S$769 Cheap Flights from Chicago to Milan

View S$769 flight on Tue, 6 Jan, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Linate Airport (LIN)

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Cheap Flights from Chicago to Milan (ORD-LIN)

Prices were available within the past 7 days and start at S$769 for one-way flights and S$1,037 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
Mon, 12 Jan - Thu, 22 Jan
ORD
Chicago
LIN
Milan
S$1,037 Return, found 1 day ago
S$1,037
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 12 Jan from Chicago to Milan, returning Thu, 22 Jan, priced at S$1,037 found 1 day ago
JetBlue Airways
Mon, 12 Jan - Fri, 23 Jan
ORD
Chicago
LIN
Milan
S$1,047 Return, found 1 day ago
S$1,047
Return
found 1 day ago
Select JetBlue Airways flight, departing Mon, 12 Jan from Chicago to Milan, returning Fri, 23 Jan, priced at S$1,047 found 1 day ago
Lufthansa
Wed, 7 Jan - Tue, 20 Jan
ORD
Chicago
LIN
Milan
S$1,075 Return, found 1 day ago
S$1,075
Return
found 1 day ago
Select Lufthansa flight, departing Wed, 7 Jan from Chicago to Milan, returning Tue, 20 Jan, priced at S$1,075 found 1 day ago
Lufthansa
Wed, 7 Jan - Tue, 20 Jan
ORD
Chicago
LIN
Milan
S$1,076 Return, found 1 day ago
S$1,076
Return
found 1 day ago
Select Lufthansa flight, departing Wed, 7 Jan from Chicago to Milan, returning Tue, 20 Jan, priced at S$1,076 found 1 day ago
United
Sun, 11 Jan - Wed, 21 Jan
ORD
Chicago
LIN
Milan
S$1,076 Return, found 1 day ago
S$1,076
Return
found 1 day ago
Select United flight, departing Sun, 11 Jan from Chicago to Milan, returning Wed, 21 Jan, priced at S$1,076 found 1 day ago
Air Canada
Wed, 7 Jan - Tue, 20 Jan
ORD
Chicago
LIN
Milan
S$1,076 Return, found 1 day ago
S$1,076
Return
found 1 day ago
Select Air Canada flight, departing Wed, 7 Jan from Chicago to Milan, returning Tue, 20 Jan, priced at S$1,076 found 1 day ago
Air Canada
Wed, 7 Jan - Tue, 20 Jan
ORD
Chicago
LIN
Milan
S$1,077 Return, found 1 day ago
S$1,077
Return
found 1 day ago
Select Air Canada flight, departing Wed, 7 Jan from Chicago to Milan, returning Tue, 20 Jan, priced at S$1,077 found 1 day ago
United
Tue, 13 Jan - Fri, 23 Jan
ORD
Chicago
LIN
Milan
S$1,079 Return, found 1 day ago
S$1,079
Return
found 1 day ago
Select United flight, departing Tue, 13 Jan from Chicago to Milan, returning Fri, 23 Jan, priced at S$1,079 found 1 day ago
Air Canada
Wed, 7 Jan - Tue, 20 Jan
ORD
Chicago
LIN
Milan
S$1,080 Return, found 1 day ago
S$1,080
Return
found 1 day ago
Select Air Canada flight, departing Wed, 7 Jan from Chicago to Milan, returning Tue, 20 Jan, priced at S$1,080 found 1 day ago
Delta
Tue, 6 Jan - Fri, 16 Jan
ORD
Chicago
LIN
Milan
S$1,083 Return, found 1 day ago
S$1,083
Return
found 1 day ago
Select Delta flight, departing Tue, 6 Jan from Chicago to Milan, returning Fri, 16 Jan, priced at S$1,083 found 1 day ago
Chicago to Milan route information
Origin airport
O'Hare Intl.
Destination airport
Linate
Airlines serving
Air Canada, Air France, American Airlines, Austrian Airlines, British Airways, Delta, Iberia, KLM, Lufthansa, United
Return price
S$1,036
Distance
7262 km

Perfect flights from Chicago to Milan

Your Journey from Chicago to Milan

Start your unforgettable journey with Expedia. Our broad selection of flights from Chicago to Milan caters to every travel need. Whether you're yearning for a romantic escape, a solo adventure, or a cultural immersion, we've got you covered.
 

