$398 Cheap Flights from Milan (MXP) to Chicago (ORD)

View $398 flight on Tue, Sep 29, 2026Opens in a new window

Popular airlines from Milan Malpensa Airport (MXP) to Chicago O'Hare Intl. Airport (ORD)

Cheap Flights from Milan to Chicago (MXP-ORD)

Prices were available within the past 7 days and start at $398 for one-way flights and $531 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

TAP Portugal
Sun, Feb 8 - Sun, Mar 1
MXP
Milan
ORD
Chicago
$531 Roundtrip, found 6 days ago
$531
Roundtrip
found 6 days ago
Select TAP Portugal flight, departing Sun, Feb 8 from Milan to Chicago, returning Sun, Mar 1, priced at $531 found 6 days ago
Icelandair
Wed, Apr 8 - Tue, Apr 28
MXP
Milan
ORD
Chicago
$543 Roundtrip, found 3 days ago
$543
Roundtrip
found 3 days ago
Select Icelandair flight, departing Wed, Apr 8 from Milan to Chicago, returning Tue, Apr 28, priced at $543 found 3 days ago
Scandinavian Airlines
Sun, Nov 23 - Sun, Dec 7
MXP
Milan
ORD
Chicago
$570 Roundtrip, found 11 hours ago
$570
Roundtrip
found 11 hours ago
Select Scandinavian Airlines flight, departing Sun, Nov 23 from Milan to Chicago, returning Sun, Dec 7, priced at $570 found 11 hours ago
Lufthansa
Thu, Nov 6 - Wed, Nov 12
MXP
Milan
ORD
Chicago
$633 Roundtrip, just found
$633
Roundtrip
just found
Select Lufthansa flight, departing Thu, Nov 6 from Milan to Chicago, returning Wed, Nov 12, priced at $633 just found
Swiss International Air Lines
Tue, Nov 25 - Tue, Dec 2
MXP
Milan
ORD
Chicago
$644 Roundtrip, found 6 days ago
$644
Roundtrip
found 6 days ago
Select Swiss International Air Lines flight, departing Tue, Nov 25 from Milan to Chicago, returning Tue, Dec 2, priced at $644 found 6 days ago
Lufthansa
Thu, Nov 6 - Wed, Nov 12
MXP
Milan
ORD
Chicago
$645 Roundtrip, just found
$645
Roundtrip
just found
Select Lufthansa flight, departing Thu, Nov 6 from Milan to Chicago, returning Wed, Nov 12, priced at $645 just found
Air Canada
Thu, Nov 6 - Wed, Nov 12
MXP
Milan
ORD
Chicago
$645 Roundtrip, just found
$645
Roundtrip
just found
Select Air Canada flight, departing Thu, Nov 6 from Milan to Chicago, returning Wed, Nov 12, priced at $645 just found
British Airways
Fri, Mar 13 - Sat, Mar 21
MXP
Milan
ORD
Chicago
$657 Roundtrip, found 2 hours ago
$657
Roundtrip
found 2 hours ago
Select British Airways flight, departing Fri, Mar 13 from Milan to Chicago, returning Sat, Mar 21, priced at $657 found 2 hours ago
Iberia
Mon, Nov 24 - Mon, Dec 1
MXP
Milan
ORD
Chicago
$661 Roundtrip, found 1 day ago
$661
Roundtrip
found 1 day ago
Select Iberia flight, departing Mon, Nov 24 from Milan to Chicago, returning Mon, Dec 1, priced at $661 found 1 day ago
LOT-Polish Airlines
Mon, Mar 2 - Tue, Mar 17
MXP
Milan
ORD
Chicago
$666 Roundtrip, found 3 days ago
$666
Roundtrip
found 3 days ago
Select LOT-Polish Airlines flight, departing Mon, Mar 2 from Milan to Chicago, returning Tue, Mar 17, priced at $666 found 3 days ago

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

September is typically the cheapest month to fly

From $400 - $863 per traveler.

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $533
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $533

Frequently asked questions

How much does a flight from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) cost?
Secure a cheap one-way flight from $398 or cheap return flight from $531 from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD)?
The cheapest month to fly from MXP to ORD is February, when demand is low. Off-peak months are usually when better flight deals are available between these airports.
What is the cheapest airline that flies from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD)?
To find the cheapest airline that'll fly you from MXP to ORD, use Expedia's filter tool. Tailor your search based on what matters most to you, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to discover the cheapest flight right away.
How many flights per day from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD)?
Direct flights from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) aren't available daily, so you'll need to take a flight with a layover. Explore your options with our filter tool. Enter your travel details and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MXP to ORD?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can change from season to season and during peak travel times or public holidays.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from MXP to ORD?
With 85% of flights generally landing on time, United Airlines has the best on-time performance for nonstop flights from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD). To check your flight status and get notifications if anything changes, use the Expedia App.
What is the best time to fly from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD)?
To avoid possible delays on the Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) route, fly before 3 PM. Later flights have a 22% higher chance of being canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) last-minute?
Booking your ticket from MXP to ORD right before your trip is typically more expensive. However, if there's some wiggle room with your itinerary, you could snag a cheap last-minute fare.
Is it cheaper to book a MXP to ORD flight and hotel package?
Compared with arranging hotels and flights separately, booking a MXP to ORD flight and hotel package with Expedia could result in significant savings. What's more, having it all in one place will take the hassle out of travel planning. Just secure your flights and select from our wide range of hotels, then customize your trip with other add-ons like tours, car rentals and activities.
Can I cancel or change the date of my flight from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD)?
If you booked your MXP to ORD flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, go 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, Austrian Airlines, British Airways, Brussels Airlines, Delta, Finnair, Iberia, Icelandair, KLM, LOT-Polish Airlines, Lufthansa, Royal Jordanian, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines, United
Roundtrip price
$531
Distance
4510 mi
Average flight time
9 hours 50 mins

Book with confidence

Milan to Chicago Flights

The cheapest times to fly from Milan to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Milan to Chicago are during the month of February. You can find some of the cheapest flights from Milan to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Milan to Chicago

Sunday is one of the best days to book for cheap flights from Milan to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Milan to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Milan to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $398 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Milan to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Milan to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Milan to Chicago Flights

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*Available to One Key members.