$228 Find Cheap Flights from San José to Oregon - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San José to Oregon departing on 12/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from San José to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland2 stops$385
Eugene
Eugene2 stops$475
Redmond
Redmond2 stops$459
Medford
Medford2 stops$493
Boise
Boise1 stop$467
Portland
Portland2 stops$385
Eugene
Eugene2 stops$475
Redmond
Redmond2 stops$459
Medford
Medford2 stops$493
Boise
Boise1 stop$467

Book Cheap San José to Oregon Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Oregon that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San José to Oregon

Wed, Jan 20 - Thu, Feb 4
Multiple Airlines Logo
5:00 am - 4:27 pmSJO  San José Juan Santamaria Intl-PDX Portland
13h 27m2 stops San Salvador El Salvador Intl Los Angeles
Multiple Airlines Logo
7:00 am - 11:15 pmPDX  Portland-SJO San José Juan Santamaria Intl
14h 15m2 stops Los Angeles Guatemala City La Aurora
$385Multiple Airlines
Tue, Sep 1 - Sat, Sep 5
Multiple Airlines Logo
5:45 am - 11:59 pmSJO  San José Juan Santamaria Intl-PDX Portland
19h 14m2 stops Guatemala City La Aurora Los Angeles
Multiple Airlines Logo
7:03 am - 11:15 pmPDX  Portland-SJO San José Juan Santamaria Intl
15h 12m2 stops Los Angeles Guatemala City La Aurora
$392Multiple Airlines
Tue, Sep 1 - Tue, Sep 8
Multiple Airlines Logo
5:45 am - 11:59 pmSJO  San José Juan Santamaria Intl-PDX Portland
19h 14m2 stops Guatemala City La Aurora Los Angeles
Multiple Airlines Logo
7:03 am - 11:15 pmPDX  Portland-SJO San José Juan Santamaria Intl
15h 12m2 stops Los Angeles Guatemala City La Aurora
$392Multiple Airlines
Mon, Sep 21 - Sun, Sep 27
United Airlines Logo
7:55 am - 10:45 pmSJO  San José Juan Santamaria Intl-PDX Portland
15h 50m2 stops Houston George Bush Intcntl San Francisco
United Airlines Logo
9:00 am - 12:21 pmPDX  Portland-SJO San José Juan Santamaria Intl
26h 21m2 stops San Francisco Houston George Bush Intcntl
$493United Airlines
Mon, Dec 21 - Tue, Dec 29
United Airlines Logo
7:30 am - 12:43 amSJO  San José Juan Santamaria Intl-PDX Portland
19h 13m2 stops Denver Intl San Francisco
United Airlines Logo
5:00 am - 10:00 pmPDX  Portland-SJO San José Juan Santamaria Intl
15h 00m1 stop Denver Intl
$493United Airlines
Tue, Dec 22 - Thu, Dec 31
United Airlines Logo
6:40 am - 12:43 amSJO  San José Juan Santamaria Intl-PDX Portland
20h 03m2 stops Los Angeles San Francisco
United Airlines Logo
5:00 am - 10:00 pmPDX  Portland-SJO San José Juan Santamaria Intl
15h 00m1 stop Denver Intl
$493United Airlines
Thu, Oct 8 - Mon, Oct 19
American Airlines Logo
1:00 pm - 11:39 pmSJO  San José Juan Santamaria Intl-PDX Portland
11h 39m1 stop Dallas/Fort Worth
American Airlines Logo
11:49 pm - 2:00 pmPDX  Portland-SJO San José Juan Santamaria Intl
13h 11m1 stop Dallas/Fort Worth
$502American Airlines
Sat, Oct 10 - Tue, Oct 20
American Airlines Logo
1:00 pm - 11:39 pmSJO  San José Juan Santamaria Intl-PDX Portland
11h 39m1 stop Dallas/Fort Worth
American Airlines Logo
11:49 pm - 2:00 pmPDX  Portland-SJO San José Juan Santamaria Intl
13h 11m1 stop Dallas/Fort Worth
$502American Airlines
Tue, Nov 10 - Wed, Jan 13
Alaska Airlines Logo
1:43 am - 1:50 pmSJO  San José Juan Santamaria Intl-PDX Portland
14h 07m1 stop Los Angeles
Alaska Airlines Logo
2:30 pm - 11:57 pmPDX  Portland-SJO San José Juan Santamaria Intl
31h 27m1 stop Los Angeles
$1,745Alaska Airlines
Tue, Nov 10 - Wed, Jan 13
Alaska Airlines Logo
1:43 am - 1:50 pmSJO  San José Juan Santamaria Intl-PDX Portland
14h 07m1 stop Los Angeles
Alaska Airlines Logo
2:30 pm - 11:57 pmPDX  Portland-SJO San José Juan Santamaria Intl
31h 27m1 stop Los Angeles
$1,761Alaska Airlines
Booking Insights

KAYAK's insights & trends for San José to Oregon flights

Get data-powered insights and trends into flights from San José to Oregon to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San José to Oregon?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San José to Oregon departing in January.

Flight prices are below average for this route right now.

Flights to Oregon from San José usually cost between $391 and $574 in January.
The lowest price found in the past 5 days was $385 on Multiple Airlines (Jan 20-Feb 4).

