Chicago O'Hare to Portland (ORD → PDX). We are tracking 7 fares on this route.
Cheapest tracked fare $149 · typical price $381 · you save about $232 (61%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
—
2026-10-20
1 stop
$149
—
2026-10-27
1 stop
$149
—
2026-11-03
1 stop
$155
—
2026-12-02
1 stop
$161
—
2026-09-30
1 stop
$175
—
2027-01-06
Direct
$179
—
2027-02-03
Direct
$179
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 Chicago O'Hare to Portland get?
The cheapest fare we have tracked on this route is $149, compared with a typical $381 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 Chicago O'Hare 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.