Cheapest return flights from Chicago to Milano in May from $1270

Best time to book flights for Chicago (MDW) to Milano (MXP) flights at AirHint

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

Return flights

28 May - 10 Jun Delta
25 May - 10 Jun Delta
27 May - 16 Jun KLM
13 May - 29 May Delta
14 May - 19 May Delta
15 May - 19 May Delta
23 May - 23 Jun KLM
06 May - 13 May Air France
05 May - 12 May KLM
05 May - 11 May Air France
10 May - 15 May KLM
17 May - 20 May Air France
08 May - 17 May Air France
09 May - 17 May Air France

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

Skyscanner

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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