Cheap flights from Chicago to Milan Malpensa

Flights tailored to your budget

Selected dates may not give results due to COVID-19. We suggest you change the dates.
Multi-city Round trip One way
Round trip
One way
Multi-city
From
No results match your search criteria
To
No results match your search criteria
{{ weekDay }}
Dates
{{ panel.label }}
Looking for a one-way flight?

Flexible dates can save you money

Explore nearby dates to find lower fares

{{ fromDate | dateToLongNamedDate }}
?
Flexible dates
Depart {{ flexibleFromDateLabel }}
{{ option.label }}
?
Return {{ flexibleToDateLabel }}
{{ option.label }}
Passengers / Class
Number of passengers
Adults
{{ adults }}
Children
{{ children }}
Infants
{{ infants }}
Class
Economy
Available for Economy only
New Multi-city experience

Discover a new Multi-city search experience from Jetcost, designed to handle more complex itineraries. By continuing, you’ll be taken to a dedicated page powered by Kiwi.com.
How do we get the info you see here? Please note that we offer an online comparison service and that all information and prices regarding services and/or products available on our website are provided by our third-party partners. We do our best to show you up-to-date information, but please note that we are not responsible for the completeness or accuracy of the information published, so please check all conditions carefully on the website of the partner before making a booking. Please check our Terms and Conditions for more details. Read more

How to get the best price 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.

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

Search engines like Jetcost can highlight price changes in just seconds. For example, some users find better prices by flying on one day of the week over another — try several searches to spot the cheapest day.

Planning flights between Chicago and Milan? Don’t forget the airport options

Especially when flying to medium or large cities, it's worth checking all possible airport combinations before booking.

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

Check for differences in transport costs to and from each airport — they affect your total spend. Choosing the right airport can make a real difference in price and timing.

Flights from Chicago to Milan - Malpensa

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 the best travel agencies and carriers.

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.
Frequently Asked Questions

Frequently asked questions about flights from Chicago to Milan Malpensa.

How much does an airline ticket from Chicago to Milan Malpensa cost?

Flight prices can vary a lot depending on the period and destination. At the moment, this information is not available for flights from Chicago to Milan Malpensa.

How far is Chicago from Milan?

Chicago is about 7255 km from Milan.

What are the airports in Milan?

Milan has 3 airports: Bergamo Orio al Serio, Linate, Malpensa.

What are the airports in Chicago?

Chicago has 3 airports: Midway, O'Hare, Rockford.

What are the most popular cities in Italy?

The most popular cities in Italy according to our users' searches are: Catania, Milan, Naples, Palermo, Rome.

When should I book a flight from Chicago to Milan?

This information is not available at the moment.

What is the cheapest month to fly from Chicago to Milan?

This information is not available at the moment.

What is the most expensive month to fly from Chicago to Milan?

This information is not available at the moment.

What is the best day of the week to fly from Chicago to Milan?

This information is not available at the moment.