Portland (PDX) to Boston (BOS): 2,530 miles (4,072 km) great-circle, about 5h 35m nonstop by our estimate. Cheapest fare observed: $331 round-trip on American Airlines, with 1 stop, departing July 7, 2026.
$331 round-trip, American Airlines AA2285, departing 2026-07-07 at 22:30, returning 2026-07-10. The recorded itinerary left on a Tuesday, returning on a Friday 3 nights later; the fare was observed 73 days before departure. "Book this flight" opens Kiwi.com with the same airline and dates.
At $331, it ranked 12th of the 30 round-trip fares we recorded from PDX (median $378). That is 13.1 cents per great-circle mile (round-trip price over one-way distance), below the PDX median of 21.2 cents across 30 round-trip routes.
Routes from PDX of similar length: Orlando (2,525 mi) at $279 and Maui (2,562 mi) at $471.
American Airlines had the cheapest fare on 5 of 30 PDX routes. It is the 11th longest of the 30 routes we track from PDX.
Of 22 departure airports with a fare to Boston, Portland (PDX) ranked 15th at $331. Lowest: $101 from Fort Lauderdale (FLL); highest: $1271 from Nairobi (NBO); 5 nonstop. Cheapest-fare airlines (routes): American Airlines (6), Frontier (5), Spirit (4), Southwest (3), Avianca (1) and Brussels Airlines (1), plus 2 more.
Travelpayouts fares (cheapest per route, observed April 25, 2026); OurAirports coordinates and elevations; IANA zones America/Los_Angeles, America/New_York; flight time is our estimate.