How much is a flight from Chicago Midway to Milan Malpensa?

There’s no fixed price — fares between Chicago and Milan can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Which airports serve Chicago and Milan?

When planning a trip of about 7263 km, it's a good idea to check flights from surrounding airports too.

• Airports in Chicago: Chicago is connected to 3 airports - Midway, O'Hare, Rockford.
• Airports in Milan: Milan offers flights from 3 airports - Bergamo Orio al Serio, Linate, Malpensa.

The closest airport isn’t always the cheapest — it’s worth checking the alternatives too. In some cities, smaller airports offer lower fares than the main ones.

Adjust your flight filters for Chicago Midway – Milan Malpensa

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Other popular destinations

Planning a trip to Italy? These cities are popular too: Catania, Milan, Naples, Palermo, Rome.

Sorting options let you see the most affordable flights first. Some results may include extra fees shown only at checkout — always read carefully to see what’s included.