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

Return flights

03 Jun - 14 Jun	Air Serbia
05 Jun - 16 Jun	Icelandair
09 Jun - 16 Jun	Air Canada
02 Jun - 13 Jun	Spirit Airlines
23 Jun - 14 Jul	WestJet
10 Jun - 17 Jun	Air Canada
01 Jun - 14 Jun	Aer Lingus
04 Jun - 14 Jun	Icelandair
05 Jun - 20 Jun	Icelandair
18 Jun - 02 Jul	HiSky Europe
24 Jun - 02 Jul	Icelandair
24 Jun - 07 Jul	Air Serbia
20 Jun - 28 Jun	Frontier Airlines
11 Jun - 18 Jun	Air Canada
26 Jun - 05 Jul	Aer Lingus
25 Jun - 31 Jul	Scandinavian Airlines
23 Jun - 14 Jul	United	direct
18 Jun - 02 Jul	United	direct
26 Jun - 05 Jul	United	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 586€

Return flights