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1 Passenger, Economy
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Our Most Searched Flights on Condor from Chicago to Italy
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flight_land
US$
Chicago (ORD)to
Milan Malpensa (MXP)Depart: 05/11/2026
From
US$Â 538.99
Updated: 10 hrs ago
Oneway
Economy
Chicago (ORD)to
Milan Malpensa (MXP)Depart: 05/12/2026
From
US$Â 631.99
Updated: 10 hrs ago
Oneway
Economy
Chicago (ORD)to
Milan Malpensa (MXP)Depart: 05/13/2026
From
US$Â 631.99
Updated: 10 hrs ago
Oneway
Economy
Chicago (ORD)to
Milan Malpensa (MXP)Depart: 05/14/2026
From
US$Â 787.99
Updated: 10 hrs ago
Oneway
Economy
Chicago (ORD)to
Milan Malpensa (MXP)Depart: 05/19/2026
From
US$Â 810.99
Updated: 10 hrs ago
Oneway
Economy
Chicago (ORD)to
Rome/Fiumicino (FCO)Depart: 05/11/2026
From
US$Â 538.99
Updated: 15 hrs ago
Oneway
Economy
Chicago (ORD)to
Rome/Fiumicino (FCO)Depart: 05/12/2026
From
US$Â 631.99
Updated: 15 hrs ago
Oneway
Economy
Chicago (ORD)to
Rome/Fiumicino (FCO)Depart: 05/07/2026
From
US$Â 655.99
Updated: 15 hrs ago
Oneway
Economy
Chicago (ORD)to
Rome/Fiumicino (FCO)Depart: 05/04/2026
From
US$Â 737.99
Updated: 1 day ago
Oneway
Economy
Chicago (ORD)to
Rome/Fiumicino (FCO)Depart: 05/13/2026
From
US$Â 737.99
Updated: 15 hrs ago
Oneway
Economy
Chicago (ORD)to
Venice (VCE)Depart: 05/11/2026
From
US$Â 538.99
Updated: 7 hrs ago
Oneway
Economy
Chicago (ORD)to
Venice (VCE)Depart: 05/13/2026
From
US$Â 632.99
Updated: 7 hrs ago
Oneway
Economy
Chicago (ORD)to
Venice (VCE)Depart: 05/12/2026
From
US$Â 655.99
Updated: 7 hrs ago
Oneway
Economy
Chicago (ORD)to
Venice (VCE)Depart: 05/07/2026
From
US$Â 667.99
Updated: 7 hrs ago
Oneway
Economy
Chicago (ORD)to
Venice (VCE)Depart: 05/08/2026
From
US$Â 705.99
Updated: 7 hrs ago
Oneway
Economy
Chicago (ORD)to
Pisa (PSA)Depart: 05/04/2026
From
US$Â 748.99
Updated: 1 day ago
Oneway
Economy
Chicago (ORD)to
Pisa (PSA)Depart: 05/05/2026
From
US$Â 846.99
Updated: 8 hrs ago
Oneway
Economy
Chicago (ORD)to
Pisa (PSA)Depart: 05/27/2026
From
US$Â 938.99
Updated: 8 hrs ago
Oneway
Economy
Chicago (ORD)to
Pisa (PSA)Depart: 05/26/2026
From
US$Â 938.99
Updated: 8 hrs ago
Oneway
Economy
Chicago (ORD)to
Pisa (PSA)Depart: 05/10/2026
From
US$Â 964.99
Updated: 8 hrs ago
Oneway
Economy
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.
Popular Flights with Condor from Chicago to Italy
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flight_land
US$
From | To | Fare Type | Dates | Price |
|---|---|---|---|---|
| Chicago (ORD) | Milan Malpensa (MXP) | Oneway / Economy | Depart: 05/11/2026 | From US$Â 538.99 Updated: 10 hrs ago |
| Chicago (ORD) | Milan Malpensa (MXP) | Oneway / Economy | Depart: 05/13/2026 | From US$Â 631.99 Updated: 10 hrs ago |
| Chicago (ORD) | Milan Malpensa (MXP) | Oneway / Economy | Depart: 05/12/2026 | From US$Â 631.99 Updated: 10 hrs ago |
| Chicago (ORD) | Milan Malpensa (MXP) | Oneway / Economy | Depart: 07/23/2026 | From US$Â 655.99 Updated: 10 hrs ago |
| Chicago (ORD) | Milan Malpensa (MXP) | Oneway / Economy | Depart: 07/24/2026 | From US$Â 655.99 Updated: 10 hrs ago |
| Chicago (ORD) | Rome/Fiumicino (FCO) | Oneway / Economy | Depart: 05/11/2026 | From US$Â 538.99 Updated: 15 hrs ago |
| Chicago (ORD) | Rome/Fiumicino (FCO) | Oneway / Economy | Depart: 05/12/2026 | From US$Â 631.99 Updated: 15 hrs ago |
| Chicago (ORD) | Rome/Fiumicino (FCO) | Oneway / Economy | Depart: 07/07/2026 | From US$Â 655.99 Updated: 15 hrs ago |
| Chicago (ORD) | Rome/Fiumicino (FCO) | Oneway / Economy | Depart: 07/10/2026 | From US$Â 655.99 Updated: 15 hrs ago |
| Chicago (ORD) | Rome/Fiumicino (FCO) | Oneway / Economy | Depart: 07/14/2026 | From US$Â 655.99 Updated: 15 hrs ago |
| Chicago (ORD) | Florence (FLR) | Oneway / Economy | Depart: 08/10/2026 | From US$Â 667.99 Updated: 13 hrs ago |
| Chicago (ORD) | Florence (FLR) | Oneway / Economy | Depart: 08/24/2026 | From US$Â 667.99 Updated: 13 hrs ago |
| Chicago (ORD) | Florence (FLR) | Oneway / Economy | Depart: 08/17/2026 | From US$Â 667.99 Updated: 13 hrs ago |
| Chicago (ORD) | Florence (FLR) | Oneway / Economy | Depart: 10/27/2026 | From US$Â 690.99 Updated: 13 hrs ago |
| Chicago (ORD) | Florence (FLR) | Oneway / Economy | Depart: 10/20/2026 | From US$Â 690.99 Updated: 13 hrs ago |
| Chicago (ORD) | Venice (VCE) | Oneway / Economy | Depart: 05/11/2026 | From US$Â 538.99 Updated: 7 hrs ago |
| Chicago (ORD) | Venice (VCE) | Oneway / Economy | Depart: 05/13/2026 | From US$Â 632.99 Updated: 7 hrs ago |
| Chicago (ORD) | Venice (VCE) | Oneway / Economy | Depart: 05/12/2026 | From US$Â 655.99 Updated: 7 hrs ago |
| Chicago (ORD) | Venice (VCE) | Oneway / Economy | Depart: 07/04/2026 | From US$Â 655.99 Updated: 7 hrs ago |
| Chicago (ORD) | Venice (VCE) | Oneway / Economy | Depart: 07/13/2026 | From US$Â 655.99 Updated: 7 hrs ago |
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking.