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

Monday, September 21st, 2026

5 round-trip options

Returning
Sat, Sep 26, 20265 Day Trip
$367 USD
Returning
Mon, Sep 28, 20267 Day Trip
$367 USD
Returning
Tue, Sep 29, 20268 Day Trip
$399 USD
Returning
Fri, Oct 2, 202611 Day Trip
$1,165 USD
Returning
Sat, Oct 3, 202612 Day Trip
$1,075 USD