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

Monday, September 21st, 2026

6 round-trip options

Returning
Sat, Sep 26, 20265 Day Trip
$392 USD
Returning
Sun, Sep 27, 20266 Day Trip
$433 USD
Returning
Mon, Sep 28, 20267 Day Trip
$367 USD
Returning
Tue, Sep 29, 20268 Day Trip
$394 USD
Returning
Thu, Oct 1, 202610 Day Trip
$367 USD
Returning
Sun, Oct 4, 202613 Day Trip
$1,165 USD