AirHint found the following cheapest return flights from Chicago (ORD) to Milano (MXP) in June 2025 (see full year).

Return flights

29 Jun - 21 Jul	Spirit Airlines
30 Jun - 21 Jul	Spirit Airlines
28 Jun - 21 Jul	Spirit Airlines
24 Jun - 03 Jul	Spirit Airlines
30 Jun - 15 Jul	United	direct
30 Jun - 18 Jul	Air Canada
30 Jun - 22 Jul	United	direct
30 Jun - 23 Jul	United	direct
22 Jun - 26 Jun	Icelandair
26 Jun - 03 Jul	Spirit Airlines
30 Jun - 24 Jul	United
26 Jun - 30 Jun	Spirit Airlines
17 Jun - 25 Jun	Spirit Airlines
13 Jun - 16 Jun	jetBlue
13 Jun - 21 Jun	jetBlue
18 Jun - 29 Jun	Icelandair
09 Jun - 18 Jun	Air Canada
19 Jun - 30 Jun	Spirit Airlines
09 Jun - 19 Jun	SWISS
17 Jun - 28 Jun	Spirit Airlines

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 $814

Return flights