Cheap flights from Chicago O'Hare to Milan Malpensa
Chicago O'Hare to Milan Malpensa (ORD → MXP). We are tracking 7 fares on this route.
Cheapest tracked fare $332 · typical price $621 · you save about $289 (47%)
Cheapest fares we're tracking
Airline
Departs
Stops
Price
JetBlue
2026-10-21
3 stops
$332
JetBlue
2026-09-20
2 stops
$363
JetBlue
2026-10-02
2 stops
$366
JetBlue
2026-09-26
2 stops
$376
Air Canada
2026-09-23
2 stops
$382
Frontier Airlines
2026-09-19
3 stops
$385
Air Canada
2026-12-20
2 stops
$520
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 Milan Malpensa get?
The cheapest fare we have tracked on this route is $332, compared with a typical $621 for a trip of this distance.
Is it cheaper to fly to Milan Malpensa 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 Milan Malpensa 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.