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1 Passenger, Economy
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Best Flight Deals from Chicago to Italy
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USD
Chicago (ORD)to
Rome (FCO)10/04/2026 - 16/04/2026
From
USD 579
Viewed 8 hours ago
Round-trip
Economy
Chicago (ORD)to
Florence (FLR)13/04/2026 - 21/04/2026
From
USD 980
Viewed 1 day ago
Round-trip
Economy
*The fares shown have been updated in the last 24 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
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USD
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Rome (FCO) | Round-trip | Economy | 08/11/2026 - 18/11/2026 | From USD 499 Viewed 1 day ago |
| Chicago (ORD) | Milan (MXP) | Round-trip | Economy | 10/10/2026 - 17/10/2026 | From USD 779 Viewed 6 hours ago |
| Chicago (ORD) | Naples (NAP) | Round-trip | Economy | 16/09/2026 - 26/09/2026 | From USD 748 Viewed 22 hours ago |
| Chicago (ORD) | Venice (VCE) | Round-trip | Economy | 10/09/2026 - 18/09/2026 | From USD 971 Viewed 1 day ago |
*The fares shown have been updated in the last 24 hours and may no longer be available at the time of booking. Additional fees and charges may apply for optional products and services.