$269 Cheap Flights from Chicago (ORD) to Milan (MXP)

View $269 flight on Mon, Aug 4, 2025Opens in a new window

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

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Find available prices by choosing your travel dates.

Cheap Flights from Chicago to Milan (ORD-MXP)

Prices were available within the past 7 days and start at $269 for one-way flights and $429 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Scandinavian Airlines
Tue, Oct 7 - Wed, Oct 15
ORD
Chicago
MXP
Milan
$429 Roundtrip, found 2 hours ago
$429
Roundtrip
found 2 hours ago
Select Scandinavian Airlines flight, departing Tue, Oct 7 from Chicago to Milan, returning Wed, Oct 15, priced at $429 found 2 hours ago
TAP Portugal
Mon, Sep 15 - Thu, Sep 25
ORD
Chicago
MXP
Milan
$499 Roundtrip, found 20 hours ago
$499
Roundtrip
found 20 hours ago
Select TAP Portugal flight, departing Mon, Sep 15 from Chicago to Milan, returning Thu, Sep 25, priced at $499 found 20 hours ago
Delta
Sun, Aug 24 - Tue, Aug 26
ORD
Chicago
MXP
Milan
$555 Roundtrip, found 5 hours ago
$555
Roundtrip
found 5 hours ago
Select Delta flight, departing Sun, Aug 24 from Chicago to Milan, returning Tue, Aug 26, priced at $555 found 5 hours ago
Turkish Airlines
Wed, Sep 17 - Fri, Oct 3
ORD
Chicago
MXP
Milan
$577 Roundtrip, found 20 hours ago
$577
Roundtrip
found 20 hours ago
Select Turkish Airlines flight, departing Wed, Sep 17 from Chicago to Milan, returning Fri, Oct 3, priced at $577 found 20 hours ago
Air France
Sun, Aug 17 - Tue, Aug 19
ORD
Chicago
MXP
Milan
$607 Roundtrip, found 2 days ago
$607
Roundtrip
found 2 days ago
Select Air France flight, departing Sun, Aug 17 from Chicago to Milan, returning Tue, Aug 19, priced at $607 found 2 days ago
Air Serbia
Sat, Sep 13 - Tue, Sep 30
ORD
Chicago
MXP
Milan
$646 Roundtrip, found 5 days ago
$646
Roundtrip
found 5 days ago
Select Air Serbia flight, departing Sat, Sep 13 from Chicago to Milan, returning Tue, Sep 30, priced at $646 found 5 days ago
British Airways
Sun, Sep 7 - Tue, Sep 9
ORD
Chicago
MXP
Milan
$775 Roundtrip, found 7 hours ago
$775
Roundtrip
found 7 hours ago
Select British Airways flight, departing Sun, Sep 7 from Chicago to Milan, returning Tue, Sep 9, priced at $775 found 7 hours ago
Aer Lingus
Sun, Sep 28 - Sun, Oct 12
ORD
Chicago
MXP
Milan
$846 Roundtrip, found 1 day ago
$846
Roundtrip
found 1 day ago
Select Aer Lingus flight, departing Sun, Sep 28 from Chicago to Milan, returning Sun, Oct 12, priced at $846 found 1 day ago
Icelandair
Tue, Nov 4 - Wed, Nov 12
ORD
Chicago
MXP
Milan
$854 Roundtrip, found 14 hours ago
$854
Roundtrip
found 14 hours ago
Select Icelandair flight, departing Tue, Nov 4 from Chicago to Milan, returning Wed, Nov 12, priced at $854 found 14 hours ago
United
Mon, Oct 27 - Wed, Nov 5
ORD
Chicago
MXP
Milan
$856 Roundtrip, found 2 days ago
$856
Roundtrip
found 2 days ago
Select United flight, departing Mon, Oct 27 from Chicago to Milan, returning Wed, Nov 5, priced at $856 found 2 days ago

Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) cost?
Cheap round-trip flights from O’Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) start at $1206. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a United flight leaving ORD on May 19 2025 and touching down at MXP. The price was last updated on April 22 2025 and has not changed since.
What is the cheapest month to fly from ORD to MXP?
The cheapest flights from ORD to MXP are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from ORD to MXP?
Travel from ORD to MXP with United. This airline currently offers the lowest one-way fare on this route, starting at $788. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ORD on July 13 2025. Prices were last updated on April 22 2025 and have not changed since.
How many flights per day from O'Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP)?
There are no daily direct flights departing from O’Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP). But you can opt for flights with layovers. Filter your search results on Expedia to include one or two stops, and you’ll be soaring above the clouds in no time at all.
What day of the week has the most flights from ORD to MXP?
Friday is usually the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can change depending on a range of factors, including the time of year and airline.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What airline has the least delays from ORD to MXP?
Consider booking with United Airlines if you’d like to go straight from O’Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) without any interruptions. This carrier has the strongest track record for punctuality, with an on-time score of 80%. Want real-time updates? You can keep an eye on your flight status using the Expedia App.
What is the best time to fly from O'Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP)?
Book a flight from O’Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) that leaves before 3 PM to reduce the likelihood of delays. Departures after this hour are on average 22% more likely to be 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 O'Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) last-minute?
Booking your flight from ORD to MXP right before your journey is generally more expensive. However, if there’s some wiggle room with your departure dates and times, you could grab a cheap last-minute fare.
Is it cheaper to book an ORD to MXP flight and hotel package?
Booking an ORD to MXP flight and hotel package tends to be cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip all in one place. Pick from our wide range of hotels and then add activities, flights and car rentals to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP)?
In most instances, you can modify or cancel your ORD to MXP flight. However, additional charges may apply, especially if you booked over 24 hours ago. Check your itinerary for the airline’s fees and guidelines on flight changes, or if you need further details, go to our Customer Service portal.
*Available to One Key members.