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

Tuesday, October 20th, 2026

6 round-trip options

Returning
Sun, Oct 25, 20265 Day Trip
$439 USD
Returning
Mon, Oct 26, 20266 Day Trip
$370 USD
Returning
Tue, Oct 27, 20267 Day Trip
$355 USD
Returning
Wed, Oct 28, 20268 Day Trip
$355 USD
Returning
Fri, Oct 30, 202610 Day Trip
$367 USD
Returning
Mon, Nov 2, 202613 Day Trip
$1,075 USD