Cheap Flights from Milan Malpensa to Chicago

Compare Milan Malpensa to Chicago flight deals

Find the cheapest month or even day of the year to fly to Chicago

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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 September.

Direct flights from Milan Malpensa to Chicago

Milan to Chicago: Flight information

The things to know before you go.
Cheapest flight found$820
Cheapest month to flySeptember
Average flight time9 hrs, 51 mins
Most popular airlineAir Canada
Average flights per week30

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 $820. 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 51 minutes is the average flight time from Milan Malpensa to Chicago.
Air Canada, SWISS and United fly direct from Milan Malpensa to Chicago.
As of February 2026, there are 30 flights per week flying from Milan Malpensa to Chicago.
The cheapest month to fly from Milan Malpensa to Chicago is usually September.
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 $820.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Milan Malpensa Airport to Chicago on Friday, 4 September 2026.
Yes – the average flight time is 9 hours and 51 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 February, the average temperature is usually around -2°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, British Airways and United offer the cheapest flight tickets to Chicago.

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

  • The average duration of a direct flight from Milano Malpensa Airport to Chicago is 8 hours 40 minutes.

  • The timezone in Chicago is UTC-5. The city is six hours behind Milan, where Milano Malpensa Airport is located.

  • The most popular route is from Milano Malpensa Airport (MXP) to O'Hare International Airport (ORD). Choose from four services every week between these two airports. United Airlines offers a 15:05 departure between MXP and ORD.

  • For a stress-free journey, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This leaves you with plenty of time to catch your MXP to Chicago flight.

  • If you're travelling during a major holiday or another peak period, give yourself more time. A good general rule is two hours ahead of domestic flights and up to four hours before international departures. Lines at check-in and security will be longer.

  • Begin your trip at MXP and fly straight to O'Hare International Airport (ORD). That will be your arrival point when searching for Milano Malpensa Airport to Chicago tickets.

  • United Airlines is a popular carrier that offers direct flights from Milano Malpensa Airport to Chicago.

  • We make it easy to book flight tickets from MXP to Chicago with a stopover. To see all the options, deselect 'Direct flights only.' Next, choose a flight that has a stop long enough to tour the city of your choice. The most sought-after stopovers include:

    • Hartsfield-Jackson Atlanta International Airport (ATL)

    • London Heathrow Airport (LHR)

    • Frankfurt Airport (FRA)

  • Travelling from central Milan to MXP takes around 55 minutes by public transport. If you drive, ride-share or take a cab, you'll cover the 40 kilometres in 45 minutes or so, depending on traffic.

  • Want an easy start to your holiday? Stay near MXP. Whether you're catching an early flight from Milano Malpensa Airport to Chicago or want to avoid feeling rushed, these hotels have you covered:

  • Of all flights leaving Milano Malpensa Airport, 68.23% arrive as scheduled at their destination.

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

  • $595 is currently the best price for a one-way Milano Malpensa Airport to Chicago flight. A return flight ticket starts from $820. These fares can change depending on availability and demand.

  • Lock in cheap flights from MXP to Chicago by booking one month ahead. Based on our research, that's the sweet spot for picking up a bargain.

  • May is the best month for nabbing a fantastic deal on Milano Malpensa Airport to Chicago tickets. If you're looking to travel during a different time of year, the 'Whole month' tool will give you the lowest prices for every month.

  • Cut down on the time spent looking for cheap flights from MXP to Chicago by creating a Price Alert. You'll get an email or push notification on the app when a new low fare is offered.

  • Tailor your trip with filters. Select your preferred arrival and departure times, airlines and total journey duration. You can also sort your results by 'Fastest,' 'Best' or 'Cheapest' flights from Milano Malpensa Airport to Chicago.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) to the centre of Chicago takes about 35 minutes by car. The centre is roughly 40 kilometres away.

  • It takes around 55 minutes if you're travelling on public transport.

  • If you have a late flight from Milano Malpensa Airport to Chicago, few things beat the convenience of staying close to the terminal. Pick up your bags from the carousel and then be showered and relaxing soon after at one of these accommodation options near ORD:

  • Pick up an O'Hare International Airport rental car and discover Chicago and beyond with your own wheels. Routes Car Rentals, Dollar and Budget are top outlets you can book with here.

  • For the lowest price, reserve your vehicle from O'Hare International Airport about four weeks ahead of your flight from MXP to Chicago.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Chicago Midway International Airport (MDW) is roughly 19 kilometres from the centre of Chicago. After your flight from Milano Malpensa Airport to Chicago, it'll take you around 20 minutes to reach the heart of the city in a ride-share or cab.

  • The journey will take about 45 minutes on public transport.

  • After stepping off your MXP to Chicago flight, rest your head at a hotel close to MDW. These are some comfortable options that'll help you sink into relaxation mode:

  • The quickest way to get to where you're going is with a Chicago Midway International Airport rental car. Pick up a set of wheels from Dollar, Hertz or Budget and be on your way in a flash.

  • Snap up the best price by booking your ride from MDW four weeks in advance. You'll also have access to a greater selection of vehicles.

  • The address for Chicago Midway International Airport is 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • Make tracks for the city centre after your flight from Milano Malpensa Airport to Chicago has arrived. Central Chicago is about 137 kilometres from Chicago Rockford International Airport (RFD) and takes roughly 1 hour 25 minutes to reach by car.

  • The journey will take roughly 4 hours 15 minutes if you use public transport.

  • If you don't want to make the journey into the centre, choose a hotel close to RFD. Make yourself comfy at one of these stays after your MXP to Chicago flight:

  • Stay in control of the next leg of your trip with a Chicago Rockford International Airport rental car. Budget, Alamo and National are some companies you can book with.

  • Booking at least a few weeks in advance of your flight from Milano Malpensa Airport to Chicago is a smart way to go. Along with better prices, you might find it easier to get the make and model you prefer at RFD.

  • Chicago Rockford International Airport is located at 2 Airport Cir.

Best time to go to Chicago

  • Carefully consider your dates before locking in your flight from Milano Malpensa Airport to Chicago. The city buzzes during high season, but rates are generally higher and attractions can be busy. Plan your trip to Chicago in the off-season if you like a quieter vibe.

  • The warmest month in Chicago is July, with temperatures ranging between 15ºC and 29ºC. Lock in your Milano Malpensa Airport to Chicago flight ticket then if that's your definition of good weather.

  • If you like travelling in cooler conditions, search for a cheap ticket from MXP to Chicago in January when temperatures average between -12ºC and 3ºC.

More about Chicago

Explore more of United States

  • Chicago will leave a lasting impression, but there are so many other corners of United States waiting to be discovered. About 451 kilometres south-east of Chicago, a trip to Columbus will keep your itinerary packed. Start with popular sights like Franklin Park Conservatory and Botanical Gardens, Ohio Statehouse and German Village.

  • If you're interested in discovering another major stop in United States, consider Indianapolis, about 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are among its highlights.

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