$58 Find Cheap Flights from San Jose to Oregon - Compare and Save

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Cheap Flights from San Jose to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Portland
Portland1 stop$157
Eugene
Eugene1 stop$109
Redmond
Redmond1 stop$425
Medford
Medford1 stop$308
Pendleton
Pendleton2 stops$876
Boise
Boise1 stop$148
Portland
Portland1 stop$157
Eugene
Eugene1 stop$109
Redmond
Redmond1 stop$425
Medford
Medford1 stop$308
Pendleton
Pendleton2 stops$876
Boise
Boise1 stop$148
Booking Insights

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

Get data-powered insights and trends into flights from San Jose 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 Jose, California to Oregon?

Flight prices are below average for this route right now.

Flights to Oregon from San Jose, California usually cost between $247 and $513 in December.
The lowest price found in the past 5 days was $157 on Delta (Dec 25-Dec 28).

What is the cheapest San Jose to Oregon flight route?

The cheapest ticket to Oregon from San Jose found in the last 5 days was to Eugene, at $127 round-trip. The most popular route is from San Jose (SJC) to Portland (PDX), and the cheapest round-trip airline ticket found on this route in the last 5 days was $157.

What is the cheapest time of day to fly to Oregon?

The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $303 on average. Morning departures are around 15% cheaper than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the evening, which is peak travel time and where the average cost of a ticket is $378.

Can I save money by flying with a layover from San Jose to Oregon?

No, with an average price for the route of $321, prices are generally cheapest when you fly direct.

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

The cheapest month for flights from San Jose to Oregon is January, when tickets cost $167 (return) on average. On the other hand, the most expensive months are March and November, when the average cost of round-trip tickets is $459 and $367 respectively.

What’s the cheapest day of the week to fly from San Jose to Oregon?

Your flight ticket price will generally be cheaper if you fly to Oregon on a Saturday and more expensive on a Monday. On your return trip to San Jose, you should consider flying back on a Saturday, and avoid Sundays for better deals.

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

To get a below average price on the flight from San Jose to Oregon, you should book around 4 weeks before departure, which saves you about 58% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low season

January

Cheapest flight

$58
Most popular time to fly with an average 8% increase in price.
Flight from San Jose to Portland

FAQs - booking Oregon flights

  • How does KAYAK find such low prices on flights from San Jose 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 Jose to Oregon.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose 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 Jose 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 Jose 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 Jose 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 Jose to Oregon up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Oregon

  • Looking for a cheap flight? 25% of our users found tickets from San Jose to the following destinations at these prices or less: Portland $97 one-way - $194 round-trip

Reviews of the top airlines flying from San Jose to Oregon

 
Need help choosing which airline to fly with from San Jose 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 13135 reviews
7.0Entertainment
8.1Boarding
8.5Crew
7.8Comfort
7.0Food
Airline reviews

The flight attendant for first class was excellent. Very attentive to the needs of the passengers The time scheduled for the connection flight on to Kona was too short and we missed that flight. But another flight was only an hour later. But it should have been scheduled that was in the first place.

10.0 ExcellentAnonymous, Sep 2026
Read more Alaska Airlines reviews

The flight attendant for first class was excellent. Very attentive to the needs of the passengers The time scheduled for the connection flight on to Kona was too short and we missed that flight. But another flight was only an hour later. But it should have been scheduled that was in the first place.

The problem was going through San Diego, a trip that's become a new development.

No complimentary snacks or food. Had to buy drinks and food.

My email notifications were silenced, so I didn't get word that the departing flight had changed gates. It wasn't until I noticed that few people had gathered for the flight that I checked the airport schedule board, 20 minutes before boarding. I then told several people at the old gate of the change. If I was to receive a text I would have been notified of the change earlier, Or to hear an announcement over the airport intercom.

Great crew, smooth flight and landing. Wish they would offer Dr. Pepper and a choice of flavors of pretzels.

These questions are hard to answer. It was not until I checked in that I learned my flight was going to Seattle for a connection and not Portland. I did not get notified, or asked, about this change by Alaska or Kayak. Thankfully I made this flight; but missed the connecting flight and it took me much longer to get home. A service representative for Alaska says this happens frequently with third party companies, like Kayak. Please please figure that out.

Alaska is always good. Happy polite employees, great airlines. I can’t say that about some of the others !

I would love to be awake for the announcements. I fell asleep because I was so tired. I know most people do not, and I just fell asleep. I did want some water, but that is ok. Not desperate. Thanks, I really make it a point to fly with this airline, since it is a very reliable and convenient way to fly. Thank you!

We didn’t have any entertainment, but it was a very short flight. We also sis to have any food except the free beverages and pretzels.

The flight attendants especially. Had 2 kids and the fun they had

Despite paying for an ‘upgraded’ seat in row 1, I had to put my luggage in the middle of the plane. Snacks were bleh and seat was small and uncomfortable and I am not large. Attendants were fine but not super helpful. Plane just seemed outdated.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

It was as expected and I was grateful for the wheel chair help and ease of use.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I recently flew Southwest from San Jose to Honolulu. I was very impressed with the flight crew, especially the flight attendant in charge of the front of the plane. She came through the aisle at least five times for drinks and water, and two times for snacks. I have not seen such service since I flew first class. Also, for the first time, they gave us the correct baggage claim number, and the luggage came out quickly. I can't wait for Southwest to have assigned seating! I absolutely hate the Cattle Call boarding procedure and the mad dash to get seats and overhead bins. However, the boarding was efficient.

Forget beverage, they didn't even have water for half the passangers?

Flight was not full! Had a whole row to myself.

Tight seats. Be prepared to sit in the middle if you are in boarding group C.

Wifi didn’t work, no service, seats are hard as rocks

More options for your flight from San Jose to Oregon

Complete your trip to Oregon with a hotel stay or car rental