Oakland to Boston (OAK → BOS). We are tracking 11 fares on this route.
Cheapest tracked fare $170 · typical price $328 · you save about $158 (48%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
—
2026-10-21
1 stop
$170
—
2026-10-27
1 stop
$179
—
2026-10-26
1 stop
$187
—
2026-12-05
1 stop
$190
—
2027-01-12
1 stop
$194
Southwest Airlines
2026-12-07
1 stop
$197
Alaska Airlines
2026-11-21
1 stop
$209
Southwest Airlines
2026-12-24
1 stop
$212
—
2027-06-19
1 stop
$230
Southwest Airlines
2026-11-27
1 stop
$266
Southwest Airlines
2026-11-25
1 stop
$271
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.
The cheapest fare we have tracked on this route is $170, compared with a typical $328 for a trip of this distance.
Is it cheaper to fly to Boston 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 Oakland to Boston 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.