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$225+ 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 5/16. 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 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 April 24, 2026.

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.
Wed 5/208:45 am
SJO
-
PDX
1 stop13h 13m
United Airlines
Wed 5/277:13 am
PDX
-
SJO
1 stop14h 26m
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 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 United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/59:40 am
SJO
-
MFR
1 stop15h 29m
United Airlines
Mon 11/92:03 pm
MFR
-
SJO
2 stops19h 22m
United Airlines
Deal found 4/23$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 stop15h 04m
United Airlines
Tue 6/91:14 pm
PDX
-
SJO
2 stops19h 57m
United Airlines
Deal found 4/20$407
This American Airlines deal was found by Cheapflights users on 4/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/262:52 pm
SJO
-
PDX
2 stops20h 59m
American Airlines
Sun 8/305:59 pm
PDX
-
SJO
2 stops18h 53m
American Airlines
Deal found 4/22$416
This United Airlines deal was found by Cheapflights users on 4/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/188:45 am
SJO
-
PDX
1 stop17h 02m
United Airlines
Fri 9/255:00 am
PDX
-
SJO
2 stops30h 21m
United Airlines
Deal found 4/23$419
This FlightHub 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/225:45 am
SJO
-
PDX
2 stops15h 51m
Multiple Airlines
Tue 10/610:30 am
PDX
-
SJO
2 stops11h 45m
Multiple Airlines
Deal found 4/20$426
This United Airlines deal was found by Cheapflights users on 4/22. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/38:45 am
SJO
-
EUG
1 stop28h 16m
United Airlines
Wed 8/191:57 pm
EUG
-
SJO
2 stops28h 40m
United Airlines
Deal found 4/22$432
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/612:55 am
SJO
-
PDX
1 stop13h 31m
Multiple Airlines
Tue 5/127:11 am
PDX
-
SJO
2 stops15h 04m
Multiple Airlines
Deal found 4/22$434
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:45 am
SJO
-
PDX
1 stop28h 36m
Multiple Airlines
Tue 8/47:00 am
PDX
-
SJO
1 stop15h 15m
Multiple Airlines
Deal found 4/20$435

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 April 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$394
(United Airlines)

One-way from

$225
(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 Oregon
Search Deals
One-way flight from San José Juan Santamaria Intl to Oregon
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 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 April 24, 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 JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Wed 7/22

12:30 am-10:48 pm

1 stop23h 18m

Portland

Tue 8/4

8:35 am-7:15 am

1 stop21h 40m

$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

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-9:38 am

2 stops26h 43m

Portland

Thu 5/28

6:03 pm-10:11 am

2 stops15h 08m

$397
Quickest round-trip

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Mon 10/5

7:55 am-7:18 pm

1 stop12h 23m

Portland

Mon 10/26

7:49 pm-7:32 am

1 stop10h 43m

$406

San JoséPortland

SJO - PDX

SJOPDX

San José Juan Santamaria Intl

Tue 9/29

1:25 pm-1:16 pm

2 stops24h 51m

Portland

Sat 10/3

3:36 pm-12:21 pm

2 stops19h 45m

$453

San JoséEugene

SJO - EUG

SJOEUG

San José Juan Santamaria Intl

Thu 10/15

8:45 am-8:30 pm

1 stop12h 45m

Eugene

Mon 10/19

5:30 am-12:21 pm

2 stops29h 51m

$487

San JoséMedford

SJO - MFR

SJOMFR

San José Juan Santamaria Intl

Thu 7/2

8:45 am-10:59 pm

1 stop15h 14m

Medford

Sat 7/25

6:35 pm-10:11 am

2 stops14h 36m

$554

San JoséEugene

SJO - EUG

SJOEUG

San José Juan Santamaria Intl

Wed 6/10

8:45 am-10:59 pm

1 stop15h 14m

Eugene

Mon 6/15

6:00 am-10:11 am

2 stops27h 11m

$557

San JoséEugene

SJO - EUG

SJOEUG

San José Juan Santamaria Intl

Mon 6/8

8:45 am-12:01 pm

1 stop28h 16m

Eugene

Tue 6/30

6:00 am-7:15 am

1 stop24h 15m

$581

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 36 resultsSorted by cheapest first
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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

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 38 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.

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

Currently, June is the cheapest month in which you can book a flight from San José to Oregon (average of $178). Flying from San José to Oregon in July is currently the most expensive (average of $289). 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?

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 April 24, 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
12,283 reviews

Entertainment

7.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

7.9

Food

7.0

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
12,283 reviews
Alaska Airlines
7.9
Good
12,283 reviews

Entertainment

7.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

7.9

Food

7.0

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
9,649 reviews
Alaska Airlines
7.9
Good
12,283 reviews

Entertainment

7.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

7.9

Food

7.0

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
11,667 reviews
Alaska Airlines
7.9
Good
12,283 reviews

Entertainment

7.0

Crew

8.5

Boarding

8.1

Comfort

7.8

Overall

7.9

Food

7.0

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 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 13h 13m. Airlines will cover a distance of 3340 mi. This flight may include one or multiple stops.

  • 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 - Medford.

  • 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, June is the cheapest month in which you can book a flight from San José to Oregon (average of $178). Flying from San José to Oregon in July is currently the most expensive (average of $289). 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

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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 April 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$281Average$393FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$295Average$352FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$313Average$519FlexibilityNo cancel feeOn-time75%

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