S$566 Cheap Flights from Milan to Chicago

View S$566 flight on Thu, 28 Aug, 2025Opens in a new window

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

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Cheap Flights from Milan to Chicago (MXP-ORD)

Prices were available within the past 7 days and start at S$566 for one-way flights and S$893 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$893 Return, found 18 hours ago
S$893
Return
found 18 hours ago
Select United flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$893 found 18 hours ago
United
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$905 Return, found 18 hours ago
S$905
Return
found 18 hours ago
Select United flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$905 found 18 hours ago
United
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$909 Return, found 18 hours ago
S$909
Return
found 18 hours ago
Select United flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$909 found 18 hours ago
Lufthansa
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$928 Return, found 18 hours ago
S$928
Return
found 18 hours ago
Select Lufthansa flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$928 found 18 hours ago
Swiss International Air Lines
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$940 Return, found 18 hours ago
S$940
Return
found 18 hours ago
Select Swiss International Air Lines flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$940 found 18 hours ago
Lufthansa
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$943 Return, found 18 hours ago
S$943
Return
found 18 hours ago
Select Lufthansa flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$943 found 18 hours ago
United
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$946 Return, found 18 hours ago
S$946
Return
found 18 hours ago
Select United flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$946 found 18 hours ago
American Airlines
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$975 Return, found 18 hours ago
S$975
Return
found 18 hours ago
Select American Airlines flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$975 found 18 hours ago
Air France
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$987 Return, found 18 hours ago
S$987
Return
found 18 hours ago
Select Air France flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$987 found 18 hours ago
Swiss International Air Lines
Thu, 28 Aug - Thu, 4 Sep
MXP
Milan
ORD
Chicago
S$1,047 Return, found 18 hours ago
S$1,047
Return
found 18 hours ago
Select Swiss International Air Lines flight, departing Thu, 28 Aug from Milan to Chicago, returning Thu, 4 Sep, priced at S$1,047 found 18 hours ago

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

September is typically the cheapest month to fly

From S$524 - S$1,104 per traveller.

Graph displaying average flight prices per month

Milan to Chicago route information
Origin airport
Malpensa Intl.
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Air France, American Airlines, Austrian Airlines, British Airways, Delta, Finnair, Iberia, KLM, LOT-Polish Airlines, Lufthansa, Swiss International Air Lines, Turkish Airlines, United
Return price
S$893
Distance
7216 km
Average flight time
9 hours 50 mins

Flights from Milan to Chicago

There are several airlines that operate frequent flights from Milan (MXP) to Chicago (ORD) including

The earliest flight leaves Malpensa Intl. Airport at 06:35 and arrives at O'Hare Intl. Airport at 12:25. The last flight of the day departs Milan at 14:15 and arrives at Chicago at 21:35.

The flight distance from Milan to Chicago is about 7681 km, the shortest flight is 11 hours 15 minutes with United Airlines.

Expedia lets you search across the largest number of airlines and Chicago flights, which means that you’ll be able to find a great flight deal at the perfect travel date and time. Our simple-to-use booking engine makes looking for terrific bargains easy and hassle-free; just enter your travel dates and departure city, and let Expedia do the rest! Adjust your travel dates and explore connecting flights to find an even better deal on your Milan Chicago flight!

Browse through dozens of options and rest assured that you’re seeing the best price guaranteed! Our friendly customer service representatives are here to serve you 24 hours day to provide assistance and answer any questions that you may have about booking your Milan to Chicago trip. There’s simply no substitute for great prices suited to your travel needs and backed by excellent customer support.

Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from Milan to Chicago with Expedia. Use us as your stop travel destination and have the confidence that you’re getting a bargain!

Frequently asked questions

How much is a flight from MXP to ORD?
The lowest price advertised for a round-trip journey between Malpensa Intl. Airport (MXP) and O'Hare Intl. Airport (ORD) is S$893. But you better act quick. This figure is taken from fares listed within the last 7 days on Expedia for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from MXP to O'Hare Airport?
Each air carrier has its own terms and conditions. If you do decide to cancel, follow the easy instructions on our Customer Service Portal.
How do I find cheap flights from Malpensa Intl. Airport (MXP) to O'Hare Intl. Airport (ORD) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you're searching for Malpensa Intl. Airport (MXP) to ORD flights, you'll see a "no change fees" filter for you to select.
How far is the flight from Malpensa Intl. Airport (MXP) to O'Hare Airport?
The distance is around 7,300 kilometres, so pack your carry-on luggage with whatever you need to make your journey comfortable. Wondering what to take on board your Ferno to Chicago flight? A travel pillow, earplugs and a sleep mask are among the essentials.
Which airlines fly direct from Malpensa Intl. Airport (MXP) to O'Hare Airport?
You won't find any airlines operating directly between Malpensa Intl. Airport (MXP) and ORD, so be prepared to make at least one stop on your journey. A layover, whether short or long, can be a welcome way to break up a trip!
Are MXP to O'Hare Intl. Airport (ORD) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can sometimes nab a bargain, with some of the cheapest airfares from MXP to O'Hare Intl. Airport (ORD) popping up a few weeks prior to the departure date. If you'd rather book ahead of time, Expedia compares and updates the best flight deals continuously --- as early as a year in advance in some cases. It depends on the carrier though, as not all airlines quote prices that far in advance.

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