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C$407 Cheap Flights from Chicago (CHIA) to Milan Malpensa (MXP)

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Flight deals from Chicago to Milan Malpensa Airport

Looking for a cheap last-minute deal or the best return flight from Chicago to Milan Malpensa Airport? If you want to travel next month, return fares start from C$817. Find the lowest prices on one-way and return tickets right here.
Milan.C$407 per passenger.Departing Mon., Apr. 13.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Mon., Apr. 13, arriving in Milan Malpensa.Price includes taxes and charges.From C$407, select.
Milan.C$428 per passenger.Departing Sat., Jul. 25.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sat., Jul. 25, arriving in Milan Malpensa.Price includes taxes and charges.From C$428, select.
Milan.C$435 per passenger.Departing Sun., May 3.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Sun., May 3, arriving in Milan Malpensa.Price includes taxes and charges.From C$435, select.
Milan.C$462 per passenger.Departing Tue., Oct. 13.One-way flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Tue., Oct. 13, arriving in Milan Malpensa.Price includes taxes and charges.From C$462, select.
Milan.C$483 per passenger.Departing Tue., Aug. 11.One-way flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Tue., Aug. 11, arriving in Milan Malpensa.Price includes taxes and charges.From C$483, select.
Milan.C$484 per passenger.Departing Tue., Dec. 1.One-way flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Tue., Dec. 1, arriving in Milan Malpensa.Price includes taxes and charges.From C$484, select.
Milan.C$484 per passenger.Departing Mon., Nov. 30.One-way flight with Aer Lingus.Outbound indirect flight with Aer Lingus, departs from Chicago O'Hare International on Mon., Nov. 30, arriving in Milan Malpensa.Price includes taxes and charges.From C$484, select.
Milan.C$488 per passenger.Departing Sat., Sep. 19.One-way flight with Air Serbia.Outbound indirect flight with Air Serbia, departs from Chicago O'Hare International on Sat., Sep. 19, arriving in Milan Malpensa.Price includes taxes and charges.From C$488, select.
Milan.C$497 per passenger.Departing Fri., Jun. 12.One-way flight with Porter Airlines.Outbound indirect flight with Porter Airlines, departs from Chicago Midway on Fri., Jun. 12, arriving in Milan Malpensa.Price includes taxes and charges.From C$497, select.
Milan.C$628 per passenger.Departing Tue., Mar. 31.One-way flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Tue., Mar. 31, arriving in Milan Malpensa.Price includes taxes and charges.From C$628, select.
Milan.C$698 per passenger.Departing Sun., Jan. 3.One-way flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Sun., Jan. 3, arriving in Milan Malpensa.Price includes taxes and charges.From C$698, select.
Milan.C$929 per passenger.Departing Mon., Aug. 10.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon., Aug. 10, arriving in Milan Malpensa.Price includes taxes and charges.From C$929, select.
Milan.C$958 per passenger.Departing Wed., Oct. 21.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed., Oct. 21, arriving in Milan Malpensa.Price includes taxes and charges.From C$958, select.
Milan.C$959 per passenger.Departing Mon., Nov. 30.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Mon., Nov. 30, arriving in Milan Malpensa.Price includes taxes and charges.From C$959, select.
Milan.C$1,129 per passenger.Departing Wed., Apr. 22.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Wed., Apr. 22, arriving in Milan Malpensa.Price includes taxes and charges.From C$1,129, select.
Milan.C$1,178 per passenger.Departing Tue., Jul. 21.One-way flight with United.Outbound direct flight with United departs from Chicago O'Hare International on Tue., Jul. 21, arriving in Milan Malpensa.Price includes taxes and charges.From C$1,178, select.

Find the cheapest month to fly from Chicago to Milan Malpensa

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Milan Malpensa flights are currently cheapest in April.
Mar.
from C$628
Apr.
from C$407
May
from C$435
Jun.
from C$497
Jul.
from C$428
Aug.
from C$483
Sep.
from C$488
Oct.
from C$462
Nov.
from C$484
Dec.
from C$484
Jan.
from C$698
Feb.
Find prices

Which airlines fly from Chicago to Milan Malpensa?

Chicago to Milan Malpensa: Alternative routes

Compare routes from Chicago to Milan below. You may find an airport to fly into that's cheaper, faster, or easier than Milan Malpensa.

Milan Linate

7km from central Milan
Closest
from C$469
Search flights

Milan Malpensa

41km from central Milan
Cheapest
from C$407
Search flights

Milan Bergamo

46km from central Milan
Cheapest
from C$407
Search flights

Verona Brescia

89km from central Milan
Search flights

Chicago to Milan: Flight information

The things to know before you go.
Cheapest flight foundC$407
Cheapest month to flyApril
Average flight time8 hrs, 40 mins
Most popular airlineSWISS
Average flights per week29

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

The best price we found for a return flight from Chicago to Milan Malpensa is C$767. 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.
8 hours and 40 minutes is the average flight time from Chicago to Milan Malpensa.
SWISS, United and Lufthansa fly direct from Chicago to Milan Malpensa.
As of March 2026, there are 29 flights per week flying from Chicago to Milan Malpensa.
The cheapest month to fly from Chicago to Milan Malpensa is usually October.
After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Milan Malpensa Airport on Saturday, October 3, 2026.
Yes – the average flight time is 8 hours and 40 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 Milan Malpensa 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 Milan is around 40 days in advance, so don’t leave your flight to the last minute.

