Helping travelers to find the best flight offers
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Milan to Chicago:
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Milan to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Below you will find a list of airlines operating flights on the Milan — Chicago route and the starting prices for flights of each specific airline on it.
The cheapest one-way flight from Milan to Chicago departs on 06/03/2025, is operated by Ryanair and costs $267
The cheapest roundtrip flight from Milan to Chicago departs on 09/28/2025, is operated by Icelandair and costs $493
Fastest flight from Milan to Chicago takes 1d 2h 27m
There are no direct flights on this route.
The distance between Milan and Chicago is 7288km (4519 miles). There are 14 direct flights from Milan to Chicago. The time difference between Milan and Chicago is 7h . Flights from Milan begin at 3:20 PM. The latest flight from Milan departs at 3:20 PM.
Starting at $272
Starting at $292
Starting at $454
Starting at $483
Starting at $573
There appear to be no direct flights from Milan to Chicago at this time.... Well, or something went wrong on our side and we couldn't find anything
The cheapest flight ticket from Milan to Chicago according to data for the last 48 hours costs $267
Often the best time to buy tickets from Milan to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Milan to Chicago can be found flying in these months: April.
The fastest flights from Milan to Chicago start from 2 hours 27 minutes in the air.
The following airlines operate direct flights on the route Milan — Chicago:
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We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Milan to Chicago
A direct flight is the most convenient and comfortable way to fly from Milan to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.
We couldn't find any special offers for flights from Milan to Chicago