Flights from Chicago to Italy from USD 491
Best Flight Deals from Chicago to Italy
Chicago (ORD)to
Rome (FCO)Chicago (ORD)to
Rome (FCO)Chicago (ORD)to
Milan (MXP)Chicago (ORD)to
Milan (MXP)Chicago (ORD)to
Florence (FLR)Chicago (ORD)to
Venice (VCE)Chicago (ORD)to
Naples (NAP)*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.
Business Flights Deals
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
Chicago (ORD)to
Round-trip
Business
*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.
Best Flight Deals from Chicago to Italy
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| FromChicago (ORD) | ToRome (FCO) | Round-trip | Economy | 18/05/2025 - 11/06/2025 | From USD 517* Viewed 1 day ago | From Chicago To Rome Fare Type Round-trip Economy Dates 18/05/2025 - 11/06/2025 From USD 517 Viewed 1 day ago |
| FromChicago (ORD) | ToRome (FCO) | Round-trip | Economy | 22/10/2025 - 30/10/2025 | From USD 527* Viewed 1 day ago | From Chicago To Rome Fare Type Round-trip Economy Dates 22/10/2025 - 30/10/2025 From USD 527 Viewed 1 day ago |
| FromChicago (ORD) | ToMilan (MXP) | Round-trip | Economy | 07/07/2025 - 24/07/2025 | From USD 821* Viewed 7 hours ago | From Chicago To Milan Fare Type Round-trip Economy Dates 07/07/2025 - 24/07/2025 From USD 821 Viewed 7 hours ago |
| FromChicago (ORD) | ToMilan (MXP) | Round-trip | Economy | 22/06/2025 - 03/07/2025 | From USD 968* Viewed 1 day ago | From Chicago To Milan Fare Type Round-trip Economy Dates 22/06/2025 - 03/07/2025 From USD 968 Viewed 1 day ago |
| FromChicago (ORD) | ToFlorence (FLR) | Round-trip | Economy | 15/09/2025 - 23/09/2025 | From USD 1,180* Viewed 1 day ago | From Chicago To Florence Fare Type Round-trip Economy Dates 15/09/2025 - 23/09/2025 From USD 1,180 Viewed 1 day ago |
| FromChicago (ORD) | ToNaples (NAP) | Round-trip | Economy | 22/07/2025 - 29/07/2025 | From USD 2,148* Viewed 4 hours ago | From Chicago To Naples Fare Type Round-trip Economy Dates 22/07/2025 - 29/07/2025 From USD 2,148 Viewed 4 hours ago |
*The fares shown have been updated in the last 48 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.