Flights from Chicago to Italy from USD 523
Best Flight Deals from Chicago to Italy
Chicago (ORD)to
Rome (FCO)Chicago (ORD)to
Rome (FCO)Chicago (ORD)to
Venice (VCE)*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
*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 | |
|---|---|---|---|---|---|
| Chicago (ORD) | Rome (FCO) | Round trip | Economy | 10/05/2026 - 22/05/2026 | From USD 554 Viewed 1 day ago | |
| Chicago (ORD) | Rome (FCO) | Round trip | Economy | 02/09/2026 - 09/09/2026 | From USD 599 Viewed 9 hours ago | |
| Chicago (ORD) | Milan (MXP) | Round trip | Economy | 18/07/2026 - 11/08/2026 | From USD 789 Viewed 1 day ago | |
| Chicago (ORD) | Milan (MXP) | Round trip | Economy | 02/07/2026 - 11/07/2026 | From USD 879 Viewed 11 hours ago | |
| Chicago (ORD) | Venice (VCE) | Round trip | Economy | 17/04/2026 - 25/04/2026 | From USD 523 Viewed 10 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.