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Oregon

$238+ Cheap flights from San José (SJO) to Oregon

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — PDX
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheap flight deals from San José to Oregon

Cheapest flights from San José to Oregon
Explore the most affordable flight options available from San José to Oregon. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.

This Avianca deal was found by Cheapflights users on 7/22. 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.
Fri 10/305:45 am
SJO
-
PDX
2 stops15h 48m
Multiple Airlines
Thu 11/57:00 am
PDX
-
SJO
2 stops14h 15m
Multiple Airlines
Deal found 7/22$383
This Avianca deal was found by Cheapflights users on 7/26. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/55:45 am
SJO
-
PDX
2 stops19h 14m
Multiple Airlines
Sat 9/127:03 am
PDX
-
SJO
2 stops15h 12m
Multiple Airlines
Deal found 7/26$392
This Avianca deal was found by Cheapflights users on 7/26. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:45 pm
SJO
-
PDX
3 stops16h 05m
Multiple Airlines
Tue 9/17:03 am
PDX
-
SJO
2 stops15h 12m
Multiple Airlines
Deal found 7/26$394
This Avianca deal was found by Cheapflights users on 7/23. 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.
Thu 8/135:05 am
SJO
-
PDX
2 stops12h 42m
Multiple Airlines
Sun 8/1610:48 am
PDX
-
SJO
2 stops11h 52m
Multiple Airlines
Deal found 7/23$395
This eDestinos deal was found by Cheapflights users on 7/27. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:45 am
SJO
-
PDX
1 stop28h 46m
Multiple Airlines
Tue 10/277:03 am
PDX
-
SJO
1 stop15h 12m
Multiple Airlines
Deal found 7/27$398
This eDestinos deal was found by Cheapflights users on 7/26. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/105:45 am
SJO
-
PDX
1 stop15h 48m
Multiple Airlines
Tue 10/206:18 pm
PDX
-
SJO
2 stops13h 27m
Multiple Airlines
Deal found 7/26$402
This Avianca deal was found by Cheapflights users on 7/23. 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 8/175:05 am
SJO
-
PDX
2 stops12h 42m
Multiple Airlines
Tue 9/17:03 am
PDX
-
SJO
2 stops15h 12m
Multiple Airlines
Deal found 7/23$412
This Avianca deal was found by Cheapflights users on 7/22. 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.
Thu 9/105:45 am
SJO
-
PDX
2 stops17h 10m
Multiple Airlines
Tue 9/227:03 am
PDX
-
SJO
2 stops15h 12m
Multiple Airlines
Deal found 7/22$417
This FlightHub deal was found by Cheapflights users on 7/24. 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.
Thu 10/225:45 am
SJO
-
PDX
2 stops15h 48m
Multiple Airlines
Sat 10/246:40 am
PDX
-
SJO
2 stops15h 35m
Multiple Airlines
Deal found 7/24$426
This eDestinos deal was found by Cheapflights users on 7/22. 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.
Thu 10/15:45 am
SJO
-
PDX
1 stop17h 10m
Multiple Airlines
Wed 10/76:18 pm
PDX
-
SJO
1 stop27h 57m
Multiple Airlines
Deal found 7/22$433
This Avianca deal was found by Cheapflights users on 7/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:05 am
SJO
-
RDM
2 stops14h 02m
Multiple Airlines
Wed 9/26:47 pm
RDM
-
SJO
2 stops12h 58m
Multiple Airlines
Deal found 7/27$452
This Avianca deal was found by Cheapflights users on 7/22. 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.
Thu 10/225:45 am
SJO
-
RDM
2 stops18h 01m
Multiple Airlines
Tue 10/277:00 am
RDM
-
SJO
2 stops15h 15m
Multiple Airlines
Deal found 7/22$458

Find flight deals from San José to Oregon

Keep the following information in mind while searching for San José to Oregon flight deals. Data was last updated July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$383
(Avianca)

One-way from

$238
(Avianca)

Popular in

March

Cheapest in

February

Average price

$496
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 Oregon
Search Deals
One-way flight from San José Juan Santamaria Intl to Oregon
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from San José to Oregon 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 July 28, 2026.
Use the filters below to find and compare flights from San José to Oregon that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséRedmond

