$69 Find Cheap Flights from San Jose to Oregon

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 Jose to Oregon departing on 5/19. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Oregon

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Oregon, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose to Oregon, as well as popular online travel agencies
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Flight Deals

Cheap Flights from San Jose to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portlandnonstop$198
Eugene
Eugenenonstop$137
Redmond
Redmond1 stop$323
Medford
Medford1 stop$335
Pendleton
Pendleton2 stops$806
Boise
Boisenonstop$207
Portland
Portlandnonstop$198
Eugene
Eugenenonstop$137
Redmond
Redmond1 stop$323
Medford
Medford1 stop$335
Pendleton
Pendleton2 stops$806
Boise
Boisenonstop$207

Book Cheap San Jose 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 Jose 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 Jose to Oregon

Tue, May 26 - Tue, Jun 2
Southwest Logo
11:25 am - 1:00 pm
SJC
-
EUG
1h 35mnonstop
Southwest Logo
5:20 pm - 7:00 pm
EUG
-
SJC
1h 40mnonstop
$137Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
11:25 am - 1:00 pm
SJC
-
EUG
1h 35mnonstop
Southwest Logo
1:40 pm - 9:55 pm
EUG
-
SJC
8h 15m
1 stop
$147Southwest
Tue, May 26 - Tue, Jun 2
Southwest Logo
11:25 am - 1:00 pm
SJC
-
EUG
1h 35mnonstop
Southwest Logo
1:40 pm - 11:00 pm
EUG
-
SJC
9h 20m
2 stops
$152Southwest
Wed, Jun 3 - Wed, Jun 10
Delta Logo
7:36 am - 12:55 pm
SJC
-
EUG
5h 19m
1 stop
Delta Logo
5:30 am - 12:38 pm
EUG
-
SJC
7h 08m
1 stop
$157Delta
Tue, Jun 2 - Thu, Jun 4
Delta Logo
4:59 pm - 11:43 pm
SJC
-
EUG
6h 44m
1 stop
Delta Logo
12:35 pm - 8:03 pm
EUG
-
SJC
7h 28m
1 stop
$174Delta
Mon, Jun 8 - Tue, Jun 16
Alaska Airlines Logo
8:00 am - 9:50 am
SJC
-
PDX
1h 50mnonstop
Alaska Airlines Logo
9:30 pm - 11:21 pm
PDX
-
SJC
1h 51mnonstop
$198Alaska Airlines
Fri, May 29 - Sun, May 31
Frontier Logo
12:57 pm - 11:50 am
SJC
-
PDX
22h 53m
1 stop
Frontier Logo
11:15 am - 1:17 pm
PDX
-
SJC
26h 02m
1 stop
$201Frontier
Sat, May 23 - Sat, May 30
Alaska Airlines Logo
2:53 pm - 4:43 pm
SJC
-
PDX
1h 50mnonstop
Alaska Airlines Logo
2:35 pm - 4:32 pm
PDX
-
SJC
1h 57mnonstop
$207Alaska Airlines
Thu, May 14 - Tue, May 19
Multiple Airlines Logo
12:57 pm - 11:50 am
SJC
-
PDX
22h 53m
1 stop
Multiple Airlines Logo
2:35 pm - 4:32 pm
PDX
-
SJC
1h 57mnonstop
$220Multiple Airlines
Thu, May 14 - Mon, May 18
Multiple Airlines Logo
6:10 am - 6:20 pm
SJC
-
PDT
12h 10m
2 stops
Multiple Airlines Logo
6:00 am - 10:59 pm
PDT
-
SJC
16h 59m
2 stops
$806Multiple Airlines
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?

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 Jose, California to Oregon departing in June.

What is the cheapest San Jose to Oregon flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Oregon from San Jose found in the last 72 hours was to Eugene, at $144 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 72 hours was $182.

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

The average price for all round-trip flights from San Jose to Oregon depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Oregon is generally at night, when round-trip flights cost $298 on average. Morning departures are around 1% 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 $320.

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

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $277, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose 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 Jose to Oregon is May, when tickets cost $48 (return) on average. On the other hand, the most expensive months are November and March, when the average cost of round-trip tickets is $157 and $137 respectively.

