$145 Cheap Flights from San José (SJO) to Portland (PWM)

View $145 flight on Tue, Dec 9, 2025Opens in a new window

Popular airlines from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM)

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

Prices were available within the past 7 days and start at $145 for one-way flights and $243 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, Nov 13 - Tue, Nov 18
SJO
San José
PWM
Portland
$243 Roundtrip, found 2 days ago
$243
Roundtrip
found 2 days ago
Select United flight, departing Thu, Nov 13 from San José to Portland, returning Tue, Nov 18, priced at $243 found 2 days ago
United
Fri, Nov 14 - Tue, Nov 18
SJO
San José
PWM
Portland
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select United flight, departing Fri, Nov 14 from San José to Portland, returning Tue, Nov 18, priced at $247 found 2 days ago
United
Thu, Nov 6 - Tue, Nov 18
SJO
San José
PWM
Portland
$254 Roundtrip, found 4 days ago
$254
Roundtrip
found 4 days ago
Select United flight, departing Thu, Nov 6 from San José to Portland, returning Tue, Nov 18, priced at $254 found 4 days ago
United
Wed, Feb 4 - Sat, Feb 7
SJO
San José
PWM
Portland
$255 Roundtrip, found 4 days ago
$255
Roundtrip
found 4 days ago
Select United flight, departing Wed, Feb 4 from San José to Portland, returning Sat, Feb 7, priced at $255 found 4 days ago
United
Sat, Nov 8 - Mon, Nov 24
SJO
San José
PWM
Portland
$266 Roundtrip, found 4 days ago
$266
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 8 from San José to Portland, returning Mon, Nov 24, priced at $266 found 4 days ago
American Airlines
Sat, Apr 18 - Sat, Apr 25
SJO
San José
PWM
Portland
$277 Roundtrip, found 1 day ago
$277
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Apr 18 from San José to Portland, returning Sat, Apr 25, priced at $277 found 1 day ago
United
Wed, Feb 4 - Fri, Feb 6
SJO
San José
PWM
Portland
$281 Roundtrip, found 4 days ago
$281
Roundtrip
found 4 days ago
Select United flight, departing Wed, Feb 4 from San José to Portland, returning Fri, Feb 6, priced at $281 found 4 days ago
Delta
Sun, Nov 16 - Tue, Nov 18
SJO
San José
PWM
Portland
$289 Roundtrip, found 2 days ago
$289
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, Nov 16 from San José to Portland, returning Tue, Nov 18, priced at $289 found 2 days ago
JetBlue Airways
Sat, May 23 - Sat, May 30
SJO
San José
PWM
Portland
$345 Roundtrip, found 1 day ago
$345
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 23 from San José to Portland, returning Sat, May 30, priced at $345 found 1 day ago
Southwest Airlines
Wed, Jan 14 - Mon, Jan 19
SJO
San José
PWM
Portland
$456 Roundtrip, found 16 hours ago
$456
Roundtrip
found 16 hours ago
Select Southwest Airlines flight, departing Wed, Jan 14 from San José to Portland, returning Mon, Jan 19, priced at $456 found 16 hours ago

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

October is typically the cheapest month to fly

From $287 - $1,834 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. Jetport PWM. Cheapest and Closest option available. Average driving time to city center is 8 minutes. Flights from $247
PWM
Portland Intl. Jetport
CheapestClosest
Average driving time to city center8 min
Flights from $247

Frequently asked questions

How much does a flight from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM) cost?
Secure a cheap one-way flight from $145 or cheap return flight from $243 from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM)?
November is the cheapest month to fly from SJO to PWM. Avoiding peak travel times is often the key to finding better fares.
What is the cheapest airline that flies from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Tailor the search to your trip, then sort by "Price (lowest to highest)" to find out which carrier offers the cheapest SJO to PWM flight.
How many flights per day from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM)?
There aren't any daily nonstop flights from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from SJO to PWM?
You'll generally find Tuesday the quietest day for flights, while Fridays are often the busiest.* However this can vary from season to season and during peak travel times or public holidays.*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. Jetport Airport (PWM)?
To avoid possible delays on the Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM) route, fly before 3 PM. Later flights have a 22% higher chance of being canceled.**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. Jetport Airport (PWM) last-minute?
Booking your flight from SJO to PWM right before your trip is typically more expensive. But if you're flexible with your departure dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a SJO to PWM flight and hotel package?
You can save money by booking a SJO to PWM flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. After choosing your ideal flights and accommodations, you can add extras like tours, activities and car rentals.
Can I cancel or change the date of my flight from Juan Santamaria Intl. Airport (SJO) to Portland Intl. Jetport Airport (PWM)?
Typically, it's possible to cancel or reschedule your SJO to PWM flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find further details on our Customer Service portal.

Travel information

Origin airport
Juan Santamaría Intl.
Destination airport
Portland Intl. Jetport
Airlines serving
Air Canada, American Airlines, Delta, JetBlue Airways, Southwest Airlines, United
Roundtrip price
$242
Distance
2469 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 November. 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 $145 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.