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$167+ Cheap flights from San José (SJO) to Portland (PDX)

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — PDX
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheapflights Tip: The best prices from San José Juan Santamaria Intl to Portland are usually found in September or October, booked 11 days in advance, depart on a Monday or Wednesday and return on a Tuesday

Find flight deals from San José to Portland

Cheapest flights from San José to Portland
Explore the most affordable flight options available from San José to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/119:40 amSJO - PDX
1 stop15h 12mUnited Airlines
Tue 3/171:35 pmPDX - SJO
2 stops21h 40mUnited Airlines
Deal found 10/28$286
This United Airlines deal was found by Cheapflights users on 10/26. 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 11/2512:35 pmSJO - PDX
1 stop12h 10mUnited Airlines
Mon 12/81:00 pmPDX - SJO
2 stops22h 15mUnited Airlines
Deal found 10/26$295
This Trip.com deal was found by Cheapflights users on 10/25. 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.
Tue 12/237:45 amSJO - PDX
1 stop15h 05mMultiple Airlines
Mon 1/197:00 amPDX - SJO
1 stop30h 30mMultiple Airlines
Deal found 10/25$301
This United Airlines deal was found by Cheapflights users on 10/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/269:40 amSJO - PDX
1 stop31h 06mUnited Airlines
Mon 12/83:55 pmPDX - SJO
1 stop14h 37mUnited Airlines
Deal found 10/28$343
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 11/269:40 amSJO - PDX
1 stop31h 06mUnited Airlines
Fri 12/511:59 pmPDX - SJO
1 stop10h 57mUnited Airlines
Deal found 10/27$348
This Travelocity deal was found by Cheapflights users on 10/26. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/105:00 amSJO - PDX
2 stops17h 50mMultiple Airlines
Mon 12/297:00 amPDX - SJO
1 stop30h 30mMultiple Airlines
Deal found 10/26$364
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/102:20 pmSJO - PDX
2 stops22h 43mUnited Airlines
Mon 12/2911:59 pmPDX - SJO
1 stop20h 33mUnited Airlines
Deal found 10/27$366

Cheap flight deals from San José to Portland

Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to Portland (PDX). 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 October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$286
(United Airlines)

One-way from

$167
(United Airlines)

Popular in

April

Cheapest in

September

Average price

$406
Provider with most accurate pricing for San José Juan Santamaria Intl-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Portland flights.
Search Deals
From San José Juan Santamaria Intl to Portland
Search Deals
One-way flight from San José Juan Santamaria Intl to Portland
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($63 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José to Portland 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 October 28, 2025.
Use the filters below to find and compare flights from San José to Portland that are best for you.

Fly from

San José

Fly to

Portland

Route

Depart

Return

Price

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Thu 12/4

2:20 pm-9:38 am

2 stops21h 18m

Portland

Tue 12/9

3:55 pm-1:15 pm

2 stops19h 20m

$286

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Tue 11/25

8:45 am-10:45 pm

1 stop16h 00m

Portland

Mon 12/8

1:00 pm-8:32 am

1 stop17h 32m

$295

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 3/6

9:40 am-10:57 pm

1 stop15h 17m

Portland

Tue 3/10

1:25 pm-11:56 am

2 stops21h 31m

$295

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 11/26

9:40 am-2:46 pm

1 stop31h 06m

Portland

Fri 12/5

11:59 pm-12:56 pm

1 stop10h 57m

$348

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 11/26

9:40 am-2:46 pm

1 stop31h 06m

Portland

Mon 12/8

1:00 pm-1:15 pm

2 stops22h 15m

$351

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Thu 1/22

2:20 pm-11:06 pm

2 stops34h 46m

$167

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Tue 11/11

8:45 am-12:13 pm

1 stop29h 28m

$167

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Tue 11/4

8:45 am-12:26 am

2 stops17h 41m

$167

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 1/21

8:45 am-6:48 pm

2 stops36h 03m

$167

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Thu 12/11

9:40 am-11:03 am

1 stop27h 23m

$167

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 11 results
1
2

Compare providers for flights from San José to Portland

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 San José to Portland in October.
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 San José-Portland flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San José-Portland flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San José-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San José-Portland 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 San José-Portland 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 San José to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from San José 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 San José to Portland

How far ahead should I book a flight from San José to Portland?

Use this chart to determine the optimal time to book a round-trip flight from San José to Portland. Price data was last updated on October 24, 2025.

Booking 11 days in advance of your planned departure date is, on average, the best time to get cheap flights from San José to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

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

Currently, January is the cheapest month in which you can book a flight from San José to Portland (average of $245). Flying from San José to Portland in June is currently the most expensive (average of $362). 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.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated October 28, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Delta, and United Airlines from San José to Portland to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

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
11,203 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

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
7,994 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

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
9,001 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

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
11,032 reviews
Alaska Airlines
8.0
Very good
11,203 reviews

Boarding

8.1

Comfort

7.8

Crew

8.5

Entertainment

7.0

Food

7.1

Overall

8.0

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 San José to Portland. 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 San José to Portland?

    Departing from San José to Portland will take you 21h 18m. San José and Portland are separated by a distance of 3340 mi.

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

    Cheapflights users have booked flights from San José to Portland round-trip from $210. Other airlines that can offer you cheap pricing are American Airlines, from $295, and United Airlines, from $295. Delta is 55% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from San José to Portland that include hotel bookings?

    Yes. In addition to deals on San José to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San José to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San José to Portland.

  • Can I find deals for business class flights from San José to Portland?

    Yes. Cheapflights offers flight deals from San José to Portland 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 San José to Portland?

    Currently, January is the cheapest month in which you can book a flight from San José to Portland (average of $245). Flying from San José to Portland in June is currently the most expensive (average of $362). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Lake Oswego
Beaverton
McMinnville
Hillsboro
Cannon Beach
Long Beach
Longview
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Pacific City
Gresham
Tillamook
Troutdale

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Alternative routes for San José to Portland

See prices for flight routes from nearby airports that may be better suited for you.
San José to Eugene flights
Liberia to Portland flights
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San José to Medford flights

Top 4 airlines flying from San José to Portland

Discover the top 4 airlines that operate flights from San José to Portland. 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 October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$210Average$581FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$295Average$518FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$295Average$431FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$313Average$519FlexibilityNo cancel feeOn-time75%

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