$67 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 1/27. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Jose 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.
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Cheap Flights from San Jose to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Portland
Portland2 stops$132
Eugene
Eugene1 stop$203
Redmond
Redmond1 stop$203
Medford
Medford1 stop$229
Boise
Boisenonstop$137
Portland
Portland2 stops$132
Eugene
Eugene1 stop$203
Redmond
Redmond1 stop$203
Medford
Medford1 stop$229
Boise
Boisenonstop$137

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

Wed, Dec 3 - Sat, Dec 6
Southwest Logo
6:30 am - 1:30 pmSJC-PDX
7h 00m2 stops
Southwest Logo
10:10 am - 12:00 pmPDX-SJC
1h 50mnonstop
$132Southwest
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Thu, Dec 4 - Mon, Dec 8
Alaska Airlines Logo
6:18 am - 10:50 amSJC-PDX
4h 32m1 stop
Alaska Airlines Logo
3:36 pm - 5:37 pmPDX-SJC
2h 01mnonstop
$135Alaska Airlines
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Sat, Dec 6 - Mon, Dec 8
Southwest Logo
7:00 am - 1:55 pmSJC-PDX
6h 55m1 stop
Southwest Logo
2:15 pm - 7:50 pmPDX-SJC
5h 35m1 stop
$136Southwest
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Tue, Mar 3 - Wed, Mar 4
Hawaiian Airlines Logo
5:00 pm - 12:03 amSJC-PDX
7h 03m1 stop
Hawaiian Airlines Logo
10:30 am - 12:15 pmPDX-SJC
1h 45mnonstop
$137Hawaiian Airlines
Find Deal
Tue, Mar 3 - Wed, Mar 4
Hawaiian Airlines Logo
4:40 pm - 7:16 pmSJC-BOI
1h 36mnonstop
Hawaiian Airlines Logo
8:00 am - 8:58 amBOI-SJC
1h 58mnonstop
$137Hawaiian Airlines
Find Deal
Tue, Dec 2 - Tue, Dec 2
Alaska Airlines Logo
7:40 am - 9:39 amSJC-PDX
1h 59mnonstop
Alaska Airlines Logo
12:33 pm - 2:23 pmPDX-SJC
1h 50mnonstop
$151Alaska Airlines
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Fri, Nov 14 - Sun, Nov 16
Frontier Logo
12:27 pm - 11:56 amSJC-PDX
23h 29m1 stop
Frontier Logo
3:26 pm - 11:32 amPDX-SJC
20h 06m1 stop
$196Frontier
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Wed, Nov 19 - Sat, Nov 22
Delta Logo
7:05 am - 1:18 pmSJC-PDX
6h 13m1 stop
Delta Logo
5:26 pm - 10:13 pmPDX-SJC
4h 47m1 stop
$205Delta
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Tue, Nov 18 - Fri, Nov 21
Delta Logo
7:05 am - 1:18 pmSJC-PDX
6h 13m1 stop
Delta Logo
5:30 am - 10:56 amPDX-SJC
5h 26m1 stop
$217Delta
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Thu, Jan 15 - Sun, Jan 18
Frontier Logo
11:37 am - 10:33 amSJC-PDX
22h 56m1 stop
Frontier Logo
11:29 am - 10:43 amPDX-SJC
23h 14m1 stop
$218Frontier
Find Deal
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.

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 Portland, at $134 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 $134.

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 $329, 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 January, when tickets cost $211 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $303 and $297 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 Saturday and more expensive on a Friday. On your return trip to San Jose, you should consider flying back on a Friday, 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 64% 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$67
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from San Jose to Boise

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.

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

    The cheapest time of day to fly to Oregon is generally in the afternoon, when round-trip flights cost $260 on average. Morning departures are around 7% more expensive than evening flights, on average. The most expensive time of day to fly to Oregon is generally in the morning, which is peak travel time and where the average cost of a ticket is $315.

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 $151 one-way - $230 round-trip

Reviews of the top 5 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
Alaska AirlinesOverall score based on 11214 reviews
8.1Boarding
8.5Crew
7.1Food
7.8Comfort
7.0Entertainment
Airline reviews

Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.

6.0 GoodAnonymous, Oct 2025SJC - SEA
Read more Alaska Airlines reviews

Check in went pretty well and you didn't lose my bag. After I got a drink from the drink cart they charged me for it, and at the crazy overpriced airport rates. Never had that happen before, is that an american thing? what madness.

Kayak I had marked one carry on, one checked bag. Yet when it completed the purchase marked it as no carry on. Fail on kayaks side! Then extended flight delayed due to computer issues. Crew of the plane did awesome but fail on both kayak and alaskan

I was delayed several times. Missed a very important event. The airline only provided a $12 voucher after being delayed 3 times.

