Recent Airfares from Chicago to Italy

Chicago to Milan

from

2024-11-20 - 2024-11-25
1 stop · 5-day round trip
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Chicago to Venice

from

2024-11-22 - 2024-11-29
1 stop · 7-day round trip
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Chicago to Rome

from

2024-08-10 - 2024-08-28
1 stop · 18-day round trip
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Chicago to Naples

from

2024-10-14 - 2024-10-21
1 stop · 7-day round trip
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Chicago to Palermo

from

2024-10-01 - 2024-10-10
1 stop · 9-day round trip
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Chicago to Florence

from

2024-09-05 - 2024-09-14
1 stop · 9-day round trip
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Chicago to Pisa

from

2024-09-30 - 2024-10-15
1 stop · 15-day round trip
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Weather Averages for Italy

Explore Popular Cities in Italy

Rome Italy Milan Italy Verona Italy Venice Italy Naples Italy Bologna Italy Catania Italy Florence Italy Palermo Italy Pisa Italy

Chicago to Italy flight information

  • The most popular flight routes from Chicago to Italy are Chicago to Rome, Chicago to Venice, Chicago to Bari
  • The cheapest flight from Chicago to Italy is from Chicago to Milan, with airfares starting at CHF 455.47
  • The fastest flight from Chicago to Italy is from Chicago to Milan, with an average flight time of 8h 55m
  • The most popular airlines flying from Chicago to Italy are United Airlines
  • The most popular city destinations in Italy are Rome, Milan, Verona

Popular Airlines flying from Chicago to Italy

United Airlines ‏()

Popular routes from Chicago to Italy

Popular destinations from Chicago