£276 Cheap Flights from Chicago (ORD) to Milan (MXP)

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.