Portland to Boston Flights from US$152 incl. tax

Based on HopeGoo data, Jetblue Airways offers one-way fares as low as US$135 on Cheapest nonstop routes (e.g. PWM to BOS on Wed, Apr 1), while Delta Air Lines offers Cheapest nonstop round-trips from US$283 departing on Thu, Feb 26 and returning on Wed, Mar 4.

By analyzing data from all airlines on the HopeGoo flight calendar, it looks like the best time to book a flight from Portland to Boston is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

To find best deals on flights from Portland to Boston, you can use various tools on HopeGoo: · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Wed, Apr 1, with one-way flights priced at just US$135. · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Jetblue Airways. · Set up price alerts to easily monitor ticket prices without having to check every day. · Check HopeGoo flight deals and promo codes frequently. · Avoid peak season unless you book very early. It seems the peak season for Boston travel is around July. · Get exclusive promo codes for HopeGoo app users.

The cheapest months to fly from Portland to Boston is October, when demand for travel is lower.

After crunching the numbers on our February flight calendar, it's currently cheapest to fly from Portland to Boston on February 25, 2026 with Delta Air Lines, with prices starting at US$319.

The time difference between Boston and Portland is 0h.

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