Cheap flights from San Jose, California to Oregon from $59

The month of January is, on average, the cheapest month to fly to Oregon from San Jose, California, with most prices found around $167. The month of October is another great option to travel to Oregon, with average flight prices from San Jose, California averaging around $197.

On average, the least expensive day to fly to Oregon from San Jose, California is on a Saturday. momondo users have found tickets for Saturday departures for as low as $285. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Monday, with ticket prices averaging around $339.

According to our data, the cheapest time of day to fly to Oregon is in the evening. momondo users have found flights departing from San Jose, California to Oregon in the evening for as low as $284. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Oregon are more costly in the morning, with an average ticket price of $317. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from San Jose to Portland for the best San Jose - Oregon flight prices

You are more likely to see cheaper flights to Oregon from San Jose, California when booking weeks ahead of your departure date. In general, you can expect to find flights to Oregon for around $267 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oregon from San Jose, California for as low as $174 on momondo.

There are 4 cabin classes available to choose from on San Jose to Oregon flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest, Alaska Airlines, and Delta are the most popular carriers operating from San Jose to Oregon

Alaska Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Oregon from San Jose, California according to our data. Alaska Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Oregon. Keep in mind that there are 8 different airlines that fly to Oregon on a routine basis, so you have a few additional options to choose from.

As of March 2026, 4 flights take off from San Jose, California and land in Oregon each day. The most common flight departure time for this route is 11:00AM, with 47% of daily flights taking off at noon.

As of March 2026, 34 flights take off from San Jose, California and land in Oregon each week. The most common flight departure day for this route is Thu, with 44% of weekly flights taking off on this day.