What is the cheapest month to fly from San José to Oregon?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Oregon, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San José to Oregon is February, when tickets cost $307 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $576 and $512 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San José to Oregon, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San José to Oregon, you should book around 2 weeks before departure, which saves you about 11% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low season

August

Cheapest flight

$228
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 8% lower on average.
Flight from San José to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from San José to Oregon?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San José to Oregon.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San José to Oregon?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San José to Oregon is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San José to Oregon?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from San José to Oregon with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San José to Oregon?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from San José to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from San José to Oregon

 
See real verified KAYAK customer reviews for airlines flying from San José to Oregon. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San José to Oregon? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
Alaska AirlinesOverall score based on 12772 reviews
7.0Entertainment
8.5Crew
8.1Boarding
7.8Comfort
7.0Food
Airline reviews

I always fly Alaska. Unless they don’t go where I need to go. They are the best

10.0 ExcellentAnonymous, Aug 2026
Read more Alaska Airlines reviews

I always fly Alaska. Unless they don’t go where I need to go. They are the best

On time departure & early arrival made the long day much better

It was insanely hot on the flight - especially before takeoff and then when we landed - but I was literally sweating in flight.

Alaska changed their departure time 4 (!!!) times, then couldn't find my luggage from a direct flight from Spokane to Portland. There were 11 passengers who didn't get our luggage & had to wait 40 minutes for Alaska to find our luggage. Alaska should reimburse everyone their airfare for such inexcusable service.

Previously there were complimentary beverages served on short flights with Alaska Airlines. It was a very nice amenity and would love it if Alaska Airlines brought back that service!!

Alaska airlines has gone from excellent to budget. Food only for purchase. Entertainment only on your devise, no headphones

The flight was good, there were no problems at all. The only thing that was very disappointing was how filthy the bathroom was, it was discussing.

The leg room is way too small for my 6’ husband.

Alaska Airlines is horrible. They notified 30 minutes before boarding that they needed to reroute my flight, causing a 22 hour layover and 42 hour travel experience they could have been avoided if they adequately informed me when I did online checking, 24 hours in advance, that I would need to reroute. This would have avoided a horrible experience if they truly demonstrated customer care

besides flight cancellation due to over boarding - diverted flight and lost baggage - no customer support whatsoever and 2 months of traveling lost

Had a one hour delay due to mechanical issue. I didn’t think I’d be able to make my connecting flight, but they waited for me and greeted me when I arrived to help things run smooth.

The flight to Houston the agents were not very helpful

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

It was good, although we could not get our preferred seats, we did enjoy the whole experience from Costa Rica. I still don't understand why our luggage is not the first to come out at the band.

Movie selection is good. Crew did not understand mileage program and were no help. Sick later. Food?

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

I love United was disappointed we had a two hour delay, however the Pilot did say safety first.

Since when do I have to pay for my checked bag? I have a United Explorer mileage plus silver card and I was charged for my checked bags. This also is an international flight. So I would like an explanation to be clear before I choose an airline please?

Pilot Erika DeLong made us feel safe and at ease in a frankly scary time to be flying. Her warm smile and greeting and excellent command of the aircraft in foggy bumpy weather helped us all to calm our nerves and get us home safely.

Boarding was terrible. My wife uses a wheel chair and she was in an incredibly hot closed metal cargo box for close to 20 minutes before getting on board

Everything went as planned. The only issue I had was with the gate C31 attendant. The person could barely speak English and was very difficult to understand.

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

It's very confusing because Kayak has it as American Airlines, but it was Hawaiian Airlines, but operated by Alaska Airlines. I had to go to the airport for my boarding pass because American said I didn't have any trips.

When I'm on a 5hr 22 minute flight I expect food to be purchased. Especially when American makes a very tight connection time where u have to run to make the long flight. Chips and nuts are unacceptable and being told you should be in first class to get a meal is also unacceptable. I didn't change the flight times American Airlines did.

Flight attendants on American Airlines are rude very harsh with their time of voice. Nearly identical experience as spirit airlines. However, from Spirit Airlines, you expect this level of mediocre service. You do not expect this from the big three..

The plane had maintenance issues and didn't leave after 72 hours

The staff were very nice! However when our first flight got delayed an hour, the second connection flight was not delayed and the layover was only 40 minutes. When we rushed and made it to our gate for the connection flight, the gate said it had moved to another section of the airport. We barley made it to the connection flight, and overall we were very stressed. We asked about taking a later time for the second connection flight, but the other option was much later and we would have to wait at the airport for 9+ hours. I just wish American Airlines could have moved the second connection flight to a later time too for its customers, and thank you for taking the time to read my review.

Flight was canceled and then rescheduled on another flight. Paid for first class but moved to the back of the plane. Then put up in the worst/dirtiest hotel I’ve ever stayed in. American Airlines should be ashamed of putting their passengers/customers in a place that filthy.

The flight was on time, boarding process good. Good value flight.

Flight was delayed by one hour, then another 1/2 hour then cancelled and changed till the next day. We were not allowed to get our luggage & put up in a dirty hotel. I had cockroaches in the bathroom. When I finally arrived home…i noticed the airline had damaged the zipper on my suitcase. An awful awful trip thanks to American Airlines.

Everything you need to know for your flight from San José to Oregon

Information on your arrival and departure airports