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How to get the cheapest flight ticket from Milan to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Milan and Chicago?
What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago from Milan is in November. Flight prices, which tend to average around £331, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Chicago from Milan during February instead. Flights to Chicago in February, while not as cheap as those in November, still average around £427.
What is the cheapest time of day to depart on your flight to Chicago?
Flying to Chicago from Milan in the morning is the least expensive time of day to depart. momondo users have found prices as low as £601 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £833.
What is the cheapest Milan to Chicago flight route?
Fly from Milan Malpensa to Chicago O'Hare Intl for the best Milan - Chicago flight prices
How far in advance should I book a flight to Chicago?
You are more likely to see cheaper flights to Chicago from Milan when booking 24 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £532 when searching 24 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Milan for as low as £393 on momondo.
What cabin class options are available on Milan to Chicago flights?
There are 1 cabin classes available to choose from on Milan to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How have Milan to Chicago flight prices changed over time?
As of May 2025, prices for Milan to Chicago flights are approximately 109% more expensive when compared to flights at the same time last year.
How many flights depart from Milan to Chicago on average per day?
5 flights are operational daily from Milan to Chicago as of May 2025. The most popular departure time for this route is 15:00, with 100% of flights per day taking off in the afternoon.
How many flights depart from Milan to Chicago on average per week?
The number of flights available between Milan and Chicago is 35 per week as of May 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.
When to book flights from Milan to Chicago
Cheap Milan to Chicago (MIL to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Milan to Chicago
How far is Milan to Chicago by plane?
There are 4526.2 mi between Milan and Chicago. By plane, this route typically takes 9h 40m.
When did momondo last update prices for flights from Milan to Chicago?
Prices for flights from Milan to Chicago are updated daily.
How old do you have to be to fly from Milan to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milan to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Milan to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Milan to Chicago is Boeing 787-8 Dreamliner, representing 52.89% of all bookings. The subsequent popular models are Boeing 787 Dreamliner at 27.37%, Boeing 787-9 Dreamliner at 2.98%, and Airbus A330-300 at 2.98%.
Why use momondo?
Why should I use momondo to find a flight deal from Milan to Chicago?
Finding the right flight to Chicago from Milan is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.
Can I find flights from Milan to Chicago with flexible booking policies on momondo?
Flights from Milan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Milan to Chicago?
Once you have performed a search for Milan to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Milan to Chicago right now. Can momondo alert me if prices change?
If you are not ready to book a flight from Milan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.