Choosing Your Ideal Flight

With Expedia, you have access to a wide range of airlines, including United, Delta, British Airways, Lufthansa, Austrian Airlines, JetBlue Airways, Air Canada. Our selection of flights from O'Hare Intl. to Linate caters to every traveler's requirements, ensuring your journey aligns with your schedule. With options from 20 airlines, you're bound to find the perfect flight.
 

Maximizing Value with Chicago to Milan Flights

Experience the joy of finding cheap flights from O'Hare Intl. to Linate that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$769 and roundtrip prices from S$1,037*.
 

Pre-Flight Essentials

Ensure a smooth journey from Chicago to Milan with Expedia. From information about check-in times and in-flight amenities to guidance on baggage policies, we provide all the essentials to prepare you for your flight.
 

Experience the Vibrant Milan

Picture yourself stepping off the plane in Milan and immersing yourself in the unique atmosphere of . From local markets to cultural festivals, each city offers its distinct charm. Make the most of your trip by exploring local attractions and indulging in the local cuisine. With Expedia, explore all this and more, tailored to your budget.
 

Added Convenience on Your Chicago to Milan Flight

Traveling with Expedia is more than just a flight. We offer details about in-flight amenities, baggage policies, and more to ensure a smooth and hassle-free journey. Choose from our variety of airlines and embark on a memorable journey from Chicago to Milan.
 

Beyond the Flight – Exploring Milan

With Expedia, your adventure extends beyond the flight. Explore Milan at your own pace by renting a car or booking a hotel. Discover hidden gems off the beaten path and create unforgettable memories.
 

Book Your Flight from Chicago to Milan with Confidence

Planning your next great adventure is a breeze with Expedia. Our user-friendly platform, unbeatable prices, and round-the-clock customer support make your travel experience seamless and stress-free. Embark on your journey from Chicago to Milan with confidence. Book your travel arrangements with Expedia today.
 
*Note: Prices may vary based on availability and are subject to change.

Frequently asked questions

How much is a flight from ORD to Linate Airport?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price advertised for a round-trip journey from O'Hare Airport to LIN was S$1,037. Cheap fares don't hang around, so book yours today. 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 Intl. Airport (ORD) to LIN?
We get that things crop up unexpectedly, so we've made it as simple as possible for you to cancel your flight online. Just visit the Customer Service Portal and follow the instructions.
How do I find cheap flights from O'Hare Airport to LIN 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 Airport to LIN flights, you'll see a "no change fees" filter for you to select.
How far is the flight from O'Hare Intl. Airport (ORD) to Linate Airport (LIN)?
The distance is around 7,300 kilometres. Eye mask? Check. A change of clothes? Check. We recommend you pack all the essentials for this long-haul Chicago to Segrate flight.
Which airlines fly direct from O'Hare Airport to Linate Airport?
Flying directly between O'Hare Intl. Airport (ORD) and LIN isn't possible at this time. However, you'll still be able to find a flight to Segrate with at least one stop.
Are O'Hare Intl. Airport (ORD) to Milan Linate Airport flight tickets cheaper when they're purchased at the last minute?
Flight prices always go up and down, so it's no sure thing. While last-minute deals between O'Hare Intl. Airport (ORD) and Milan Linate Airport are possible, it's also a good idea to keep an eye on prices well before you fly. In fact, some airlines publish their prices up to a year before the departure date. Expedia is constantly updating the biggest bargains around, so check back often and be ready to book when the price dips.

Explore a world of travel with Expedia

Milan Airports

Milan

Chicago to Malpensa Intl.
S$876.92
Chicago Airports

Chicago

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