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CA $556 Cheap Flights from Milan (MXP) to Chicago (ORD)

View CA $556 flight on Tue, Sep 15, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at CA $556 for one-way flights and CA $821 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Sun, Aug 23 - Mon, Aug 31
MXP
Milan
ORD
Chicago
CA $821 Roundtrip, found 6 hours ago
CA $821
Roundtrip
found 6 hours ago
Select Icelandair flight, departing Sun, Aug 23 from Milan to Chicago, returning Mon, Aug 31, priced at CA $821 found 6 hours ago
Scandinavian Airlines
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $968 Roundtrip, found 3 hours ago
CA $968
Roundtrip
found 3 hours ago
Select Scandinavian Airlines flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $968 found 3 hours ago
Turkish Airlines
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,079 Roundtrip, found 3 hours ago
CA $1,079
Roundtrip
found 3 hours ago
Select Turkish Airlines flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,079 found 3 hours ago
Lufthansa
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,141 Roundtrip, found 3 hours ago
CA $1,141
Roundtrip
found 3 hours ago
Select Lufthansa flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,141 found 3 hours ago
Swiss International Air Lines
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,153 Roundtrip, found 3 hours ago
CA $1,153
Roundtrip
found 3 hours ago
Select Swiss International Air Lines flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,153 found 3 hours ago
British Airways
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,157 Roundtrip, found 3 hours ago
CA $1,157
Roundtrip
found 3 hours ago
Select British Airways flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,157 found 3 hours ago
Iberia
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,158 Roundtrip, found 3 hours ago
CA $1,158
Roundtrip
found 3 hours ago
Select Iberia flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,158 found 3 hours ago
United
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,163 Roundtrip, found 3 hours ago
CA $1,163
Roundtrip
found 3 hours ago
Select United flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,163 found 3 hours ago
Air Canada
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,168 Roundtrip, found 3 hours ago
CA $1,168
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,168 found 3 hours ago
American Airlines
Sun, Oct 11 - Mon, Oct 19
MXP
Milan
ORD
Chicago
CA $1,185 Roundtrip, found 3 hours ago
CA $1,185
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sun, Oct 11 from Milan to Chicago, returning Mon, Oct 19, priced at CA $1,185 found 3 hours ago

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

February is typically the cheapest month to fly

From CA $663 - CA $1,178 per traveller.

Frequently asked questions

How much does a flight from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.) cost?
You can find cheap one-way flights from CA $556 and cheap return flights from CA $821 MXP to ORD with Expedia. One-way flights typically cost between CA$1216 and CA$6479. 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 the cheapest fares first, and use the Price Tracking tool to receive alerts when MXP to ORD ticket fares go up or down.
What is the cheapest month to fly from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The cheapest months to fly from MXP to ORD are typically during off-peak season when demand is low. Traveling in off-peak or shoulder months is usually a good way to secure cheap tickets, just remember to avoid flying during holidays if you are able to. Use the calendar view in your search to see which months have low fares on this route.
Which airlines fly direct from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Only one airline offers direct flights from Milan Malpensa Intl. (MXP) to Chicago O'Hare Intl. (ORD).United operates 7 direct flights from MXP to ORD every week.
How do I find cheap flights from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.), 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 airline to fly with from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best airline to fly with from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.) will differ from traveler to traveler. If you like to fly early, United offers early morning flights. If price is the most important factor, United typically offers the lowest fares. Aer Lingus offers the most daily flights from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.), which is great if flexibility is what you value most. The best carrier for this journey could also be the one you have a loyalty membership with, as flying with that airline or another airline within the same alliance could help you collect points or enjoy lounge access.
What is the best time to fly from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll find around 54 connecting flights per day from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.). Some common connection points include Dublin (DUB), Heathrow (LHR), and Frankfurt Intl. (FRA).
What is the earliest flight from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 3:15 AM local time. This flight is operated by Royal Jordanian and is a seasonal service, active only in December. 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.
What day of the week has the most flights from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.) on a Tuesday, with around 56 flights available. This gives you a good selection of options for your travel plans. Major airlines on this route include Air Dolomiti, Delta, and Lufthansa. Flight schedules are fairly consistent throughout the week, so you'll have plenty of options no matter which day you choose to fly.
What are the most popular departure times for flights from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Milan Malpensa Intl. (MXP) to Chicago O'Hare Intl. (ORD) are in the early morning, between 6am and 9am. Many major carriers, including Air Dolomiti, British Airways and Helvetic Airways, offer flights during this window. Many travelers prefer this because it allows for an early start to their journey, getting you to Chicago with plenty of time to settle in.
How long does it take to fly from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
Flying nonstop from MXP to ORD takes around 9 hours 50 minutes, with the route covering approximately 7,260 kilometers. Flights with a layover typically take 5 hours 40 minutes longer than direct options. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can fly business class or first class between MXP and ORD. Airlines that offer business class service on this route include:

  • British Airways
  • Air Serbia
  • Air Europa
  • Icelandair
  • Air Canada
  • Lufthansa
  • Air France
  • Iberia
  • Emirates
  • Brussels Airlines
  • Swiss International Air Lines
  • TAP Portugal
  • Air Baltic
  • Royal Jordanian
  • Helvetic Airways
  • United
  • Air Dolomiti
  • Turkish Airlines
  • SAS
  • LOT-Polish Airlines
  • Delta
  • Cathay Pacific
  • Finnair
  • Hop!
  • Ethiopian Airlines
  • American Airlines
  • Cityjet
  • EVA Airways

First class cabins are available on Emirates.
How do I earn miles on a Milan (MXP) to Chicago, IL (ORD) flight with Expedia?
It's easy to earn miles on a Milan (MXP) to Chicago, IL (ORD) 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 Chicago, IL (ORD) from Milan (MXP)?
If you're planning to travel to Chicago from Malpensa Intl. (MXP), you can fly directly into O'Hare Intl. (ORD). Some flights may connect through major hubs like Frankfurt Intl. (FRA), Franz Josef Strauss Intl. (MUC), or Heathrow (LHR) before reaching Chicago. 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 Milan (MXP) to Chicago, IL (ORD) at the last minute?
Typically, booking a last minute flight from Milan (MXP) to Chicago, IL (ORD) 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 Milan (MXP) to Chicago, IL (ORD) flight and hotel package?
Securing a Milan (MXP) to Chicago, IL (ORD) 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 Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Milan (MXP-Malpensa Intl.) to Chicago, IL (ORD-O'Hare Intl.) 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
Malpensa Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air France, Air Serbia, American Airlines, British Airways, Delta, Finnair, Iberia, Icelandair, JetBlue Airways, KLM, LOT-Polish Airlines, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines, United
Roundtrip price
CA $820
Distance
7216 km
Average flight time
9 hours 50 mins

Book with confidence

Milan to Chicago Flights

The easy way to book your flights from Milan to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Milan whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Milan to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Malpensa Intl., MXP to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Milan to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Milan currently is just CA $821 rising to CA $1,245.  

Here are more money-saving tips: 

  • Fly in August when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Milan 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Milan to Chicago Flights

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