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

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1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
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How to find the cheapest flight from Boston (BOS) to Portland (PDX)

How to find the cheapest flight from Boston (BOS) to Portland (PDX)
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How to find the cheapest flight from Boston (BOS) to Portland (PDX)
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How to find the cheapest flight from Boston (BOS) to Portland (PDX)
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Cheap flights from Boston to Portland in December 2025 , January 2026

29 Dec - 21 Jan $ 349.00
BOS
Boston
Hawaiian Airlines
1 STOPS
PDX
Portland
PDX
Portland
Hawaiian Airlines
DIRECT
BOS
Boston
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18 Dec - 09 Jan $ 514.00
BOS
Boston
Hawaiian Airlines
1 STOPS
PDX
Portland
PDX
Portland
Hawaiian Airlines
DIRECT
BOS
Boston
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19 Dec - 09 Jan $ 629.00
BOS
Boston
Hawaiian Airlines
DIRECT
PDX
Portland
PDX
Portland
Hawaiian Airlines
DIRECT
BOS
Boston
Pick dates

Last minute flights from Boston to Portland

24 Dec - 01 Jan $ 452.00
BOS
Boston
Sun Country Airlines
1 STOPS
PDX
Portland
PDX
Portland
Sun Country Airlines
1 STOPS
BOS
Boston
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24 Dec - 31 Dec $ 468.00
BOS
Boston
United Airlines
1 STOPS
PDX
Portland
PDX
Portland
United Airlines
1 STOPS
BOS
Boston
Pick dates
24 Dec - 31 Dec $ 711.00
BOS
Boston
Hawaiian Airlines
DIRECT
PDX
Portland
PDX
Portland
Hawaiian Airlines
DIRECT
BOS
Boston
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One-way flights to Portland from Boston

6:45 AM - 4:00 PM
Sun Country Airlines
1 Stops
14h 5m
BOS - PDX
$ 209
Kiwi
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3:05 PM - 9:02 PM
United Airlines
1 Stops
10h 54m
BOS - PDX
$ 349
Kiwi
Pick dates
5:12 PM - 5:12 PM
Hawaiian Airlines
0 Stops
6h 24m
BOS - PDX
$ 480
Kiwi
Pick dates

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

Related info for your journey
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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.