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$227+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — PDX
May 24 — May 311
Sun 5/24
Sun 5/31
1 adult, Economy
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Cheap 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 April 24, 2026.

This eDestinos deal was found by Cheapflights users on 4/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:45 am
SJO
-
PDX
1 stop28h 40m
Multiple Airlines
Sat 10/310:30 am
PDX
-
SJO
1 stop11h 45m
Multiple Airlines
Deal found 4/19$382
This Avianca deal was found by Cheapflights users on 4/19. 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 9/195:45 am
SJO
-
PDX
2 stops15h 51m
Multiple Airlines
Wed 9/307:50 pm
PDX
-
SJO
2 stops11h 55m
Multiple Airlines
Deal found 4/19$385
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/198:45 am
SJO
-
PDX
1 stop16h 48m
United Airlines
Mon 5/257:00 am
PDX
-
SJO
1 stop23h 15m
United Airlines
Deal found 4/20$394
This United Airlines deal was found by Cheapflights users on 4/20. 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 5/197:55 am
SJO
-
PDX
1 stop12h 43m
United Airlines
Sat 5/307:00 am
PDX
-
SJO
2 stops21h 30m
United Airlines
Deal found 4/20$397
This eDestinos deal was found by Cheapflights users on 4/19. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:45 am
SJO
-
PDX
1 stop30h 05m
Multiple Airlines
Tue 9/297:00 am
PDX
-
SJO
1 stop15h 15m
Multiple Airlines
Deal found 4/19$398
This United Airlines deal was found by Cheapflights users on 4/20. 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.
Sat 5/166:00 am
SJO
-
PDX
2 stops19h 33m
United Airlines
Thu 5/286:03 pm
PDX
-
SJO
2 stops15h 08m
United Airlines
Deal found 4/20$400
This American Airlines deal was found by Cheapflights users on 4/20. 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.
Wed 5/136:30 am
SJO
-
PDX
1 stop18h 23m
American Airlines
Mon 5/1810:28 pm
PDX
-
SJO
1 stop19h 39m
American Airlines
Deal found 4/20$403
This United Airlines deal was found by Cheapflights users on 4/19. 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 10/57:55 am
SJO
-
PDX
1 stop12h 23m
United Airlines
Mon 10/267:49 pm
PDX
-
SJO
1 stop10h 43m
United Airlines
Deal found 4/19$406
This United Airlines deal was found by Cheapflights users on 4/20. 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 6/28:45 am
SJO
-
PDX
1 stop13h 09m
United Airlines
Tue 6/95:15 am
PDX
-
SJO
3 stops27h 56m
United Airlines
Deal found 4/20$407
This American Airlines deal was found by Cheapflights users on 4/19. 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.
Tue 5/512:10 pm
SJO
-
PDX
1 stop12h 43m
American Airlines
Sat 5/911:40 pm
PDX
-
SJO
1 stop20h 56m
American Airlines
Deal found 4/19$413

Find 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 April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(eDestinos)

One-way from

$227
(United Airlines)

Popular in

March

Cheapest in

February

Average price

$438
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. 7% potential increase in price ($31 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
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 April 24, 2026.
Use the filters below to find and compare flights from San José to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 5/15

8:45 am-2:57 pm

1 stop31h 12m

Portland

Sun 5/24

8:35 am-10:11 am

2 stops24h 36m

$394

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 5/20

8:45 am-8:58 pm

1 stop13h 13m

Portland

Wed 5/27

4:15 pm-10:11 am

2 stops16h 56m

$394

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 5/8

7:55 am-10:59 pm

1 stop16h 04m

Portland

Tue 5/12

1:37 pm-7:15 am

1 stop16h 38m

$394

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 5/27

11:13 am-9:47 am

2 stops23h 34m

Portland

Wed 6/3

7:00 am-7:15 am

1 stop23h 15m

$394

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Tue 5/19

7:55 am-7:38 pm

1 stop12h 43m

Portland

Tue 5/26

4:15 pm-10:11 am

2 stops16h 56m

$394

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Thu 5/28

12:30 am-11:00 pm

2 stops23h 30m

Portland

Wed 6/3

12:50 pm-10:11 am

2 stops20h 21m

$394
Quickest round-trip

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Sat 5/16

6:00 am-8:58 pm

2 stops15h 58m

Portland

Thu 5/28

11:59 pm-10:11 am

1 stop9h 12m

$400

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Sat 5/23

6:00 am-12:50 am

2 stops19h 50m

Portland

Sat 5/30

11:59 pm-10:39 pm

1 stop21h 40m

$400
Cheapest one-way

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 5/6

7:55 am-12:43 pm

1 stop29h 48m

$227

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 5/13

8:45 am-12:33 am

1 stop16h 48m

$227

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Showing 1-10 of 16 resultsSorted by cheapest first
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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San José-Portland flight deals on Cheapflights vs. FlightHub >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 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 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?

Booking 41 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, February is the cheapest month in which you can book a flight from San José to Portland (average of $307). Flying from San José to Portland in March is currently the most expensive (average of $572). 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 San José to Portland?

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 April 24, 2026.
Peruse reviews from past customers who have flown with Alaska Airlines,United Airlines, andAmerican 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
7.9
Good
12,279 reviews

Comfort

7.8

Food

7.0

Overall

7.9

Entertainment

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well
Alaska Airlines
7.9
Good
12,279 reviews
Alaska Airlines
7.9
Good
12,279 reviews

Comfort

7.8

Food

7.0

Overall

7.9

Entertainment

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well
United Airlines
7.4
Good
9,644 reviews
Alaska Airlines
7.9
Good
12,279 reviews

Comfort

7.8

Food

7.0

Overall

7.9

Entertainment

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well
American Airlines
7.1
Good
11,664 reviews
Alaska Airlines
7.9
Good
12,279 reviews

Comfort

7.8

Food

7.0

Overall

7.9

Entertainment

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
8.0
Excellent

Eugene,Mar 2026

MFR - SEA

Alaska Airlines is is always good. There where few choices of what to drink, and no food. No blankets, no pillows, and you h ats ok. I just had open heart surgery And i could have used something. But the flight and the crew where exelent. So all is well

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 31h 12m. 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 $286. Other airlines that can offer you cheap pricing are American Airlines, from $295, and Alaska Airlines, from $313. United Airlines is 29% 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, February is the cheapest month in which you can book a flight from San José to Portland (average of $307). Flying from San José to Portland in March is currently the most expensive (average of $572). 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
Beaverton
Seaside
Vancouver
Lincoln City
Longview
Lake Oswego
Hillsboro
Clackamas
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Wilsonville
Depoe Bay
Stevenson
Tillamook
Astoria
Pacific City

Browse thousands of different options on Cheapflights for your next trip

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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
San José to Medford flights
San José to Redmond flights

Top 3 airlines flying from San José to Portland

Discover the top 3 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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$286Average$391FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$352FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$313Average$519FlexibilityNo cancel feeOn-time75%

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