
Popular airlines from Chicago O'Hare Intl. Airport (ORD) to Milan
- Lufthansa
Lufthansa
- American Airlines
American Airlines
- Finnair
Finnair
- LOT-Polish Airlines
LOT-Polish Airlines
- Swiss International Air Lines
Swiss International Air Lines
- Turkish Airlines
Turkish Airlines
- United
United
- Plan, book, fly with confidence
trending down icon Be in the knowGet alerts if flight prices drop or rise*bex rewards loyalty icon Book smarterSave up to 40% on select hotels after you book a flight*payments icon
Cheap Flights from Chicago to Milan (ORD-MIL)
Prices were available within the past 7 days and start at S$537 for one-way flights and S$938 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$938 Return, found 9 hours ago
S$938
Return
found 9 hours ago

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$938 Return, found 9 hours ago
S$938
Return
found 9 hours ago

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$938 Return, found 9 hours ago
S$938
Return
found 9 hours ago

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$945 Return, found 9 hours ago
S$945
Return
found 9 hours ago

Tue, 19 Aug - Tue, 26 Aug
ORD
Chicago
MXP
Milan
S$945 Return, found 2 days ago
S$945
Return
found 2 days ago

Tue, 19 Aug - Tue, 26 Aug
ORD
Chicago
LIN
Milan
S$982 Return, found 2 days ago
S$982
Return
found 2 days ago

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$1,008 Return, found 9 hours ago
S$1,008
Return
found 9 hours ago

Mon, 4 Aug - Thu, 21 Aug
ORD
Chicago
MXP
Milan
S$1,011 Return, found 9 hours ago
S$1,011
Return
found 9 hours ago

Mon, 18 Aug - Mon, 25 Aug
ORD
Chicago
MXP
Milan
S$1,013 Return, found 3 days ago
S$1,013
Return
found 3 days ago

Sat, 16 Aug - Sat, 23 Aug
ORD
Chicago
MXP
Milan
S$1,053 Return, found 5 days ago
S$1,053
Return
found 5 days ago
Find the cheapest month to fly from Chicago (ORD) to Milan (MIL)
February is typically the cheapest month to fly
From S$545 - S$1,261 per traveller.
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Malpensa Intl. |
Return price | S$938 |
Distance | 7216 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 Air Serbia, United, Air Canada, Delta, KLM, Lufthansa, Swiss International Air Lines, LOT-Polish Airlines. Our selection of flights from O'Hare Intl. to MIL-All Airports 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 MIL-All Airports that fit your budget. Keep an eye out for our special deals and discounts, and check our flexible one-way fares from S$537 and roundtrip prices from S$938*.
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.
Explore a world of travel with Expedia
- Trending Routes
- Trending Flights
- Top Flights Destinations
- More Carriers
- Nearby Airports
- Cheap Flights from Other Airports
- Expedia's Latest Trends
Popular flights from Chicago
- Chicago to Newark Liberty Intl. Airport (ORD - EWR)
- Chicago to Los Angeles (ORD - LAX)
- Chicago to Taipei (ORD - TSA)
- Chicago to Bangkok (ORD - BKK)
- Chicago to Portland (ORD - PDX)
- Chicago to New York (ORD - LGA)
- Chicago to Paris (ORD - CDG)
- Chicago to Taipei (ORD - TPE)
- Chicago to Manila (ORD - MNL)
- Chicago to Delhi (ORD - DEL)
- Chicago to New York (ORD - JFK)
- Chicago to Dubai (ORD - DXB)
Popular flights to Milan
Popular flights from Chicago
Top Flight Destinations Near Here
- Flights to Rome
- Flights to Florence
- Flights to Milan
- Flights to Venice
- Flights to Naples
- Flights to Sorrento
- Flights to Positano
- Flights to Taormina
- Flights to Amalfi
- Flights to Palermo
- Flights to Matera
- Flights to Bologna
- Flights to Rimini
- Flights to Como
- Flights to Olbia
- Flights to Verona
- Flights to Bellagio
- Flights to Genoa
- Flights to Capri
- Flights to Pisa
Milan Airports
Milan
S$937.50
Bologna
S$965.30
Genoa
Turin
Bergamo
Verona
Chicago Airports
Chicago
Expedia's Latest Trends
Flights
Chicago to San Francisco (ORD - SFO)Chicago to Buffalo (ORD - BUF)Rome to Rio de Janeiro (ROM - RIO)Florence to Singapore (FLR - SIN)Chicago to Beijing (ORD - PEK)Singapore to Verona (SIN - VRN)Newark Liberty Intl. Airport to Chicago (EWR - ORD)Paris to Florence (CDG - FLR)Chicago to Newark Liberty Intl. Airport (ORD - EWR)Los Angeles to Chicago (LAX - ORD)Singapore to Chicago (SIN - ORD)Chicago to Boston (ORD - BOS)Chicago to Cedar Rapids (ORD - CID)Paris to Venice (CDG - VCE)San Francisco to Chicago (SFO - ORD)New York to Chicago (LGA - ORD)Chicago to New York (ORD - LGA)Venice to Paris (VCE - CDG)Chicago to New York (ORD - JFK)Chicago to New York (ORD - NYC)Chicago to Singapore (ORD - SIN)London to Rome (LON - ROM)Chicago to Columbia (ORD - COU)Singapore to Bologna (SIN - BLQ)Singapore to Florence (SIN - FLR)Venice to Singapore (VCE - SIN)Singapore to Venice (SIN - VCE)Chicago to Los Angeles (ORD - LAX)Singapore to Rome (SIN - ROM)Chicago to Minneapolis (ORD - MSP)
*Available to Expedia members.