AirHint found the following cheapest return flights from Calgary (YYC) to Milano (MXP) in September 2025 (see full year).

Return flights

10 Sep - 17 Sep	WestJet
01 Sep - 27 Sep	WestJet
08 Sep - 04 Oct	WestJet
05 Sep - 08 Sep	WestJet
07 Sep - 05 Oct	WestJet
01 Sep - 03 Sep	WestJet
01 Sep - 08 Sep	WestJet
03 Sep - 27 Sep	WestJet
24 Sep - 01 Oct	WestJet
29 Sep - 25 Oct	WestJet
03 Sep - 09 Sep	WestJet
01 Sep - 06 Sep	WestJet
25 Sep - 18 Oct	WestJet
20 Sep - 30 Sep	WestJet

Also check the deals for one-way flights from Calgary to Milano in September.

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 Calgary to Milano in September from 556€

Return flights