Terrible. My flight was pushed out three times finally the fourth time it was canceled completely. They sent me to a hotel that would not accept the voucher. And I had to pay for my cab and Uber . I arrived at the airport at five and didn’t get into my hotel until 1145.

One the nicest and great air crews I’ve experienced and I’ve flown a lot

The flight was good, but your car partner, Wisecars, was worse thane awful. They didn't have an agent nor had they inform me which car rental they were supposed to have issued a voucher.

The first leg of the trip was excellent. Lovely flight attendants and comfortable plane. The second leg left a lot to be desired. The flight attendant was rude when I asked for a Diet Coke, the boarding required quite a long walk and the plane was crammed and uncomfortable.

Staff at Gate desk were helpful. My connecting flight from the first part of my trip Kona to Seattle was late. I had to run through SeaTac Seattle to catch my flight to San Jose. They made an exception to let me board. On my return trip San Jose to San Diego and San Diego to Honolulu the same thing happened. One flight arrived late and I had to run through the terminal to catch my connection. There are no Gluten-free & Vegan options meals and snacks to purchase.

Short flight was fine, but no entertainment and bathrooms broken.

You no longer give receipts for baggage at the counter. And it is next to impossible to get it on your webpage. Spent 20 min trying and gave up... I need receipt to submit for reimbursement and don't have time to waste on your poor webpage Disappointing .....

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

No trays in our seats, we sat in first row, purchased a business class fare. Had to hold our drinks and snack in our hands. No plugs for our cell phones. Had to pay for it a drink cocktail each. Seats so uncomfortable.

Flight wasn’t even full, but too many carry-ons caused us to run out of bin space. New bag fee has folks who would usually check their bags carrying on. Watching Southwest morph into Spirit/Frontier is so sad to watch

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

It was a perfect flight in all aspects! Both legs!

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

Crew was excellent. Comfort seats not as nice as other kinds of planes.

It was a great flight and the stewards and stewardess were all kind and accommodating!! The seats were comfortable and entertainment screen excellent!

There are 4 flights in consecutive gates with about the same departure time. Two flights were boarding at the same time. One was delayed or boarding would be happening at the same time. I am not sure what Delta and LAX need to do to have a better layout at the end of Terminal 2

There was a security issue at the airport and we were unable to land. We circled endlessly and then landed at another airfield for fuel. We then circled the airport again, almost landed but didn’t fully touch down before circling again. I am thankful to the crew for keeping us safe- the issue was the airline and staff at the airport getting us seats on our connecting flights. That part was hours of searching for someone and getting in double my steps.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

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.

Good and friendly staff. Nicely enjoyed the complimentary drink and snack.

I was very, very cold and a stranger loaned me her sweater next to me. I didn’t wanna buy a blanket just for a four hour trip when I did not need the pillow or the earphones. I don’t mind purchasing a blanket, but I only needed that not all of it accessories. Cold air pretty much blew the entire trip. Two people in front of me both bought the blanket packages. Maybe that’s the idea. The crew was exceptionally nice and passed through multiple times.. the restrooms were very clean and usually accessible.

3 hour wait on customer service after flight was cancelled. Was bumped to a flight where I wouldnt have gotten to my destination for another 2 days. Had to fully refund flight and book a new one the following morning. Paid twice the amount for the flight than I had originally booked. Very disappointed I was not offered any sort of discount or points for all of the frustration, in fact the airline profited twice as much off of me by cancelling my flight and and changing my entire trip.

I understand that both Hawaiian and Alaskan are in the process of merging but I could not get real-time flight info or access my boarding pass on either app

Would have been better if the flight went out as scheduled and we’d have been kept informed. Rescheduling the connecting flight out of Portland was especially difficult.

Vegas is such a quick flight that amenities aren’t the important part, in my opinion. Just get me there efficiently and safely, and that’s exactly what they did!

The flight was severely delayed due to the missing flight attendants.

Flight was cancelled without warning close to flight date. Stuck witha credit has to buy a new ticket from another airline in either to get to location. Email cancelling was lost in mail.

Spirit rescheduled a 4:30 PM flight to 8:52 AM. That's ridiculous and borderline fraud.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The staff was very very rude in Las Vegas when boarding the flight. When presenting the boarding ticket. Las Vegas flight, it was hot and stuffy, it smelled really bad.

Dear All, I have harassment and accident with the flight attendant . This is my phone to talk 8168073567, please, leave phone message . Regards Emily,

Flight was on time but the amount of noise from several children and the kicking of my seat the entire flight was overwhelming.

Unbelievable check in horrible. Asked to print tickets at the gate after a delay

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

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