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£243 Cheap Flights from Chicago (ORD) to Milan (MXP)

View £243 flight on Tue, 28 Jul 2026Opens in a new window

Popular airlines from Chicago O'Hare International Airport (ORD) to Malpensa International Airport (MXP)

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Cheap Flights from Chicago (ORD) to Milan (MXP)

Prices were available within the past 7 days and start at £243 for one-way flights and £342 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Sun, 11 Oct - Sun, 18 Oct
ORD
Chicago
MXP
Milan
£342 Return, found 10 hours ago
£342
Return
found 10 hours ago
Select Icelandair flight, departing Sun, 11 Oct from Chicago to Milan, returning Sun, 18 Oct, priced at £342 found 10 hours ago
TAP Portugal
Sun, 25 Oct - Sun, 1 Nov
ORD
Chicago
MXP
Milan
£454 Return, found 10 hours ago
£454
Return
found 10 hours ago
Select TAP Portugal flight, departing Sun, 25 Oct from Chicago to Milan, returning Sun, 1 Nov, priced at £454 found 10 hours ago
Scandinavian Airlines
Tue, 27 Apr - Wed, 5 May
ORD
Chicago
MXP
Milan
£460 Return, found 5 days ago
£460
Return
found 5 days ago
Select Scandinavian Airlines flight, departing Tue, 27 Apr from Chicago to Milan, returning Wed, 5 May, priced at £460 found 5 days ago
Air Serbia
Sat, 17 Oct - Sat, 24 Oct
ORD
Chicago
MXP
Milan
£563 Return, found 3 days ago
£563
Return
found 3 days ago
Select Air Serbia flight, departing Sat, 17 Oct from Chicago to Milan, returning Sat, 24 Oct, priced at £563 found 3 days ago
Turkish Airlines
Thu, 5 Nov - Thu, 12 Nov
ORD
Chicago
MXP
Milan
£577 Return, found 12 hours ago
£577
Return
found 12 hours ago
Select Turkish Airlines flight, departing Thu, 5 Nov from Chicago to Milan, returning Thu, 12 Nov, priced at £577 found 12 hours ago
British Airways
Wed, 2 Dec - Wed, 9 Dec
ORD
Chicago
MXP
Milan
£584 Return, found 2 days ago
£584
Return
found 2 days ago
Select British Airways flight, departing Wed, 2 Dec from Chicago to Milan, returning Wed, 9 Dec, priced at £584 found 2 days ago
KLM
Wed, 19 Aug - Wed, 26 Aug
ORD
Chicago
MXP
Milan
£585 Return, found 3 days ago
£585
Return
found 3 days ago
Select KLM flight, departing Wed, 19 Aug from Chicago to Milan, returning Wed, 26 Aug, priced at £585 found 3 days ago
Iberia
Wed, 19 Aug - Wed, 26 Aug
ORD
Chicago
MXP
Milan
£585 Return, found 3 days ago
£585
Return
found 3 days ago
Select Iberia flight, departing Wed, 19 Aug from Chicago to Milan, returning Wed, 26 Aug, priced at £585 found 3 days ago
Air France
Wed, 2 Dec - Wed, 9 Dec
ORD
Chicago
MXP
Milan
£586 Return, found 2 days ago
£586
Return
found 2 days ago
Select Air France flight, departing Wed, 2 Dec from Chicago to Milan, returning Wed, 9 Dec, priced at £586 found 2 days ago
Air Canada
Mon, 17 Aug - Mon, 24 Aug
ORD
Chicago
MXP
Milan
£586 Return, found 3 days ago
£586
Return
found 3 days ago
Select Air Canada flight, departing Mon, 17 Aug from Chicago to Milan, returning Mon, 24 Aug, priced at £586 found 3 days ago

Alternative airports near Milan

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Linate LIN. Cheapest and Closest option available. Average driving time to city centre is 11 minutes. Flights from £724
LIN
Linate
CheapestClosest
Average driving time to city centre11 min
Flights from £724

Find the cheapest month to fly from Chicago (ORD) to Milan (MXP)

