Earn point on your loyalty program!arrow arc left

Cheap flights from Boston (BOS) to Portland (PDX)

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

How to find the cheapest flight from Boston (BOS) to Portland (PDX)

How to find the cheapest flight from Boston (BOS) to Portland (PDX)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Boston (BOS) to Portland (PDX)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Boston (BOS) to Portland (PDX)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Boston to Portland in November , December 2025

29 Nov - 16 Dec $ 492.00
BOS
Boston
Hawaiian Airlines
DIRECT
PDX
Portland
PDX
Portland
Hawaiian Airlines
DIRECT
BOS
Boston
Pick dates
28 Nov - 11 Dec $ 535.00
BOS
Boston
Alaska Airlines
DIRECT
PDX
Portland
PDX
Portland
Alaska Airlines
1 STOPS
BOS
Boston
Pick dates
29 Nov - 09 Dec $ 591.00
BOS
Boston
Alaska Airlines
DIRECT
PDX
Portland
PDX
Portland
Alaska Airlines
DIRECT
BOS
Boston
Pick dates

Last minute flights from Boston to Portland

24 Nov - 01 Dec $ 717.00
BOS
Boston
Sun Country Airlines
1 STOPS
PDX
Portland
PDX
Portland
Sun Country Airlines
1 STOPS
BOS
Boston
Pick dates
29 Nov - 01 Dec $ 749.00
BOS
Boston
Sun Country Airlines
DIRECT
PDX
Portland
PDX
Portland
Sun Country Airlines
1 STOPS
BOS
Boston
Pick dates
28 Nov - 30 Nov $ 1,537.00
BOS
Boston
Alaska Airlines
DIRECT
PDX
Portland
PDX
Portland
Alaska Airlines
DIRECT
BOS
Boston
Pick dates

One-way flights to Portland from Boston

2:21 PM - 5:37 PM
United Airlines
1 Stops
9h 8m
BOS - PDX
$ 289
Kiwi
Pick dates
6:30 AM - 6:30 AM
Alaska Airlines
0 Stops
6h 20m
BOS - PDX
$ 324
Kiwi
Pick dates
6:30 AM - 6:30 AM
Hawaiian Airlines
0 Stops
6h 20m
BOS - PDX
$ 342
Kiwi
Pick dates

How to find the cheapest flight from Boston (BOS) to Portland (PDX)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Boston (BOS) to Portland (PDX)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Boston (BOS) to Portland (PDX)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.