AirHint found the following cheapest return flights from Chicago (ORD) to Milano (MXP) in June 2026 (see full year).

Return flights

01 Jun - 12 Jun	Icelandair
07 Jun - 13 Jun	Icelandair
12 Jun - 19 Jun	Icelandair
11 Jun - 28 Jun	HiSky Europe
15 Jun - 22 Jun	Icelandair
11 Jun - 18 Jun	Icelandair
25 Jun - 18 Jul	Icelandair
05 Jun - 21 Jun	Icelandair
08 Jun - 15 Jun	Icelandair
14 Jun - 21 Jun	Icelandair
18 Jun - 28 Jun	HiSky Europe
25 Jun - 18 Jul	Lufthansa	direct

Also check the deals for one-way flights from Chicago to Milano in June.

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 Chicago to Milano in June from $714

Return flights