Cheap Flights from Chicago to Milan
Cheap Chicago-Milan Flight Tickets
These prices are the lowest available for the specified locations on the Obilet website. Prices may vary depending on the selected date, location, and availability of the flight.
Cheapest Travel on Obilet
:
€ 474.75
The Most Favorable Price
:
THYThe Most Active Airline
:
United AirlinesAverage Number of Trips Per Day
:
11Shortest Flight Time
:
8hr 40minDistance
:
7258 KMCheap Flight Tickets from Chicago to Milan
THY
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
11:45
Milan
Malpensa Airport
13:30
THY
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
20:15
Milan
Malpensa Airport
21:50
Delta Air Lines
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
10:30
Milan
Malpensa Airport
09:50
Delta Air Lines
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
13:35
Milan
Malpensa Airport
09:50
Delta Air Lines
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
18:25
Milan
Malpensa Airport
17:25
Aer Lingus
16 November 2026 - Monday
Chicago
Chicago Ohare Airport
15:55
Milan
Linate Airport
11:05
Air France
24 November 2026 - Tuesday
Chicago
Chicago Ohare Airport
18:25
Milan
Malpensa Airport
14:55
Last updated: 14 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
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Estimated Cheapest Chicago - Milan Flight Tickets by Month
Airlines Operating Flights from Chicago to Milan
Popular Chicago to Milan Flights
Last updated: 14 November 2026 00:00
*The prices shown are the lowest ticket prices viewed on Obilet in the last 24 hours. For current ticket prices, please search above.
Chicago and Milan Airports
Alternative Flights Between Chicago - Milan
Popular Milan Hotels
You can choose among various hotel options in Milan to suit different styles and budgets for a comfortable and enjoyable stay. From boutique hotels in historical areas to modern business hotels, there is a wide range. Choose the most suitable accommodation for your trip and enjoy a relaxing experience.
Frequently Asked Questions
How long does flight take from Chicago - Milan?
On average, the trip from Chicago - Milan takes 8 hour 40 minute.
Which airlines organize flights between Chicago - Milan?
Airline companies that organize flights between Chicago - Milan: THY, Air Serbia, Lufthansa, KLM, British Airways, Air France, Swiss International Air Lines, Air Canada, Delta Air Lines, LOT Polish Airlines are the companies.
Which airline company organizes the most flights between Chicago - Milan?
The company that organizes the most flights between Chicago - Milan: United Airlines
How much is the cheap flight ticket between Chicago - Milan?
Cheap flight ticket between Chicago - Milan is € 474.75.
Which airports can I use for Chicago - Milan flight?
Chicago Midway Airport, Waukegan Rgnl Airport, Chicago Ohare Airport, Meigs Field Airport can be used as the departure airport on the Chicago - Milan flight, and Linate Airport, Bergamo Orio Al Serio Airport, Malpensa Airport can also be used as the arrival airport.
