€383 Cheap Flights Chicago to Milan (ORD-MXP)

Featured airlines

Lufthansa
Aer Lingus
Stobart Air
British Airways
American Airlines
Air France
Virgin Atlantic
Iberia
easyJet

  • Plan, book, fly with confidence

  • trending down icon
    Be in the know
    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon
    Book smarter
    Save up to 15% on select hotels after you book a flight*
  • payments icon
    Earn twice
    Earn your airline miles on top of our rewards
    Sign in

Cheap flights from Chicago to Milan (ORD-MXP)

Prices were available within the past 7 days and start at €383 for one-way flights and €454 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Scandinavian Airlines
Mon, 17 Feb - Mon, 3 Mar
ORD
Chicago
MXP
Milan
€454 Return, found 4 days ago
€454
Return
found 4 days ago
Select Scandinavian Airlines flight, departing Mon, 17 Feb from Chicago to Milan, returning Mon, 3 Mar, priced at €454 found 4 days ago
Scandinavian Airlines
Mon, 5 May - Sun, 11 May
ORD
Chicago
MXP
Milan
€458 Return, found 5 hours ago
€458
Return
found 5 hours ago
Select Scandinavian Airlines flight, departing Mon, 5 May from Chicago to Milan, returning Sun, 11 May, priced at €458 found 5 hours ago
Scandinavian Airlines
Mon, 5 May - Sun, 11 May
ORD
Chicago
MXP
Milan
€526 Return, found 5 hours ago
€526
Return
found 5 hours ago
Select Scandinavian Airlines flight, departing Mon, 5 May from Chicago to Milan, returning Sun, 11 May, priced at €526 found 5 hours ago
Scandinavian Airlines
Mon, 14 Apr - Fri, 23 May
ORD
Chicago
MXP
Milan
€564 Return, found 6 days ago
€564
Return
found 6 days ago
Select Scandinavian Airlines flight, departing Mon, 14 Apr from Chicago to Milan, returning Fri, 23 May, priced at €564 found 6 days ago
Turkish Airlines
Mon, 14 Apr - Fri, 23 May
ORD
Chicago
MXP
Milan
€603 Return, found 6 days ago
€603
Return
found 6 days ago
Select Turkish Airlines flight, departing Mon, 14 Apr from Chicago to Milan, returning Fri, 23 May, priced at €603 found 6 days ago
American Airlines
Sun, 17 Aug - Fri, 29 Aug
ORD
Chicago
MXP
Milan
€669 Return, found 6 days ago
€669
Return
found 6 days ago
Select American Airlines flight, departing Sun, 17 Aug from Chicago to Milan, returning Fri, 29 Aug, priced at €669 found 6 days ago
Iberia
Mon, 14 Apr - Fri, 23 May
ORD
Chicago
MXP
Milan
€679 Return, found 6 days ago
€679
Return
found 6 days ago
Select Iberia flight, departing Mon, 14 Apr from Chicago to Milan, returning Fri, 23 May, priced at €679 found 6 days ago
TAP Portugal
Mon, 7 Apr - Tue, 22 Apr
ORD
Chicago
MXP
Milan
€788 Return, found 2 days ago
€788
Return
found 2 days ago
Select TAP Portugal flight, departing Mon, 7 Apr from Chicago to Milan, returning Tue, 22 Apr, priced at €788 found 2 days ago
Icelandair
Mon, 11 Aug - Tue, 26 Aug
ORD
Chicago
MXP
Milan
€840 Return, found 5 days ago
€840
Return
found 5 days ago
Select Icelandair flight, departing Mon, 11 Aug from Chicago to Milan, returning Tue, 26 Aug, priced at €840 found 5 days ago
United
Sat, 1 Mar - Fri, 14 Mar
ORD
Chicago
MXP
Milan
€891 Return, found 6 days ago
€891
Return
found 6 days ago
Select United flight, departing Sat, 1 Mar from Chicago to Milan, returning Fri, 14 Mar, priced at €891 found 6 days ago
Chicago to Milan route information
Origin airport
O'Hare Intl.
Destination airport
Malpensa Intl.
Return price
€453
Distance
7216 km

Perfect flights from Chicago to Milan

Embark on an unforgettable journey without breaking the bank with Expedia's incredible deals on cheap flights from Chicago to Milan. Whether you're aching for a romantic escape with your partner, craving an adventurous solo expedition, or yearning to immerse yourself in the local history and culture, we've got you covered.
 
Picture yourself strolling through the streets of , surrounded by breathtaking architecture and absorbing the vibrant atmosphere of this captivating city. Indulge in the mouth-watering local specialties, from tantalizing street food to exquisite fine dining. With Expedia, you can experience all of this and more, without sacrificing your budget.
 
Our flexible O'Hare Intl. to Malpensa Intl. ticket options cater to your travel preferences, with incredible one-way fares from €383 and roundtrip prices from €454. Whether you're planning a short city break or a longer adventure, our dynamic pricing ensures that you find the best deals for your journey.
 
But the magic doesn't stop there. Expedia offers a range of partner services to enhance your trip. Rent a car at Malpensa Intl. and explore and its surrounding areas at your own pace. Discover hidden gems off the beaten path, and create unforgettable memories. We also provide a handpicked selection of accommodations, from charming bed and breakfasts to luxury hotels, ensuring that you have a comfortable and memorable stay.
 
Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support are designed to make your travel experience seamless and stress-free. So, why wait? Book your to travel arrangements today and embark on the journey of a lifetime in Milan.

Frequently asked questions

How much is a flight from ORD to Malpensa Intl. Airport (MXP)?
Pack your bags, because round-trip flights between O’Hare Intl. Airport (ORD) and Milan Malpensa Airport start from €454. That’s based on fares advertised within the last 7 days on Expedia for flights departing within the next year. Prices can move quickly, so book now to nab the best deal. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Milan Malpensa Airport?
This varies between air carriers, as each one has its own set of terms and conditions. Head to the Customer Service Portal, where there are easy-to-follow instructions on how to cancel online.
How do I find cheap flights from O'Hare Intl. Airport (ORD) to Milan Malpensa Airport 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 O’Hare Intl. Airport (ORD) to Malpensa Intl. Airport (MXP) flights, you’ll see a “no change fees” filter for you to select.
How far is the flight from ORD to Milan Malpensa Airport?
With a flight distance of 7,300 kilometres between O’Hare Intl. Airport (ORD) and MXP, this is a long-haul trip. Remember to stay hydrated and get up to stretch your legs from time to time.
Which airlines fly direct from O'Hare Airport to MXP?
Unfortunately, there are no airlines that fly directly between O’Hare Intl. Airport (ORD) and Malpensa Intl. Airport (MXP). You’ll need to book a flight with one or more stops.
Are O'Hare Intl. Airport (ORD) to Milan Malpensa Airport flight tickets cheaper when they're purchased at the last minute?
Flight tickets from O’Hare Airport to MXP are available up to 12 months before departure on Expedia. And although you may occasionally pick up a great last-minute deal, it’s never a sure thing. Also, booking your flights ahead of time means you’ll have more options — and you can avoid getting caught in the dreaded middle seat! We regularly update our fares to bring you the best bargains, so keep checking in for all the latest specials.
*Available to Expedia members.