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

Return flights

03 Jun - 08 Jun	Spirit Airlines
13 Jun - 21 Jun	Air Serbia
01 Jun - 12 Jun	Air Serbia
08 Jun - 14 Jun	Air Serbia
10 Jun - 19 Jun	Spirit Airlines
30 Jun - 08 Jul	Air Canada
13 Jun - 27 Jun	Air Serbia
27 Jun - 14 Jul	Air Serbia
14 Jun - 22 Jun	Turkish Airlines
30 Jun - 07 Jul	Turkish Airlines
09 Jun - 20 Jun	Spirit Airlines
12 Jun - 20 Jun	TAP
08 Jun - 19 Jun	Icelandair
18 Jun - 11 Jul	Turkish Airlines
26 Jun - 05 Jul	TAP
25 Jun - 22 Jul	HiSky Europe
25 Jun - 22 Jul	United	direct
27 Jun - 14 Jul	United	direct
26 Jun - 05 Jul	United	direct
18 Jun - 11 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 676€

Return flights