Cheap flights from Portland to Eastern Massachusetts

View AU$135 flight on Wed, 10 Sep. 2025Opens in a new window

Popular airlines from Portland to Eastern Massachusetts

  • American Airlines

    American Airlines

  • Alaska Airlines

    Alaska Airlines

  • Delta

    Delta

  • United

    United

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Cheap Flights from Portland (PDX) to Eastern Massachusetts (BOS)

Prices were available within the past 7 days for one-way flights and round trip tickets for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Fri, 19 Sep. - Sun, 21 Sep.
PDX
Portland
BOS
Boston
AU$330 Return, found 17 hours ago
AU$330
Return
found 17 hours ago
Select American Airlines flight, departing Fri, 19 Sep. from Portland to Boston, returning Sun, 21 Sep., priced at AU$330 found 17 hours ago
American Airlines
Fri, 5 Sep. - Fri, 12 Sep.
PDX
Portland
BOS
Boston
AU$334 Return, found 3 days ago
AU$334
Return
found 3 days ago
Select American Airlines flight, departing Fri, 5 Sep. from Portland to Boston, returning Fri, 12 Sep., priced at AU$334 found 3 days ago
Delta
Fri, 5 Sep. - Fri, 12 Sep.
PDX
Portland
BOS
Boston
AU$365 Return, found 3 days ago
AU$365
Return
found 3 days ago
Select Delta flight, departing Fri, 5 Sep. from Portland to Boston, returning Fri, 12 Sep., priced at AU$365 found 3 days ago
Hawaiian Airlines
Tue, 2 Sep. - Tue, 9 Sep.
PDX
Portland
BOS
Boston
AU$428 Return, found 4 days ago
AU$428
Return
found 4 days ago
Select Hawaiian Airlines flight, departing Tue, 2 Sep. from Portland to Boston, returning Tue, 9 Sep., priced at AU$428 found 4 days ago
Alaska Airlines
Fri, 5 Sep. - Sun, 7 Sep.
PDX
Portland
BOS
Boston
AU$444 Return, found 4 days ago
AU$444
Return
found 4 days ago
Select Alaska Airlines flight, departing Fri, 5 Sep. from Portland to Boston, returning Sun, 7 Sep., priced at AU$444 found 4 days ago
United
Fri, 19 Sep. - Sun, 21 Sep.
PDX
Portland
BOS
Boston
AU$512 Return, found 17 hours ago
AU$512
Return
found 17 hours ago
Select United flight, departing Fri, 19 Sep. from Portland to Boston, returning Sun, 21 Sep., priced at AU$512 found 17 hours ago

Find the cheapest month to fly from Portland (PDX) to Boston (BOS)

September is typically the cheapest month to fly

From AU$204 - AU$332 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.