
Keep the following information in mind while searching for Portland to Massachusetts flight deals. Data was last updated November 13, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $383 (Kiwi.com) |
One-way from | $204 (Southwest) |
Fly from
Fly to
Route
Depart
Return
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Wed 4/21
5:20 am-10:35 am
1 stop5h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Tue 12/15
5:15 am-12:20 pm
1 stop7h 05m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Sat 3/27
12:40 pm-5:40 pm
1 stop5h 00m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Thu 11/26
11:15 am-5:20 pm
1 stop6h 05m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Thu 3/25
10:54 am-9:26 am
1 stop22h 32m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Tue 12/15
10:01 am-11:59 am
3 stops49h 58m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Fri 3/26
5:59 pm-4:23 pm
1 stop22h 24m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Mon 11/23
1:40 pm-7:55 pm
1 stop6h 15m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Tue 11/24
5:20 pm-10:55 pm
1 stop5h 35m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
PortlandBoston
PWM Portland - BOS Boston Logan Intl
PWMBOS
Portland
Mon 11/30
5:35 am-7:38 am
1 stop26h 03m
Boston Logan Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
Everything you need to know about your flight from Portland to Massachusetts
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