
2 stops19h 10m
Multiple Airlines
Deal found 5/13$376
This Avianca deal was found by Cheapflights users on 5/13. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/287:50 pm
PDX
-
SJO
2 stops11h 55m
Multiple Airlines
Thu 10/15:45 am
SJO
-
PDX
2 stops15h 51m
Multiple Airlines
Deal found 5/13$378
This Avianca deal was found by Cheapflights users on 5/12. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2310:30 am
PDX
-
SJO
2 stops11h 45m
Multiple Airlines
Sat 5/305:45 am
SJO
-
PDX
2 stops17h 30m
Multiple Airlines
Deal found 5/12$393
This Avianca deal was found by Cheapflights users on 5/13. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am
PDX
-
SJO
2 stops14h 15m
Multiple Airlines
Sun 12/135:00 am
SJO
-
PDX
2 stops13h 27m
Multiple Airlines
Deal found 5/13$395
This Avianca deal was found by Cheapflights users on 5/11. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/57:00 am
PDX
-
SJO
2 stops14h 15m
Multiple Airlines
Sat 12/126:00 am
SJO
-
PDX
2 stops16h 31m
Multiple Airlines
Deal found 5/11$408
This FlightHub deal was found by Cheapflights users on 5/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/17:00 am
PDX
-
SJO
2 stops15h 15m
Multiple Airlines
Mon 9/145:05 am
SJO
-
PDX
2 stops16h 31m
Multiple Airlines
Deal found 5/12$415
This FlightHub deal was found by Cheapflights users on 5/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:26 pm
PDX
-
SJO
2 stops24h 49m
Multiple Airlines
Sat 5/305:45 am
SJO
-
PDX
2 stops17h 30m
Multiple Airlines
Deal found 5/13$416
This Trip.com deal was found by Cheapflights users on 5/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:30 am
PDX
-
SJO
2 stops11h 45m
Multiple Airlines
Mon 5/185:05 am
SJO
-
PDX
2 stops16h 30m
Multiple Airlines
Deal found 5/12$417
This Alaska Airlines deal was found by Cheapflights users on 5/10. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2812:53 pm
PDX
-
SJO
1 stop9h 40m
Alaska Airlines
Fri 6/512:53 am
SJO
-
PDX
1 stop13h 38m
Alaska Airlines
Deal found 5/10$418
This FlightHub deal was found by Cheapflights users on 5/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/229:26 pm
PDX
-
SJO
2 stops24h 49m
Multiple Airlines
Tue 5/265:45 am
SJO
-
PDX
2 stops29h 02m
Multiple Airlines
Deal found 5/10$423
This FlightHub deal was found by Cheapflights users on 5/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:00 am
PDX
-
SJO
2 stops14h 15m
Multiple Airlines
Thu 11/266:00 am
SJO
-
PDX
2 stops18h 14m
Multiple Airlines
Deal found 5/11$425

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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$376
(Avianca)

One-way from

$176
(Avianca)

Popular in

June

Cheapest in

September

Average price

$484
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. 17% potential increase in price ($104 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 14, 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
Quickest round-trip

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 10/17

11:55 pm-12:21 pm

1 stop11h 26m

San José Juan Santamaria Intl

Sat 10/24

8:45 am-6:15 pm

1 stop10h 30m

$418

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 7/4

11:50 pm-10:11 am

1 stop9h 21m

San José Juan Santamaria Intl

Mon 7/13

12:30 am-7:18 pm

1 stop19h 48m

$538

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 9/28

7:15 pm-12:21 pm

2 stops16h 06m

San José Juan Santamaria Intl

Thu 10/1

8:45 am-12:59 am

1 stop17h 14m

$543

PortlandSan José

PDX - SJO

PDXSJO

Portland

Tue 10/27

7:49 pm-10:25 am

2 stops13h 36m

San José Juan Santamaria Intl

Tue 11/3

9:40 am-6:31 pm

1 stop10h 51m

$543

PortlandSan José

PDX - SJO

PDXSJO

Portland

Mon 11/9

7:49 pm-1:15 pm

2 stops15h 26m

San José Juan Santamaria Intl

Mon 12/14

8:45 am-12:54 am

2 stops42h 09m

$562

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 7/4

11:50 pm-10:11 am

1 stop9h 21m

San José Juan Santamaria Intl

Tue 7/14

12:30 am-4:47 pm

2 stops17h 17m

$574

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

$593

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sat 10/3

3:36 pm-7:15 am

1 stop14h 39m

San José Juan Santamaria Intl

Tue 10/6

7:55 am-7:18 pm

1 stop12h 23m

$602

PortlandSan José

PDX - SJO

PDXSJO

Portland

Sun 6/7

11:59 pm-10:11 am

1 stop9h 12m

San José Juan Santamaria Intl

Mon 6/15

12:30 am-12:50 am

2 stops25h 20m

$607
Cheapest one-way
Quickest one-way

PortlandSan José

PDX - SJO

PDXSJO

Portland

Wed 8/5

11:59 pm-10:11 am

1 stop9h 12m

$188

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 20 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 May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*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?

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 31 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 $348). Flying from Portland to San José in June is currently the most expensive (average of $692). 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 May 14, 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
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
4,299 reviews
Southwest
8.0
Very good
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
12,361 reviews
Southwest
8.0
Very good
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
8,452 reviews
Southwest
8.0
Very good
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
9,711 reviews
Southwest
8.0
Very good
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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
11,664 reviews
Southwest
8.0
Very good
4,299 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Overall

8.0

Crew

8.6

Food

7.0

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 11h 26m. 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 ($144).

  • 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 $56.

  • 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 Bayou Music Center. Space Center Houston, House of Blues Houston, and Bayou 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, September is the cheapest month in which you can book a flight from Portland to San José (average of $348). Flying from Portland to San José in June is currently the most expensive (average of $692). 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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$275Average$494FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$275Average$469FlexibilityNo cancel feeOn-time69%
DeltaCheapest$287Average$465FlexibilityNo cancel feeOn-timeN/A
Alaska AirlinesCheapest$295Average$495FlexibilityNo cancel feeOn-time75%
SouthwestCheapest$492Average$984FlexibilityNo cancel feeOn-time63%

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