Cheap Flights from Portland to Boston
Cheap Flights from Portland to Boston
Looking for cheap flights from Portland to Boston? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Portland to Boston vary by season, cabin, and date, but available award flights can start around 12,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Portland to Boston for specific travel dates.
2026-11-12
PDX - BOS
Economy | 1 Stop
From 12,500 Pts + $5.6
2026-11-25
PDX - BOS
Economy | Non stop | 9+ left
From 12,500 Pts + $5.6
2026-12-02
PDX - BOS
Economy | 1 Stop | 9+ left
From 12,500 Pts + $5.6
2026-11-13
PDX - BOS
Economy | 1 Stop
From 12,500 Pts + $11.2
2026-11-23
PDX - BOS
Economy | 1 Stop | 3 left
From 12,500 Pts + $11.2
2026-11-30
PDX - BOS
Economy | 1 Stop
From 12,500 Pts + $11.2
Portland to Boston flight facts
Distance
2,530 mi
4,072 km in a straight line
Estimated flight time
about 5h 30m
In the air, for the straight-line distance
Time difference
+3h
Boston is 3 hours ahead of Portland.
Airports in Portland
PDX · Portland Intl
Airports in Boston
BOS · General Edward Lawrence Logan Intl
Nearby airport alternatives
Flights Portland - Windsor Locks · Windsor Locks is 91 mi from Boston
Flights Eugene - Boston · Eugene is 106 mi from Portland
Flights Redmond-Bend - Boston · Redmond-Bend is 116 mi from Portland
Flights Seattle - Boston · Seattle is 129 mi from Portland
Flights Portland - Albany · Albany is 145 mi from Boston
Premium cabin flights from Portland to Boston
Premium cabin
2026-11-05
PDX - BOS
First | 1 Stop | 7 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-06
PDX - BOS
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Premium cabin
2026-11-07
PDX - BOS
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Premium cabin
2026-11-08
PDX - BOS
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Premium cabin
2026-11-09
PDX - BOS
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Premium cabin
2026-11-10
PDX - BOS
First | 1 Stop | 9+ left
From 35,000 Pts + $25.6
Selected hotels for your next stay
Falmouth, MA (USA)
AutoCamp Cape Cod
From 74,000 Pts or $173
Boston, MA (USA)
The Westin Boston Seaport District
From Pts or $126
Boston, MA (USA)
The Ritz-Carlton, Boston
From Pts or $412
Frequently Asked Questions
The cheapest route from Portland to Boston depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Portland to Boston.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Portland to Boston.
Portland and Boston are about 2,530 miles (4,072 km) apart in a straight line.
Flying the 2,530-mile straight-line distance takes about 5h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Boston is 3 hours ahead of Portland.
Departures from Portland: Portland Intl (PDX). Arrivals in Boston: General Edward Lawrence Logan Intl (BOS).
Travelers searching this route also look at other popular routes into Boston, plus the return trip when we track it. Fares and award space change daily.
Our mission is to provide
the simplest and best
points travel planning
experience. Yeah!
Our mission is to provide the simplest and best
points travel planning experience. Yeah!
