Flights from Chicago to Italy available from USD 571*

Deals on flights in next three months

USD

Chicago (ORD)to

Rome (FCO)
Apr 01 2025 - Apr 30 2025
From
USD 665*
Viewed 11 hrs ago
Round trip
/
Economy

Chicago (ORD)to

Rome (FCO)
Apr 01 2025 - Apr 14 2025
From
USD 666*
Viewed 1 day ago
Round trip
/
Economy

Chicago (ORD)to

Rome (FCO)
Apr 01 2025 - Apr 25 2025
From
USD 680*
Viewed 11 hrs ago
Round trip
/
Economy

Chicago (ORD)to

Rome (FCO)
Apr 01 2025 - May 02 2025
From
USD 727*
Viewed 11 hrs ago
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 16 2025 - Apr 24 2025
From
USD 623*
Viewed 1 day ago
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 19 2025 - Apr 24 2025
From
USD 623*
Viewed 1 day ago
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 05 2025 - Apr 24 2025
From
USD 623*
Viewed 1 day ago
Round trip
/
Economy

Chicago (ORD)to

Milan (MXP)
Apr 02 2025 - Apr 24 2025
From
USD 748*
Viewed 1 day ago
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.

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Plan ahead for your trip from Chicago to Italy with Icelandair

USD
Plan ahead for your trip from Chicago to Italy with Icelandair
From
To
Fare type
Dates
Price
Chicago (ORD)Rome (FCO)Round trip
/
Economy		Oct 12 2025 - Nov 12 2025

From

USD 571

Viewed 1 day ago

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

From

USD 623

Viewed 1 day 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.