AirHint found the following cheapest return flights from Boston (BOS) to Milano (MXP) in October 2025 (see full year).

Return flights

15 Oct - 08 Nov	TAP
13 Oct - 08 Nov	TAP
17 Oct - 08 Nov	TAP
06 Oct - 01 Nov	TAP
31 Oct - 07 Nov	TAP
11 Oct - 01 Nov	TAP
13 Oct - 20 Oct	Condor
16 Oct - 20 Oct	Condor
12 Oct - 21 Oct	Condor
02 Oct - 06 Oct	Condor
20 Oct - 05 Nov	TAP
06 Oct - 13 Oct	Air Canada
20 Oct - 15 Nov	TAP
16 Oct - 08 Nov	Scandinavian Airlines
02 Oct - 14 Oct	Condor
12 Oct - 14 Oct	Condor
06 Oct - 16 Oct	Iberia
08 Oct - 13 Oct	Lufthansa
23 Oct - 03 Nov	Iberia
05 Oct - 14 Oct	Condor

Also check the deals for one-way flights from Boston to Milano in October.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Boston to Milano in October from $373

Return flights