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

The average price of all round-trip flights from San Jose to Oregon clicked on KAYAK for each day over the last 12 months.

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

How far in advance should I book a flight from San Jose 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 Jose 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 Jose to Oregon, you should book around 4 weeks before departure, which saves you about 65% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$69
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from San Jose to Eugene

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 $141 one-way - $260 round-trip

Reviews of the top 4 airlines serving from San Jose to Oregon

 
See real verified KAYAK customer reviews for airlines flying from San Jose 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 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.
8.0
SouthwestOverall score based on 4314 reviews
7.5Entertainment
7.0Food
8.0Comfort
8.6Crew
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

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

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

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.

The flight would have been very good , if not dor the constantly screaming baby in the row behind me. Is there a way to isolate people traveling with infants? This is not the first time this has happened to me.

I was on flight #3022 departed from San Diego, California to Medford, Oregon. I had Denise & Damaris as my flight attendants. I didn’t have much interaction with Damaris, but I did with Denise who had, this calm, cool collective voice when she spoke about the emergency exit plans before takeoff. I travel often and I’ve never met a flight attendant that can put you at ease. I felt she respects and takes pride in her position and more airlines need to adopt the integrity and respect that she has for Alaska Airlines. Debbie

My daughter has anxiety and became nauseous after boarding the plane and before take off. She went to the plane bathroom and ended up having to vomit, and your staff promptly removed us from the flight. We explained that it was due to my daughter’s anxiety, and that the condition would not continue in the air, but they removed us anyway. We have flown many many times before on many different airlines and my daughter’s anxiety has resulted in nausea and sickness before takeoff, and every airline has been accommodating and professional. This is was our first time flying with your airline, and also the first time we have ever been removed from a flight. This was the worst service we have ever experienced. This was a special surprise trip we gifted to my daughter for graduating college. I had also paid to upgrade the family to first class and sit all together which we had never done before and can’t afford on a normal basis. Our removal from the flight was not only extremely embarrassing, but devastating for my daughter. My daughter and I were removed from the plane and a call was made by your staff to medical personnel, a few questions were asked of my daughter, and then she was magically cleared. All of this took mere minutes. Why this could not have been performed while we were on the plane, or why this could not have been performed off the plane and then us allowed to reboard is beyond me. My wife and youngest daughter continued on the original flight alone and were very upset and crying due to the situation, yet the staff did nothing to console or assist them. My wife states that upon arrival in Portland and as they were exiting the plane, one of the stewardesses involved said “byyyyeeeee” to them sarcastically and laughed. Myself and my oldest daughter had to wait 4 hours for an alternate flight and were sat in regular seats because our first class seat purchase could not be honored. My wife wasn’t allowed to pick up our rental car and had to wait 4 hours with our luggage until I arrived. The delay prevented us from being able to carry out planned events and ruined the first day of our trip. Upon explaining all of this to your customer service, we received no sympathy, assistance, or compensation other than your staff submitting a request for a reimbursement of my and my daughters first class upgrade cost. When checking in early for our flight back home, the luggage cost for myself and my eldest daughter was no longer discounted as it was for my wife and youngest daughter. Customer service once again could not assist me over the phone and rectify what should have been a minor adjustment. Instead they stated I would have to wait until we physically checked bags in at the airport and then ask staff to adjust the luggage cost. With everything else we had experienced, I was not going to leave that to chance and instead paid full price for the luggage ahead of time. Or experience with Alaska Airlines was a complete disaster and I am baffled at the lack of empathy and assistance from your staff. I’m not sure of what else to say other than the fact that unless we are compensated by Alaska Airlines in some form to offset the horrendous service we received, we will be relaying our experience to family and friends and on social media, and doing all we can to urge everyone to avoid utilizing your services.

I got an email 3 hours before the flight letting me know it got canceled

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

Flights were on time, which made making connections do much better. Well organized

My only complaint was how far it was from plane to baggage claim

I had a problem with my reservation and no one could help me understand what happened. I booked my flight months ago and received a confirmation email. In the confirmation email, it said that the flight would depart at 3:15 p.m. A few hours before the flight, I tried to go online and check in, and suddenly it said that the flight was leaving an hour earlier. I had to rush to get to the airport and almost didn't make it. No one could help me understand why this happened, and I'm really concerned that it might happen in the future. I would appreciate some support in this matter.

