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

Monday, September 28th, 2026

6 round-trip options

Returning
Sat, Oct 3, 20265 Day Trip
$392 USD
Returning
Sun, Oct 4, 20266 Day Trip
$400 USD
Returning
Mon, Oct 5, 20267 Day Trip
$433 USD
Returning
Tue, Oct 6, 20268 Day Trip
$394 USD
Returning
Thu, Oct 8, 202610 Day Trip
$575 USD
Returning
Sun, Oct 11, 202613 Day Trip
$1,265 USD