Flights from Chicago to Italy from USD 609
expand_more
1 Passenger, Economy
expand_moreexpand_more
Promo Code
expand_moretoday
today
Best Flight Deals from Chicago to Italy
flight_takeoff
flight_land
USD
Chicago (ORD)to
Rome (FCO)22/11/2026 - 02/12/2026
From
USD 609
Viewed 6 hours ago
Round trip
Economy
Chicago (ORD)to
Rome (FCO)22/11/2026 - 01/12/2026
From
USD 616
Viewed 7 hours ago
Round trip
Economy
Chicago (ORD)to
Florence (FLR)18/11/2026 - 24/11/2026
From
USD 636
Viewed 1 day ago
Round trip
Economy
*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
flight_takeoff
flight_land
USD
Chicago (ORD)to
Rome (FCO)
22/11/2026 - 02/12/2026
Round trip
Business
From
USD 3,200
Viewed 6 hours ago
Chicago (ORD)to
Rome (FCO)
22/11/2026 - 01/12/2026
Round trip
Business
From
USD 3,200
Viewed 7 hours ago
Chicago (ORD)to
Florence (FLR)
18/11/2026 - 24/11/2026
Round trip
Business
From
USD 3,406
Viewed 1 day 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.
Best Flight Deals from Chicago to Italy
flight_takeoff
flight_land
USD
From | To | Fare Type | Dates | Price | |
|---|---|---|---|---|---|
| Chicago (ORD) | Rome (FCO) | Round trip | Economy | 22/11/2026 - 02/12/2026 | From USD 609 Viewed 6 hours ago | |
| Chicago (ORD) | Rome (FCO) | Round trip | Economy | 22/11/2026 - 01/12/2026 | From USD 616 Viewed 7 hours ago | |
| Chicago (ORD) | Milan (MXP) | Round trip | Economy | 23/04/2027 - 09/05/2027 | From USD 623 Viewed 1 day ago | |
| Chicago (ORD) | Milan (MXP) | Round trip | Economy | 23/04/2027 - 08/05/2027 | From USD 629 Viewed 1 day ago | |
| Chicago (ORD) | Florence (FLR) | Round trip | Economy | 18/11/2026 - 24/11/2026 | From USD 636 Viewed 1 day 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.