Aer Lingus Flights from Chicago to Italy from $324.69*
Deals on flights from Chicago to Italy*
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* 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.
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*
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From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| FromChicago (ORD) | ToRome (FCO) | Roundtrip* / Economy | Nov 22 2025 - Nov 29 2025 | From $655.42* Seen: 6 hrs ago |
| FromChicago (ORD) | ToMilan (LIN) | Roundtrip* / Economy | Nov 19 2025 - Nov 27 2025 | From $647.31* Seen: 14 hrs ago |
| FromChicago (ORD) | ToNaples (NAP) | Roundtrip* / Economy | Jun 26 2025 - Jul 11 2025 | From $1,202.91* Seen: 3 hrs ago |
| FromChicago (ORD) | ToMilan (MIL) | Each way / Economy | Nov 26 2025 - Nov 30 2025 | From $373.61* Seen: 8 hrs ago |
| FromChicago (ORD) | ToVenice (VCE) | Roundtrip* / Economy | Jun 13 2025 - Jun 21 2025 | From $924.30* Seen: 1 hour 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.