$270 Find Cheap Flights from San José to Oregon - Compare and Save

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Cheap Flights from San José to Oregon

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Portland
10h 43m2 stops
from $480per person
Eugene
12h 40m2 stops
from $585per person
Medford
10h 08m2 stops
from $585per person
Redmond
10h 18m2 stops
from $589per person
Explore the map
Booking Insights

Price, demand and travel trends for San José to Oregon flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

What are the cheapest fares from San José to Oregon recently?

Here are the cheapest round-trip fares from San José to Oregon on KAYAK in the last week:

• Portland (PDX) from $480
• Eugene (EUG) from $585
• Medford (MFR) from $585

How do fares into airports in Oregon compare?

According to KAYAK data from the last 12 months, the cheapest airports to fly into Oregon from San José are:

• Portland (PDX) (avg. price $470)
• Medford (MFR) (avg. price $474)
• Eugene (EUG) (avg. price $480)

Are flights from San José to Oregon cheaper or more expensive than last year?

Fares from San José to Oregon are about 102% higher than they were in November last year, averaging $748 round-trip.

What's the cheapest month to fly from San José to Oregon?

February is typically the cheapest month to fly from San José to Oregon, with round-trip fares averaging $319. November and June are usually the most expensive, averaging $562 and $558, respectively.

How do fares from San José to Oregon vary by day of the week?

On average, Tuesday is the cheapest day to fly from San José to Oregon and Sunday is the most expensive. Looking at the past 12 months of KAYAK data, it's 34% more expensive to fly on a Sunday compared to Tuesday.

What's the best time of day to fly from San José to Oregon?

It's cheapest to fly to Oregon in the morning with average prices of $468. The night is the most expensive time to fly, with average prices of $568.

What's the best time to book a flight from San José to Oregon?

Book your flights 19 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 32% compared to booking at the last minute (within 2 weeks of departure).

Key details for San José to Oregon flights

Low season

March

Cheapest flight

$270
Beat the crowds with an average 55% drop in travelers.
The most popular month to fly with an average 47% increase in travelers.
One-way flight from San José to Portland

Your San José to Oregon flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from San José to Oregon?

    Fares from San José to Oregon are around their usual level right now. A round-trip under $394 is considered a good deal, so it's worth keeping an eye out, or setting a Price Alert to catch fare changes.

  • How much should I budget for a flight from San José to Oregon?

    Over the past 12 months, round-trip fares from San José to Oregon have typically cost between $394 and $563.

  • What are the main airports serving Oregon?

    There are 10 airports in Oregon. 68% of KAYAK users choose Portland (PDX) as their arrival airport, while 17% choose Eugene (EUG).

  • Which airlines fly nonstop from San José to Oregon?

    Based on the flight schedule for the next 3 months, no airline regularly operates nonstop flights from San José to Oregon. One-stop options include:

    • United Airlines
    • American Airlines
    • Delta

  • Which destinations in Oregon can I fly nonstop from San José?

    Based on the flight schedule for the next 3 months, there are no nonstop flights from San José to Oregon. The most popular destination you can reach with one stop is Portland.

  • Which cabin classes are available from San José to Oregon?

    On flights from San José to Oregon you can book Economy Class or Business Class.

  • What are some popular landmarks around Oregon?

    Oregon is home to many popular sights. KAYAK travelers' favorites include:

    • Moda Center
    • Oregon Convention Center
    • Tom McCall Waterfront Park
    • Keller Auditorium

Your guide to booking San José to Oregon flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 19 weeks before your trip. KAYAK data shows fares in this window are around 32% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • Flexible with your dates? Fly in February to save some money. It's typically the cheapest month on this route, while flights in November will cost you the most.
  • Fly out on a Tuesday to get the cheapest fares. Avoid Sunday flights, which are about 34% more expensive.
  • If you're watching your budget, fly into Portland (PDX) which has the lowest average airfare in the region. Just remember to budget for any onward travel by bus, car or domestic flight.
  • Start your trip in Portland, the most popular destination in Oregon. From there, it's easy to continue on to other popular spots such as Seaside, Cannon Beach and Lincoln City.

Reviews of the top airlines flying from San José to Oregon

 
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.
7.3
United AirlinesOverall score based on 10486 reviews
6.7Food
7.3Comfort
8.1Crew
7.7Boarding
7.1Entertainment
Airline reviews

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

10.0 ExcellentAJ, Oct 2026
Read more United Airlines reviews

I especially enjoyed having a lightly packed flight which enabled me and my wife to occupy a three seat area with nobody in the middle seat.

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?

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

We were delayed a long time. We waited for “catering”. We didn’t get any food or accommodation for our wait. It made us land well after dinner time at our destination.

Terrible experience flying with American Airlines. Too many delays and cancellations.

It was my first time flying with Alaska Airlines and it was a pleasure!

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.

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.

More options for your flight from San José to Oregon

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