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Find low faresSouthwest® flights from Portland, OR to Boston from $119
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Low fares from Portland, OR to Boston
$
Portland, OR (PDX)to
Boston (BOS)
Depart: 04/15/2026
One-way
Basic
From
$119
Seen: 20 hrs ago
Portland, OR (PDX)to
Boston (BOS)
Depart: 02/27/2026
One-way
Basic
From
$119
Seen: 17 minutes ago
Portland, OR (PDX)to
Boston (BOS)
Depart: 04/22/2026
One-way
Basic
From
$119
Seen: 21 hrs ago
Portland, OR (PDX)to
Boston (BOS)
Depart: 03/31/2026
One-way
Basic
From
$130
Seen: 21 hrs ago
Portland, OR (PDX)to
Boston (BOS)
Depart: 04/08/2026
One-way
Basic
From
$130
Seen: 21 hrs ago
Portland, OR (PDX)to
Boston (BOS)
Depart: 03/25/2026
One-way
Basic
From
$130
Seen: 6 hrs ago
Explore flights from Portland, OR to Boston
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Flight Details
Departing from:
Portland International Airport
Arriving at:
Logan International Airport
Distance:
2537 miles
Route Information
70† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
There are 70 weekly flights from Portland, OR to Boston on Southwest Airlines.
To find the lowest fares by day and time to fly Portland, OR to Boston with Southwest, check out our Low Fare Calendar.
You can rent a car at Logan International Airport book yours with your flight.
Yes! Flights from Portland, OR to Boston—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.