How much is a ticket from Chicago to Milan Malpensa?

Depending on when you travel and how far in advance you book, fares between Chicago and Milan can differ a lot.

The lowest fare seen in the past 15 days was $524.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Which airports are most convenient between Chicago and Milan?

Whether it’s cost or connection time, the right airport combination can make a difference.

• Airports in Chicago: There are 3 airports in Chicago - Midway, O'Hare, Rockford.
• Airports in Milan: In Milan you can fly to/from 3 airports - Bergamo Orio al Serio, Linate, Malpensa.

In some cases, flying into a secondary airport can also reduce transfer costs. Connections from multiple airports give you more flight options and airlines.

Filter and compare flights from Chicago to Milan Malpensa

Jetcost helps you manage complex searches with simple filters. Sort by airline, duration, number of stops, or even time windows for outbound and return flights.

Other popular destinations

Want more ideas for your trip to Italy? Check these: Catania, Milan, Naples, Palermo, Rome.

Advanced filters help you skip long layovers or inconvenient times. The “airlines” filter is handy if you want to collect miles or prefer a certain onboard experience.