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

  • There are two main airports you can start your journey from in Chicago. Check out your options leaving from O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW) when reserving your flight from Chicago to Milano Malpensa Airport (MXP).

  • 8 hours 46 minutes is the average time for a direct flight from Chicago to Milano Malpensa Airport.

  • Milan is 6 hours ahead of Chicago. Milano Malpensa Airport is located in Milan, which operates on the UTC+1 timezone.

  • With 7 direct flights a week between the two airports, O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP) is the busiest route. United operates the earliest flight at 21:30. If you prefer to make the most of your day before leaving, the latest flight from ORD to MXP is with United at 22:30.

  • To ensure you catch your flight from Chicago to MXP, allow plenty of time to navigate the airport and find your gate. Arriving two hours before international departures and one hour before domestic flights is the standard rule.

  • If you're getting away during a peak month like August, get to the airport even earlier. It's wise to arrive up to four hours before international flights and two hours ahead of domestic departures. Check-in and security lines are longer during peak periods like summer and spring break.

Airports in Chicago

O'Hare International Airport (ORD)

  • O'Hare International Airport (ORD) provides a hassle-free way to reach your destination. Nonstop flights from Chicago to Milano Malpensa Airport (MXP) operate out of this terminal.

  • Book your direct flight from Chicago to Milano Malpensa Airport with United. This popular carrier offers services from ORD.

  • Stopovers are the perfect opportunity to break up your journey — and perhaps even explore another city. When searching for flights from Chicago to MXP departing from O'Hare International Airport (ORD), deselect the 'Direct flights only' box to see where you can visit along the way. Some popular options include:

    • Zurich Airport (ZRH)

    • Amsterdam Airport Schiphol Airport (AMS)

    • Franz Josef Strauss Airport (MUC)

  • From central Chicago, ORD is approximately 40 kilometres away. Use navigation apps or check the official airport website to find the best way to reach the terminal.

  • After a stress-free start to your vacation? Stay near O'Hare International Airport. Whether you're catching an early flight from Chicago to Milano Malpensa Airport or just don't want to be rushed, these hotels have you covered:

Chicago Midway International Airport (MDW)

  • Looking to fly out of Chicago Midway International Airport (MDW)? You can book a direct flight from Chicago to Milano Malpensa Airport (MXP) out of this hub.

  • United has direct flights from Chicago to MXP leaving from MDW. Book your favourite window (or aisle) seat and reach your destination without any detours.

  • Visit family or friends or just take a moment to stretch your legs with a stopover. If you'd like to break up your flight from Chicago to Milano Malpensa Airport, browse these options when taking off from Chicago Midway International Airport:

    • Charles de Gaulle Airport (CDG)

    • Frankfurt Airport (FRA)

    • London Heathrow Airport (LHR)

  • With public transport, you can travel from central Chicago to MDW in about 46 minutes. The terminal is roughly 19 kilometres away, and getting there by car will take approximately 21 minutes.

  • Get a head start on your vacation with an extra night away from home. Before your flight from Chicago to MXP, kick back in one of these hotels close to Chicago Midway International Airport:

About Milano Malpensa Airport (MXP)

Getting from Milano Malpensa Airport (MXP) to central Milan

  • From Milano Malpensa Airport, Milan is approximately 48 kilometres away. It takes around 45 minutes to get to the centre driving.

  • If you're travelling on public transport, expect a journey time of about 53 minutes.

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

  • The lowest price we've found for a one-way ticket from Chicago to Milano Malpensa Airport is C$407. The cheapest price for a return flight is C$767. Remember fares can change due to demand at the time of booking.

  • We recommend booking as soon as you can to secure flight tickets from Chicago to MXP. You're more likely to snag a great deal and enjoy a larger selection of departure times and dates.

  • Use the 'Whole month' search function and compare the prices of tickets from Chicago to Milano Malpensa Airport across each month. The lowest fares are marked in green, so you can easily choose a flight your budget will love.

  • Log into your online account or use the app to create a Price Alert. We'll get in touch straight away if the price has dropped. It doesn't take long, and it'll save you time looking for flight tickets from Chicago to MXP every day.

  • Customize your journey by applying filters. Adjust the total duration, number of stops, and arrival and departure times to find the ideal flight from Chicago to Milano Malpensa Airport. You can also sort the results to see the 'Cheapest,' 'Fastest' or 'Best' options first.

The best time to fly from Chicago to Milano Malpensa Airport (MXP)

  • February is the quietest time of year to fly to Milan. Alternatively, join the crowds and visit in July. This is the busiest month for flights from Chicago to Milano Malpensa Airport, but the best time to go is up to you.

  • The warmest month in Milan is July, with temperatures ranging between 16ºC and 35ºC. Lock in your flights from Chicago to MXP in this month if this is the type of weather you enjoy.

  • Visit in January if you want to explore when it's cooler. Temperatures average between -1ºC and 9ºC. However, this city delivers on a good time whenever you book your cheap flights from Chicago to Milano Malpensa Airport.

More about Milan

Complete your Milan trip with a car rental

  • Select one of our car rentals in Milan and explore on your own terms. Easily compare prices from trusted rental companies in one go after booking your hotel and cheap flights from Chicago to Milano Malpensa Airport.

Plan the rest of your trip from Chicago to Milan

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