February is typically the cheapest month to fly

From £299 - £501 per traveller.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) cost?
You can find one-way and return flights from ORD to MXP with Expedia. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see our cheapest fares first, and use the Price Tracking tool to receive alerts when ORD to MXP ticket fares go up or down.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.)?
March is typically the cheapest month to fly from Chicago O'Hare International Airport (ORD) to Milan Malpensa International Airport (MXP), with average return fares around £696. March often sees lower prices as it falls outside peak holiday seasons, when demand tends to be lower. January and February are also good months to find deals on this route.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.)?
Only one airline offers direct flights from Chicago O'Hare International Airport (ORD) to Milan Malpensa International Airport (MXP). United operates 7 direct flights from ORD to MXP every week.
How do I find cheap flights from Chicago, IL (ORD) to Milan (MXP)?
To find a cheap flight from Chicago, IL (ORD) to Milan (MXP), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.)?
The cheapest months to fly from Chicago O'Hare International Airport (ORD) to Milan Malpensa International Airport (MXP) are typically February and March, with return flights averaging around £696. These months are ideal if you're looking for more affordable fares, as they fall outside the peak summer travel season, allowing you to save on your trip.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.)?
The earliest flight from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) typically departs around 5:00 AM local time. This service is operated by American Airlines and is a seasonal offering, active in June. An early departure like this can help you make the most of your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.)?
A non-stop flight from Chicago O'Hare International Airport (ORD) to Milan Malpensa International Airport (MXP) typically takes around 8 hours 48 minutes, covering a distance of approximately 7,260 kilometers. If you opt for a flight with one stop, your journey will usually be longer, taking about 12 hours 30 minutes. Flights with two or more stops will extend your travel time even further, to around 17 hours 48 minutes. Keep in mind that actual flight times can vary due to factors like wind patterns and air traffic, so it's always a good idea to allow for some flexibility in your travel plans.
Can you fly business or first class from Chicago, IL (ORD) to Milan (MXP)?
Select the "Business class" and "First class" filters when looking for Chicago, IL (ORD) to Milan (MXP) flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Milan (MXP) from Chicago, IL (ORD)?
If you're planning to travel to Milan from O'Hare Intl. (ORD), you can fly directly into Malpensa Intl. (MXP). Some flights may connect through major hubs like Pearson Intl. (YYZ), Heathrow (LHR), or Logan Intl. (BOS) before reaching Milan. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to Milan (MXP-Malpensa Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Chicago, IL (ORD) to Milan (MXP)?
If you booked your Chicago, IL (ORD) to Milan (MXP) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Malpensa Intl.
Airlines serving
Aer Lingus, Air Canada, Air Europa, Air France, Air Serbia, British Airways, Brussels Airlines, EGYPTAIR, Finnair, Iberia, Icelandair, JetBlue Airways, KLM, LOT-Polish Airlines, Lufthansa, Royal Jordanian, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines
Return price
£341
Distance
7216 km
Average flight time
8 hours 40 mins

Book with confidence

Compare flights from Chicago to Milan easily and book with confidence

For travelling on business or for pleasure, Expedia makes it easy to book your flights from Chicago to Milan. Operating between them flights per day, 20 airlines cover the route. And fly direct, getting you to Malpensa Intl. in just hours. If you have a preferred carrier, use our advanced search tool to find the right flight from O'Hare Intl. to Malpensa Intl..  

To make things even better, in the advanced search, you can also choose to fly economy, premium economy, business or first class, select your maximum number of stops, and pick your preferred departure and arrival time. You can also opt for refundable and direct flights. 

Grab a great deal on your flight from O'Hare Intl. (ORD) to Malpensa Intl. (MXP)

The easiest way to view the best deals on flights from Chicago to Milan today is to enter your travel dates and hit search. From here, you can sort your results by price to see the cheapest flights first. Right now, return flights from O'Hare Intl. to Malpensa Intl. start at just £342 and range up to £586.  

To find an even better deal, try  

  • being flexible on your dates – midweek flights can be cheaper
  • looking for other airports near Chicago and Milan
  • booking your flight during October, the cheapest month on this route
  • varying your flight times – early morning and late at night are sometimes cheaper 

Why you should book your Chicago to Milan flight with Expedia!

We cater for all flight types, cabin classes and airlines. So whether you’re booking flights from O'Hare Intl. to Malpensa Intl. for a budget break or a business trip with a bit of pleasure thrown in, we make it easy to secure the seat that’s right for you.  

Thanks to our supersized inventory that offers great choice all in one place, you know you’ll get a great deal with Expedia. Especially if you bundle your flight together with your hotel, you will unlock amazing savings. For added peace of mind, you can choose flexible bookings or filter to find refundable options, so you won’t pay a fee to change your flight.  

Compare flights from Chicago to Milan easily and book with confidence

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