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

Friday, October 16th, 2026

6 round-trip options

Returning
Wed, Oct 21, 20265 Day Trip
$387 USD
Returning
Thu, Oct 22, 20266 Day Trip
$407 USD
Returning
Fri, Oct 23, 20267 Day Trip
$426 USD
Returning
Sat, Oct 24, 20268 Day Trip
$387 USD
Returning
Mon, Oct 26, 202610 Day Trip
$387 USD
Returning
Thu, Oct 29, 202613 Day Trip
$1,165 USD