Cheap flights from Oregon to Boston from $137

In general, March 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 $98. If you aren’t able to travel during the month of March, then book flights to Boston from Oregon during May instead. Flights to Boston in May, while not as cheap as those in March, still average around $99.

The cheapest day to depart from Oregon to Boston is on a Wednesday when prices can be found for as low as $381. 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 $502.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Oregon to Boston in the evening for as low as $358. 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 $510 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 $393 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 $298 on momondo.

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

Alaska Airlines, Delta and JetBlue 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 47% 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 May 2026, there are 4 flights per week flying from Oregon to Boston. The most common day of the week flights depart is Mon, with 25% of flights taking off on this day.

Flight times from Oregon to Boston vary, but if you’re flying out of Portland and flying into Boston (one of the most popular routes), then the duration is 5h 21m on average. Another popular route from Oregon to Boston is flying from Eugene to Boston, which will take roughly 7h. Keep in mind that layovers or delays could extend your travel time.