Cheap flights from Massachusetts to Oregon from $117

The month of May is, on average, the cheapest month to fly to Oregon from Massachusetts, with most prices found around $291. The month of January is another great option to travel to Oregon, with average flight prices from Massachusetts averaging around $297.

On average, the least expensive day to fly to Oregon from Massachusetts is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $367. However, this price may fluctuate depending on the airline, the season, and holidays. The most expensive day to fly to Oregon is Sunday, with ticket prices averaging around $444.

According to our data, the cheapest time of day to fly to Oregon is in the evening. momondo users have found flights departing from Massachusetts to Oregon in the evening for as low as $372. 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 afternoon, with an average ticket price of $408. Departure times in the afternoon fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Boston Logan Intl to Portland for the best Massachusetts - Oregon flight prices

You are more likely to see cheaper flights to Oregon from Massachusetts when booking weeks ahead of your departure date. In general, you can expect to find flights to Oregon for around $374 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Oregon from Massachusetts for as low as $308 on momondo.

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

Delta, Southwest, and American Airlines are the most popular carriers operating from Massachusetts to Oregon

Alaska Airlines, JetBlue and Delta are the top three most popular airlines that fly to Oregon from Massachusetts according to our data. Alaska Airlines is the first choice among our users, with 46% 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 April 2026, there are 1 flights per day flying from Massachusetts to Oregon. The most common time of day flights depart is 4:00PM, with 61% of flights taking off in the afternoon.

As of April 2026, there are 11 flights per week flying from Massachusetts to Oregon. The most common day of the week flights depart is Thu, with 36% of flights taking off on this day.