Explore Air Canada flights from Chicago to Italy

Flights between Chicago and Italy - our lowest fares in cash

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*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.

Flights from Chicago to Italy | Air Canada

Flights between Chicago and Italy - our lowest fares in points

pts
My travel class is:
Flights between Chicago and Italy - our lowest fares in points
From
To
Fare Type
Departure
Price
FromChicago (ORD)ToRome (FCO)Round-trip
/
Economy
Sep 04, 2025 - Sep 20, 2025
160,000 pts
+ CAD 432

Viewed: 1 day ago

FromChicago (ORD)ToMilan (MXP)Round-trip
/
Economy
Apr 18, 2025 - Apr 27, 2025
80,000 pts
+ CAD 225

Viewed: 1 day ago

*Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.