Cheap Flights from Milan Malpensa to Chicago

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Compare Milan Malpensa to Chicago flight deals

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Flight deals from Milan Malpensa to Chicago

Looking for a cheap last-minute deal or the best return flight from Milan Malpensa to Chicago? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Milan Malpensa to Chicago

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Milan Malpensa to Chicago flights are currently cheapest in November.

Direct flights from Milan Malpensa to Chicago

Alternative Milan Malpensa to Chicago routes

Looking for the cheapest, fastest or easiest route from Milan Malpensa to Chicago? You could fly into the following airports instead.

Milan to Chicago: Flight information

The things to know before you go.
Cheapest flight found428 €
Cheapest month to flyNovember
Average flight time9 hrs, 52 mins
Most popular airlineUnited
Average flights per week80

Finding cheap flights from Milan Malpensa to Chicago: Frequently asked questions

There are 4 airports in Chicago: Chicago Midway, Chicago O'Hare International, Chicago Dupage County, and Chicago Rockford.
The best price we found for a return flight from Milan Malpensa to Chicago is 428 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
9 hours and 52 minutes is the average flight time from Milan Malpensa to Chicago.
United, SWISS and Air Canada fly direct from Milan Malpensa to Chicago.
As of April 2025, there are 80 flights per week flying from Milan Malpensa to Chicago.
The cheapest month to fly from Milan Malpensa to Chicago is usually November.
If you're flying from Milan Malpensa Airport, the cheapest airport near Chicago is Chicago O'Hare International – which is 25.4 km away from the centre of Chicago. We've found flights into this airport from 428 €.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Milan Malpensa Airport to Chicago on Saturday, 1 November 2025.
Yes – the average flight time is 9 hours and 52 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
In April, the average temperature is usually around 8°C. July is typically the warmest month in Chicago, when it usually averages around 26°C. You can expect the least rain in January. The coldest month is January, with temperatures averaging -8°C. The rainiest month is August.
Currently, Icelandair and United offer the cheapest flight tickets to Chicago.

Flying from Milano Malpensa Airport (MXP) to Chicago: what you need to know

  • Expect to be travelling for 8 hours 46 minutes. That's the average journey time for a direct flight from Milano Malpensa Airport to Chicago.

  • Chicago is 6 hours behind Milan, where Milano Malpensa Airport is located. Chicago operates on the UTC-5 timezone.

  • The most popular route is from Milano Malpensa Airport (MXP) to O'Hare International Airport (ORD). You can select from 7 services every week between these two airports. If you'd like to head off as soon as possible, the earliest flight from MXP to ORD is the 15:05 United service. If you'd rather travel later, the last departure is at 15:20 with United.

  • Leave enough time to catch your flight from MXP to Chicago. As a general rule, arrive at least two hours before international departures and an hour ahead for domestic flights.

  • Travelling during a popular month such as July? School holidays and other high seasons can lead to longer lines at security. Be extra cautious and get there up to four hours ahead of an international flight and two hours before domestic departures.

  • You can catch a direct flight from Milano Malpensa Airport to Chicago that arrives at O'Hare International Airport (ORD).

  • Keep your eyes peeled for deals with United. This airline operates direct flights from Milano Malpensa Airport to Chicago.

  • Think about adding a stopover to possibly find a cheaper flight from MXP to Chicago. Simply deselect 'Direct flights only' when searching for the departures. Break up the journey at one of these airports:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • Frankfurt Airport (FRA)

    • Charles de Gaulle Airport (CDG)

  • To visit United States for tourism purposes, you will need an ETA if you have a passport from Italy. However, visa rules can change and you may need other documents depending on the length and purpose of your trip. Always check the latest guidelines before you book your cheap ticket from Milano Malpensa Airport to Chicago.

  • MXP is about 48 kilometres from central Milan. If you're driving, ride-sharing or catching a cab from the centre, it'll take 45 minutes or so to get there, depending on traffic conditions. If you're planning to take public transport, expect the trip time to be approximately 53 minutes.

  • Catching an early flight from Milano Malpensa Airport to Chicago? Avoid the last-minute rush to the airport (and sneak in some extra snooze time) by picking one of these stays close to MXP:

How to find the cheapest flights from Milano Malpensa Airport (MXP) to Chicago

  • 251 € is the cheapest price we've seen for a one-way ticket from Milano Malpensa Airport to Chicago. For a return flight on this route, the best price is 428 €. Depending on when you want to go and the availability, these fares could change.

  • To secure cheap tickets from MXP to Chicago, reserve your trip 9 months before your departure.

  • May is the cheapest month for tickets from Milano Malpensa Airport to Chicago. If you'd like to travel at a different time of year, the 'Whole month' tool will give you the lowest prices across every month.

  • Sign into your online account or use the app to set up a Price Alert. You'll get notified straight away if there's a cheaper deal on this route. It's simple to do, and it'll save you time checking for cheap tickets from MXP to Chicago every day.

  • Use the filters to tailor your flights from Milano Malpensa Airport to Chicago. Enter your preferred arrival and departure times, airlines and number of stops. Or sort your results by 'Cheapest' to get the best deals.

Airports in Chicago

O'Hare International Airport (ORD)

Chicago Midway International Airport (MDW)

Best time to go to Chicago

  • August is the most popular month to catch a flight from Milano Malpensa Airport to Chicago while February is the quietest. To work out the best time to visit Chicago, consider whether you like a lively atmosphere or a quieter vibe.

  • Before you book a flight from Milano Malpensa Airport to Chicago, think about the kind of weather you enjoy. July is the warmest month in Chicago, with temperatures ranging from 15ºC to 29ºC.

  • Search for cheap flights from MXP to Chicago in January if you want to travel in cooler conditions. Temperatures are at their lowest then, ranging between -12ºC and 3ºC on average.

More about Chicago

  • When it comes to searching for somewhere to lay your head, you'll find the best stays in Chicago right here. Browse these hotels as soon as you've booked your flight from Milano Malpensa Airport to Chicago:

  • Millennium Park and Art Institute of Chicago are just the start of the big attractions to add to your Chicago must-do list. Keep the adventure rolling by checking out LandShark Beer Garden at Navy Pier.

Complete your Chicago trip with a car rental

  • We use the same magic that helped you find your cheap flight from Milano Malpensa Airport to Chicago to track down awesome deals on car rentals. Search for your ride in seconds and compare offers in one place. Plus you'll find all the info you need on car rentals in Chicago, from the most popular car type to the average daily price.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.