$168 Cheap Flights from San José (SJO) to Portland (PDX)

View $168 flight on Tue, Jan 27, 2026Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Portland International Airport (PDX)

Cheap Flights from San José to Portland (SJO-PDX)

Prices were available within the past 7 days and start at $168 for one-way flights and $285 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Tue, Dec 16 - Sun, Jan 11
SJO
San José
PDX
Portland
$285 Roundtrip, found 3 days ago
$285
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Tue, Dec 16 from San José to Portland, returning Sun, Jan 11, priced at $285 found 3 days ago
Southwest Airlines
Wed, Nov 5 - Mon, Nov 10
SJO
San José
PDX
Portland
$292 Roundtrip, found 4 days ago
$292
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Wed, Nov 5 from San José to Portland, returning Mon, Nov 10, priced at $292 found 4 days ago
United
Thu, Feb 12 - Sun, Feb 15
SJO
San José
PDX
Portland
$293 Roundtrip, found 4 hours ago
$293
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Feb 12 from San José to Portland, returning Sun, Feb 15, priced at $293 found 4 hours ago
American Airlines
Tue, May 19 - Wed, May 27
SJO
San José
PDX
Portland
$295 Roundtrip, found 17 hours ago
$295
Roundtrip
found 17 hours ago
Select American Airlines flight, departing Tue, May 19 from San José to Portland, returning Wed, May 27, priced at $295 found 17 hours ago
American Airlines
Fri, Nov 7 - Sun, Nov 9
SJO
San José
PDX
Portland
$295 Roundtrip, found 3 hours ago
$295
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Fri, Nov 7 from San José to Portland, returning Sun, Nov 9, priced at $295 found 3 hours ago
United
Thu, Feb 12 - Sun, Feb 15
SJO
San José
PDX
Portland
$295 Roundtrip, found 4 hours ago
$295
Roundtrip
found 4 hours ago
Select United flight, departing Thu, Feb 12 from San José to Portland, returning Sun, Feb 15, priced at $295 found 4 hours ago
American Airlines
Fri, Dec 12 - Mon, Jan 5
SJO
San José
PDX
Portland
$296 Roundtrip, found 15 hours ago
$296
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Fri, Dec 12 from San José to Portland, returning Mon, Jan 5, priced at $296 found 15 hours ago
United
Thu, Nov 6 - Sun, Nov 9
SJO
San José
PDX
Portland
$298 Roundtrip, found 3 hours ago
$298
Roundtrip
found 3 hours ago
Select United flight, departing Thu, Nov 6 from San José to Portland, returning Sun, Nov 9, priced at $298 found 3 hours ago
Alaska Airlines
Fri, Dec 12 - Mon, Jan 5
SJO
San José
PDX
Portland
$301 Roundtrip, found 15 hours ago
$301
Roundtrip
found 15 hours ago
Select Alaska Airlines flight, departing Fri, Dec 12 from San José to Portland, returning Mon, Jan 5, priced at $301 found 15 hours ago
Delta
Tue, Dec 16 - Sun, Jan 11
SJO
San José
PDX
Portland
$302 Roundtrip, found 3 days ago
$302
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Dec 16 from San José to Portland, returning Sun, Jan 11, priced at $302 found 3 days ago

Find the cheapest month to fly from San José (SJO) to Portland (PDX)

October is typically the cheapest month to fly

From $279 - $819 per traveler.

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. PDX. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $295
PDX
Portland Intl.
CheapestClosest
Average driving time to city center17 min
Flights from $295

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX) cost?
Get a cheap one-way flight from $168 or cheap return flight from $285 from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX)?
Traveling in December is a great way to save, as it's the cheapest month for flights between SJO and PDX. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX)?
To find the cheapest airline that'll fly you from SJO to PDX, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX)?
Direct flights from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX) aren't available daily, so you'll have to take a flight with a layover. Explore your options with Expedia's filters. Enter your dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from SJO to PDX?
Friday is generally the busiest day for flights, while Tuesday is often the quietest.* Remember that flight schedules can change based on various factors, including the time of year and carrier.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX)?
To touch down at Portland Intl. Airport (PDX) on schedule, select a flight that leaves from Juan Santamaria Intl. Airport (SJO) before 3 PM. The chance of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX) last-minute?
Last-minute bookings from SJO to PDX are usually more expensive. To secure the lowest prices, start searching for flights as soon as possible. That said, if you're flexible with your travel plans, it's possible to land a cheap ticket right before you leave.
Is it cheaper to book a SJO to PDX flight and hotel package?
Opting for a SJO to PDX flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our wide range of hotels and then add activities, car rentals and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Airport (PDX)?
If you reserved your SJO to PDX flight in the last 24 hours, you may be able to modify or cancel it at no cost. Depending on the airline and the type of ticket you purchased, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Juan Santamaría Intl.
Destination airport
Portland Intl.
Airlines serving
Aeromexico, Air Canada, Alaska Airlines, American Airlines, Copa, Delta, JetBlue Airways, Southwest Airlines, United, avianca
Roundtrip price
$285
Distance
3342 mi

Book with confidence

San José to Portland Flights

The cheapest times to fly from San José to Portland

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from San José to Portland are during the month of December. You can find some of the cheapest flights from San José to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from San José to Portland

Sunday is one of the best days to book for cheap flights from San José to Portland: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from San José to Portland

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from San José to Portland in 2025. You can also book with separate airlines for your outbound and return journeys, from $168 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap San José to Portland flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your San José to Portland airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

San José to Portland Flights

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*Available to One Key members.