Not bad. Due to not buying a seat, on the way back, my seat was not assigned till 2 hrs before the flight left. Got me worried I wouldn’t have a seat.

in-flight wifi was not working well. also the cabin temperature was a bit hot.

Fabulous if you have a portable wheelchair. They can store it in the galley and you can just walk out with it. Really nice and the flat seats are just incredible, very nice. iPads for movies, also pretty nice,

The crew were exceptionally nice and accommodating. My wife was tired after the flight from Haneda, Tokyo. They let her sleep and served her dinner later after she woke up, before we landed in PDX.

No charging outlets worked. Other than collecting trash attendants didn’t come around. No one could hear flight attendants announcements during the flight. Seat pads were horrible. Sitting on a board for 5 hours. What happened to Hawaiian airlines comfort, hospitality, and extras? Our pilots did an excellent job trying to minimize turbulence and incredible job in landing in windy conditions.

I like that if they asked you to checked in a bag at the gate they give you priority to board

I had to cancel the flight because with a 3 hour delay for 'unexpected maintenance' in getting to LAX, I couldn't connect to an overseas flight that I had booked on Scandinavian Air.

I received several emails about my 3:10 flight. When I showed up to the airport at 12:30 to check my bags I was told the flight was actually at 1 pm. They grudgingly rebooked me for a flight at 5:22 to Vegas to get a connecting to LAX. I did find the gate for my original 3:10 flight but they were booked. I proceeded to receive status updates and gate change information for the 3:10 flight, even though I was apparently never supposed to be on that flight

My flight was delayed three hours and then cancelled. The gate agent proceeded to rebook me in a middle seat without telling me and I was placed between two large individuals who did not fit in their own seats and instead took up most of mine. It was an awful experience.

The food options were limited and very specific. Some type of entertainment option for a 4.5 hour flight would have been nice.

The Kayak confirmation number did not work for checking in the day before. I checked in at 8.30 using my ticket number. When I arrived at the airport, I was informed that the flight was overbooked, and since I had checked in late, I did not have a seat. The Next flight was not until ten PM. I called my wife, who had been taking care of our kids all weekend, and she was upset, calling me a liar and telling me to stay in SD. It turned my weekend getaway into a nightmare! I blame the Kayak website and will not book flights using your app in the future.

comfortable but the food is horrible. I have flown Hawaiian several times now and no matter what they say the food is its the same squashed bread with melted goop inside. Tastes fake and isnt what they represent, its quite nasty. What happend to real food? And there is NO entertainment!! so not sure why they are asking for a review on that.

My flight was delayed then put back on time then cancelled and they automatically rebooked me to another flight but that flight was going to make me late to a concert i had planned for. Flight was at 10am concert was at 7pm from Burbank to Las Vegas so I allowed enough time but the flight that was rebooked was too late so I talked with the desk and they were able to get me on an afternoon flight. Thank goodness. That was stressful for a moment. I want to thank the person who helped me get to my show on time. Concert tickets are very expensive and the show was amazing. Hopefully my flight home will be smooth.

We were delayed and the bag charge fees are very expensive.

Horrible airline .. my flight was cancel , the only offer to flight next day was no good for me , representative from spirit advise everybody to buy the new ticket from southwest airline and spirit will pay back the money we spend on new ticket but after we did this they don’t want to pay us back , .. customer service is not help anybody Chat text messages it is horrible also , robots can’t answer and help u with anything … I send the complains to head quarter in Miami and department of transportation

My flight was delayed by over an hour and the turbulance was horrible.

I was double booked for my ticket- they have record of it and admitted to their error but wouldn’t let me board until I paid once again for the fare- have documentation of their mistake -

I cannot effectively rate the food and drink as I had not. Otherwise, the trip was fine. The seats were nice, the crew was fine. They could smile once in a while. They all look like they were mad.

They cancelled the flight due to crew unavailability. The next day they cancelled the flight again.

For the price of the fare, there really isn’t much to complain about.

A Spirit agent caused me to miss my flight. The company has not responded for request of refund. Stay away from Spirit.

I arrived two hours early, and at 9:20 I was still queuing for security.

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

Information on your arrival and departure airports