SJO - RDM

SJORDM

San José Juan Santamaria Intl

Wed 8/26

5:05 am-6:07 pm

2 stops14h 02m

Bend/Redmond

Wed 9/2

6:47 pm-8:45 am

2 stops12h 58m

$452

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Thu 9/10

8:45 am-12:37 am

1 stop16h 52m

Portland

Tue 9/22

9:00 am-7:37 pm

2 stops33h 37m

$458

San JoséRedmond

SJO - RDM

SJORDM

San José Juan Santamaria Intl

Thu 10/22

5:45 am-10:46 pm

2 stops18h 01m

Bend/Redmond

Tue 10/27

7:00 am-11:15 pm

2 stops15h 15m

$458

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 10/30

12:40 pm-9:31 am

3 stops21h 51m

Portland

Thu 11/5

2:45 pm-11:45 am

3 stops19h 00m

$475

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 9/11

8:45 am-10:15 am

1 stop26h 30m

Portland

Sun 9/20

7:00 am-7:15 am

1 stop23h 15m

$487

San JoséRedmond

SJO - RDM

SJORDM

San José Juan Santamaria Intl

Fri 8/21

5:05 am-6:07 pm

2 stops14h 02m

Bend/Redmond

Fri 8/28

6:47 pm-8:45 am

2 stops12h 58m

$488

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 9/18

8:45 am-10:45 pm

1 stop15h 00m

Portland

Fri 9/25

6:50 am-7:37 pm

1 stop11h 47m

$501

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Fri 9/11

8:45 am-10:45 pm

1 stop15h 00m

Portland

Wed 9/23

7:27 pm-7:15 am

1 stop10h 48m

$509

San JoséRedmond

SJO - RDM

SJORDM

San José Juan Santamaria Intl

Sat 10/24

8:45 am-6:22 pm

1 stop10h 37m

Bend/Redmond

Mon 10/26

2:05 pm-7:32 am

1 stop16h 27m

$523

San JoséEugene

SJO - EUG

SJOEUG

San José Juan Santamaria Intl

Tue 10/13

7:55 am-10:44 am

2 stops27h 49m

Eugene

Fri 10/16

5:00 am-12:21 pm

2 stops30h 21m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/24

Showing 1-10 of 30 resultsSorted by cheapest first
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2
3

Best time to book a flight from San José to Oregon

Have a flexible travel schedule? Discover the best time to fly to Oregon 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 Oregon

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

Currently, February is the cheapest month in which you can book a flight from San José to Oregon (average of $307). Flying from San José to Oregon in March is currently the most expensive (average of $632). 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 Oregon?

Airfare is below average for this route at the moment.
San José to Oregon flights typically cost between $391 and $546 in October.
The cheapest round-trip price found within the last 5 days was $383 on Multiple Airlines (Oct 30-Nov 5).

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

The best time to book flights from San José to Oregon is 36 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Oregon

Get insights into the airlines that provide service to Oregon. 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 Oregon. Reviews last updated July 28, 2026.
Read reviews from past customers who have flown Alaska Airlines,United Airlines, andAmerican Airlines from San José to Oregon. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
7.9
Good
12,717 reviews

Comfort

7.8

Overall

7.9

Entertainment

7.0

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
Alaska Airlines
7.9
Good
12,717 reviews
Alaska Airlines
7.9
Good
12,717 reviews

Comfort

7.8

Overall

7.9

Entertainment

7.0

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
United Airlines
7.4
Good
10,042 reviews
Alaska Airlines
7.9
Good
12,717 reviews

Comfort

7.8

Overall

7.9

Entertainment

7.0

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.
American Airlines
7.1
Good
11,837 reviews
Alaska Airlines
7.9
Good
12,717 reviews

Comfort

7.8

Overall

7.9

Entertainment

7.0

Food

7.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Franzi,Mar 2026

SFO - PDX

I love flying with Alaska. I think they sre the best airline.

Related info for your journey

Find useful and relevant information for your journey from San José to Oregon. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from San José to Oregon?

    If you book a flight to Oregon from San José, you will be flying from Juan Santamaria Intl, which is the city’s only airport. San José Juan Santamaria Intl (SJO) is located 8.8 mi from the center of San José.

  • How long is the flight from San José to Oregon?

    Departing from San José to Oregon will take you 16h 52m. Airlines will cover a distance of 3340 mi.

  • What are the most popular routes from San José to Oregon?

    The most popular flight routes from San José to Oregon are San José Juan Santamaria Intl - Portland, San José Juan Santamaria Intl - Eugene and San José Juan Santamaria Intl - Bend/Redmond.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from San José to Oregon (average of $307). Flying from San José to Oregon in March is currently the most expensive (average of $632). 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

Browse thousands of different options on Cheapflights for your next trip

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Top 3 airlines flying from San José to Oregon

Discover the top 3 airlines that operate flights from San José to Oregon. 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Alaska AirlinesCheapest$275Average$545FlexibilityNo cancel feeOn-time75%
United AirlinesCheapest$286Average$451FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$374FlexibilityNo cancel feeOn-time71%

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