Flyus.com searches for the lowest fares from hundreds of airlines to offer you cheap, competitive airfares to your desired destinations, no matter where you're headed. Tell us where you want to go and our interactive Price Tracker tool will point you to the best time to fly to save you time and money!
Chicago (ORD) » Italy » ORD to LIN
Good to Know - Flights from Chicago to Milan
October
Best time to beat the crowds
June
Most popular time to fly
$ 542.41
or less (round trip)
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
A flight from Chicago to Milan takes 13hours.
The cheapest flight Chicago to Milan found on flyus.com in the last 72 hours was $542.41 round-trip.
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.
Cheapest Flights
from Chicago, United States (ORD) to:
-
Milan, Italy (LIN)Aug 03, 25 - Aug 27, 25$542.41
-
Milan, Italy (LIN)Aug 10, 25 - Aug 19, 25$542.41
-
Milan, Italy (LIN)Aug 20, 25 - Sep 05, 25$542.41
-
Milan, Italy (LIN)Aug 06, 25 - Sep 03, 25$542.41
-
Milan, Italy (LIN)Aug 20, 25 - Aug 27, 25$542.41