Boston (BOS) to Portland (PWM) flight deal in economy from $287

Sunday, December 20th, 2026

5 round-trip options

Returning
Fri, Dec 25, 20265 Day Trip
$959 USD
Returning
Sat, Dec 26, 20266 Day Trip
$1,215 USD
Returning
Sun, Dec 27, 20267 Day Trip
$1,305 USD
Returning
Mon, Dec 28, 20268 Day Trip
$1,265 USD
Returning
Fri, Jan 1, 202712 Day Trip
$959 USD