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Flyus »  Cheap Flights  »  Illinois
Chicago (ORD)  »  Italy  »  ORD to LIN

Good to Know - Flights from Chicago to Milan

Low Season:
October
Best time to beat the crowds
High Season:
June
Most popular time to fly
Good Deal:
$ 542.41
or less (round trip)

Cheapest Day of the Month to Book Flights



Top Tips for Finding Cheap Flights from Chicago to Milan

Looking for cheap airfare from Chicago to Milan? 25% of our users found round-trip tickets to Milan for the following price or less: $ 542.41 Book at least 4 weeks before departure in order to get a below-average price. High season is considered to be June. The cheapest month to fly from Chicago to Milan is October. Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago to Milan flight deals.

FAQs - Booking from Chicago to Milan flights

How long is the flight from Chicago to Milan?
A flight from Chicago to Milan takes 13hours.
What is the cheapest flight Chicago to Milan?:
The cheapest flight Chicago to Milan found on flyus.com in the last 72 hours was $542.41 round-trip.
 
Which airlines fly to Milan?:
• TAP Air Portugal
• JetBlue Airways
• Iberia
• British Airways
• Emirates Airlines
• Icelandair
• SAS Scandinavian Airlines
• SWISS
• Lufthansa
• Austrian Airlines
• Brussels Airlines
 

Find cheap flights from Chicago to Milan and book discounted airfare from different cities all over the United States. Explore airline ticket deals on flight routes all over the World! At Flyus, we take pride in helping you discover and book the best flight deals for your next trip at the cheapest price. We make booking flights from different departures easy and provide you with peace of mind with our Best Purchase Guarantee.

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Cheapest Flights
from Chicago, United States (ORD) to:

  • Milan, Italy (LIN)
    Aug 03, 25 - Aug 27, 25
    $542.41
    Search

  • Milan, Italy (LIN)
    Aug 10, 25 - Aug 19, 25
    $542.41
    Search

  • Milan, Italy (LIN)
    Aug 20, 25 - Sep 05, 25
    $542.41
    Search

  • Milan, Italy (LIN)
    Aug 06, 25 - Sep 03, 25
    $542.41
    Search

  • Milan, Italy (LIN)
    Aug 20, 25 - Aug 27, 25
    $542.41
    Search