Flights from Chicago to Milan available from USD 503*

Our best rates from Chicago to Milan

Mar 2025
FromUSD 771*
Fare: Round trip/Economy
Displaying fares for March-2025
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*Fares displayed have been collected within the last 72hrs and may no longer be available at the time of booking

Fly in the next three months: flights from Chicago to Milan

USD

Chicago (ORD)to

Milan (MXP)
Apr 09 2025 - Apr 24 2025
From
USD 503*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 16 2025 - Apr 24 2025
From
USD 503*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 19 2025 - Apr 24 2025
From
USD 503*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 16 2025 - May 04 2025
From
USD 509*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 16 2025 - May 15 2025
From
USD 509*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 19 2025 - May 15 2025
From
USD 509*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 09 2025 - May 04 2025
From
USD 509*
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 19 2025 - May 04 2025
From
USD 509*
Round trip
/
Economy

*Fares displayed have been collected within the last 72hrs and may no longer be available at the time of booking. We display fares for Economy Light as standard but it is possible to change your class of service during the booking process. You can also add baggage, meals and extra legroom to your trip during booking.

 

Blue image with a map of Iceland and text that reads: Include a little more of Iceland in your journey. Add a Stopover

Plan ahead for your trip from Chicago to Milan with Icelandair

USD
Plan ahead for your trip from Chicago to Milan with Icelandair
From
To
Fare type
Dates
Price
Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 12 2025

From

USD 503*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 26 2025

From

USD 503*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 16 2025

From

USD 504*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 20 2025

From

USD 504*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 23 2025

From

USD 504*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Oct 05 2025 - Oct 09 2025

From

USD 504*

Viewed 21 hrs ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Sep 19 2025 - Oct 12 2025

From

USD 510*

Viewed 2 days ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Sep 19 2025 - Oct 09 2025

From

USD 512*

Viewed 2 days ago

Chicago (ORD)Milan (MXP)Round trip
/
Economy		Sep 19 2025 - Oct 06 2025

From

USD 512*

Viewed 2 days ago

*Fares displayed have been collected within the last 72hrs and may no longer be available at the time of booking. We display fares for Economy Light as standard but it is possible to change your class of service during the booking process. You can also add baggage, meals and extra legroom to your trip during booking.

Flights from Chicago (ORD) to Milan (MXP)

Choose Icelandair to fly from Chicago (ORD) to Milan (MXP). Enjoy our refreshing travel experience, which includes hundreds of hours of movies and music in our in-seat entertainment system, USB chargers in every seat and Wi-Fi access. You'll enjoy an easy transit at our Keflavik hub and one of the shortest flying times between North America and Europe.

Looking for a flight from Chicago to the capital of Italy's Lombardy region? If you book your plane tickets to Europe with Icelandair, you can add a stopover in Iceland to your travel plans. You can make your stopover anything from 1 to 7 days, and you will have the opportunity to explore Iceland's geyser, waterfalls and caves, and to visit the charming capital of Reykjavik. Then, you can catch the plane to your final destination and take in the exquisite Duomo cathedral and explore the museums and exhibitions of the medieval Castello Sforzesco!

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