Cheap Flights from Chicago O'Hare International to Milan Malpensa

Compare Chicago O'Hare International to Milan Malpensa flight deals

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Flight deals from Chicago O'Hare International to Milan Malpensa

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

Find the cheapest month to fly from Chicago O'Hare International to Milan Malpensa

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

Direct flights from Chicago O'Hare International to Milan Malpensa

Chicago O'Hare International to Milan Malpensa: Alternative routes

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

Chicago to Milan: Flight information

The things to know before you go.
Cheapest flight foundج.م.‏ 8,864
Cheapest month to flyOctober
Average flight time8 hrs, 41 mins
Most popular airlineUnited
Average flights per week26

Finding cheap flights from Chicago O'Hare International to Milan Malpensa: Frequently asked questions

The best price we found for a return flight from Chicago O'Hare International to Milan Malpensa is ج.م.‏ 18,359. 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 41 minutes is the average flight time from Chicago O'Hare International to Milan Malpensa.
United, SWISS and Lufthansa fly direct from Chicago O'Hare International to Milan Malpensa.
As of September 2025, there are 26 flights per week flying from Chicago O'Hare International to Milan Malpensa.
The cheapest month to fly from Chicago O'Hare International to Milan Malpensa is usually November.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Chicago O'Hare International Airport to Milan Malpensa Airport on Sunday, 2 November 2025.
Yes – the average flight time is 8 hours and 41 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.
Currently, TAP Air Portugal and United offer the cheapest flight tickets to Milan Malpensa.

Flying from O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP): what you need to know

  • Around 8 hours 45 minutes is how long you can expect to be travelling on a direct flight from O'Hare International Airport to Milano Malpensa Airport.

  • Milan is six hours ahead of Chicago and observes the UTC+1 timezone.

  • Flights from ORD to MXP start from 21:30 — the first with United Airlines. The last departure is at 22:30 with United Airlines. Overall, there are seven weekly O'Hare International Airport to Milano Malpensa Airport flights.

  • Get to the airport on time so you don't miss your ORD to MXP flight. Be there at least two hours ahead for international flights and an hour early for domestic departures to avoid any last-minute rush.

  • Travelling during a peak time like August? School holidays and other popular seasons can lead to longer lines at security. Play things extra safe and get there up to four hours before an international flight and two hours before a domestic departure.

  • United Airlines is your ticket to exploring Milan (and perhaps some other great corners of Italy!). Check out the direct flights from O'Hare International Airport to Milano Malpensa Airport offered by this popular carrier.

  • United Airlines is the airline most travellers choose for this route.

  • United Airlines is the most punctual carrier operating ORD to MXP flights, with 73.33% of its services arriving on schedule.

  • If you'd like to break up your flight, just uncheck 'Direct flights only' when searching for your ticket from O'Hare International Airport to Milano Malpensa Airport. Here are the top stopovers between ORD and MXP:

    • Amsterdam Airport Schiphol

    • Franz Josef Strauss Airport

    • Zurich Airport

How to find the cheapest flights from O'Hare International Airport (ORD) to Milano Malpensa Airport (MXP)

  • At the moment, ج.م.‏ 8,864 is the cheapest price we've seen for a one-way O'Hare International Airport to Milano Malpensa Airport flight. The best price for a return ticket is ج.م.‏ 18,359. Keep in mind that fares could change due to demand when booking.

  • Score cheap tickets from ORD to MXP by booking ten months ahead. Based on our research, that's the sweet spot for picking up a bargain.

  • Organise your trip for September. That's the cheapest month for flights from O'Hare International Airport to Milano Malpensa Airport. If your travel dates are flexible, try out the 'Whole month' tool to find the cheapest airfare across every month.

  • Finding cheap flights from ORD to MXP is easy with Price Alerts. All you need to do is set up one of these automatic alerts and we'll let you know when a new deal comes up.

  • Choose your preferred arrival and departure times, airlines and number of stops with the filters. Or sort your results by 'Cheapest' to see the best deals on flights from O'Hare International Airport to Milano Malpensa Airport.

Handy information about O'Hare International Airport (ORD)

  • ORD's address is 10000 West O'Hare.

  • When it comes to O'Hare International Airport's on-time performance, data shows 74.85% of flights stick to their scheduled arrival time.

  • O'Hare International Airport is around 40 kilometres from central Chicago. If you're catching a cab, ride-sharing or driving from the centre, it'll take you 35 minutes or so to arrive, depending on the traffic.

  • Planning to catch public transport? Expect a trip time of around 55 minutes.

  • Need a handy hotel near ORD? If you've booked an early flight from O'Hare International Airport to Milano Malpensa Airport, these stays will put you moments from your departure lounge:

Arriving at Milano Malpensa Airport (MXP)

Getting from Milano Malpensa Airport (MXP) to central Milan

  • Milano Malpensa Airport to central Milan has a drive time of about 45 minutes. It's approximately 48 kilometres away.

  • Travelling on public transport takes around 55 minutes.

When to fly to Milano Malpensa Airport (MXP)

  • The quietest month for a flight from O'Hare International Airport to Milano Malpensa Airport is January, while July is the busiest. Choose the ideal time to visit Milan based on whether you prefer a more relaxed vibe or a faster pace.

  • Book your flight from O'Hare International Airport to Milano Malpensa Airport for July if you'd like to visit Milan during its warmest month. Expect temperatures of between 16ºC and 35ºC.

  • If you want cooler conditions, look for a cheap ticket from ORD to MXP in January. Average temperatures are between -1ºC and 9ºC then.

Explore more of Italy

  • You've visited Milan, now it's time to explore other parts of Italy. Journey around 483 kilometres south-east to Rome to tick off its popular sights. From Colosseum to World’s smallest country Vatican City tour - City of Rome Capital, Italy (Self-Guided free walking tour) by FreeGuides.com and Trevi Fountain, you'll have a full itinerary ahead.

  • If you want to check out another great destination in Italy, consider Turin, roughly 129 kilometres west of Milan. Galleria Sabauda (Palazzo Reale), Egyptian Museum and Royal Palace of Turin are among its highlights.

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