
Popular airlines from Chicago to Milan
- British Airways
British Airways
- Lufthansa
Lufthansa
- Iberia
Iberia
- Swiss International Air Lines
Swiss International Air Lines
- Air Canada
Air Canada
- LOT-Polish Airlines
LOT-Polish Airlines
- Turkish Airlines
Turkish Airlines
- Plan, book, fly with confidence
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Cheap flights from Chicago (CHI) to Milan (MIL)
Prices were available within the past 7 days and start at CA $369 for one-way flights and CA $656 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.










Find the cheapest month to fly from Chicago (CHI) to Milan (MIL)
February is typically the cheapest month to fly
Graph displaying average flight prices per month
Origin airport | O'Hare Intl. |
Destination airport | Malpensa Intl. |
Airlines serving | Aer Lingus, Air Canada, American Airlines, Austrian Airlines, British Airways, Brussels Airlines, Delta, ITA Airways, Iberia, LOT-Polish Airlines, Lufthansa, Scandinavian Airlines, Swiss International Air Lines, TAP Portugal, Turkish Airlines |
Roundtrip price | CA $656 |
Distance | 7216 km |
Illinois to Lombardy Flights
The easy way to book your flights from Chicago to Milan
With Expedia, it’s simple to find and book flights to Milan from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to MIL-All Airports, too.
Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Milan today, tomorrow, or this week.
Save dollars with cheap flights from CHI-All Airports, CHI to MIL-All Airports, MIL
Sort your search results by price to find great deals on your flight from Chicago to Milan—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Milan from Chicago currently is just CA $656 rising to CA $1,036.
Here are more money-saving tips:
- Fly in March when flight prices are normally at their lowest
- Book about a month to 6 weeks before you travel for the best prices to Milan
- Avoid peak season and weekends when flights can cost more
- Early morning and late-night flights are sometimes cheaper, so try varying your travel times
- One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free!
Reasons to choose Expedia for your flight to Milan from Chicago
Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Milan with Expedia today.
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