Find out what a flight from Chicago to Milan Malpensa might cost

Prices vary based on date, airline, and availability. Compare several options if you're flying between Chicago and Milan.

Select your dates to check current offers.

Try shifting your departure forward or backward by a day to find better options. If you’re looking for a good deal, consider flying outside peak hours as well.

Which airports near Chicago or Milan offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

• Airports in Chicago: 3 airports are active - Midway, O'Hare, Rockford.
• Airports in Milan: 3 options available in Milan - Bergamo Orio al Serio, Linate, Malpensa.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Adjust your flight filters for Chicago – Milan Malpensa

Jetcost gives you tools to search smarter. Pick your ideal price range, airline, departure time, and flight type — then compare offers from agencies like Expedia, eDreams, and more.

Other popular destinations

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

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.