Boston to Portland (BOS → PDX). We are tracking 8 fares on this route.
Cheapest tracked fare $183 · typical price $305 · you save about $122 (40%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
Southwest Airlines
2026-10-13
1 stop
$183
—
2026-10-24
Direct
$184
—
2026-11-04
Direct
$184
—
2026-12-05
Direct
$184
—
2027-01-06
Direct
$184
—
2027-02-02
Direct
$184
—
2026-09-23
1 stop
$189
—
2026-09-24
1 stop
$189
Could you save more?
The airport you were going to fly from is often not the cheapest one. Compare every airport in a region against each other, or check whether a multi-day stopover beats the direct fare.
How cheap can flights from Boston to Portland get?
The cheapest fare we have tracked on this route is $183, compared with a typical $305 for a trip of this distance.
Is it cheaper to fly to Portland from a different airport?
Often, yes. Fares out of secondary airports are frequently cheaper than the obvious hub, but they are the ones most likely to be missing from a normal search. Our reverse search compares every airport in a region against each other so the cheaper departure point is not hidden.
Could a stopover make Boston to Portland cheaper?
Sometimes. On thin long-haul routes a two-leg trip with a multi-day stopover can beat the direct fare, and occasionally a direct fare is not sold at all. Our detour search prices those routings against the direct flight.