Aer Lingus Flights from Chicago to Italy from $430.80*

Deals on flights from Chicago to Italy*

* Fares displayed include air transportation charges, taxes and fees. Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Fares are economy class and may include connections with our partner airlines. Modifying this information may result in a different fare. Additional baggage fees and charges for optional products and services may apply.

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Book Chicago to Italy flight deals*

Known as the birthplace of the renaissance, an Italian vacation is packed full of authentic cuisine, and cities with ancient historical sites. Explore Naples' breath-taking landscape and Rome's famous landmarks. By the Mediterranean sea visit Italy's beloved Amalfi coast with its' narrow streets and pebbled beaches.

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Best Deals for Chicago to Italy*

Best Deals for Chicago to Italy*
From
To
Fare Type
Dates
Price
FromChicago (ORD)ToRome (FCO)Roundtrip*
/
Economy
5 May 2025 - 13 May 2025

From

$632.53*

Seen: 10 hrs ago

FromChicago (ORD)ToMilan (MIL)Each way
/
Economy
4 Oct 2025 - 15 Oct 2025

From

$453.42*

Seen: 12 hrs ago

FromChicago (ORD)ToVenice (VCE)Roundtrip*
/
Economy
13 May 2025 - 27 May 2025

From

$919.74*

Seen: 15 hrs ago

FromChicago (ORD)ToMilan (LIN)Roundtrip*
/
Economy
20 Jul 2025 - 30 Jul 2025

From

$1,026.83*

Seen: 22 hrs ago

FromChicago (ORD)ToNaples (NAP)Roundtrip*
/
Economy
22 Apr 2025 - 29 Apr 2025

From

$1,022.46*

Seen: 16 hrs ago

* Fares displayed include air transportation charges, taxes and fees. Fares displayed have been collected within the last 24 hours and may no longer be available at time of booking. Fares are economy class and may include connections with our partner airlines. Modifying this information may result in a different fare. Additional baggage fees and charges for optional products and services may apply.