Cheap Flights from Chicago to Italy
Compare 2 airports serving Chicago
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Airports in Chicago
Chicago has two major airports: O'Hare (ORD) for most international flights and Midway (MDW) for domestic/Southwest.
Fly from Chicago to Italy
Select a destination to search flights
Rome
FCO, CIA
Chicago → Rome
Milan
MXP, LIN
Chicago → Milan
Venice
VCE
Chicago → Venice
Florence
FLR
Chicago → Florence
Naples
NAP
Chicago → Naples
Bologna
BLQ
Chicago → Bologna
Pisa
PSA
Chicago → Pisa
Palermo
PMO
Chicago → Palermo
Catania
CTA
Chicago → Catania
Turin
TRN
Chicago → Turin
Verona
VRN
Chicago → Verona
Bari
BRI
Chicago → Bari
Tips for Flying from Chicago
Chicago has 2 airports, which means more options and potentially better deals. Here's how to find the cheapest flights:
- Compare all airports: Prices can vary significantly between ORD, MDW. Always check each one.
- Consider ground transportation: A cheaper flight from a farther airport might still save you money overall.
- Be flexible with dates: Flying midweek (Tuesday-Wednesday) typically offers the lowest fares.
- Book 2-3 months ahead: For international flights to Italy, this is usually the sweet spot for pricing.
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