Cheap flights from Oregon to Boston from $125

In general, May is the cheapest month to fly from Oregon to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $297. If you aren’t able to travel during the month of May, then book flights to Boston from Oregon during August instead. Flights to Boston in August, while not as cheap as those in May, still average around $307.

The cheapest day to depart from Oregon to Boston is on a Tuesday when prices can be found for as low as $365. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Boston on Sunday is $442.

According to our data, the cheapest time of day to fly to Boston is at noon. momondo users have found flights departing from Oregon to Boston at noon for as low as $262. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In the morning is when there is more demand to fly to Boston, so prices are often more expensive at around $485 per ticket.

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

You are more likely to see cheaper flights to Boston from Oregon when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $382 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Oregon for as low as $277 on momondo.

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

Southwest, Delta, and United Airlines are the most popular carriers operating from Oregon to Boston Logan Intl

Alaska Airlines, JetBlue and Delta are the top three most popular airlines that fly to Boston from Oregon 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 Boston. Keep in mind that there are 7 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

As of March 2026, there are 5 flights per day flying from Oregon to Boston. The most common time of day flights depart is 7:00AM, with 58% of flights taking off at noon.

As of March 2026, there are 36 flights per week flying from Oregon to Boston. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.