Flights Europe Italy Chicago to Italy

Cheap flights from Chicago to Italy

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Easily compare round-trip flights from Chicago to Italy

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Italy by changing tabs
Quickest
Cheapest
TAP AIR PORTUGAL
TAP AIR PORTUGAL
09 Dec
11:00 pm
ORD
Chicago O'Hare Intl airport
16h 55m
1 Stop
MXP
10:55 pm
+1
Milan Malpensa airport
TAP AIR PORTUGAL
16 Dec
6:00 am
MXP
Milan Malpensa airport
17h 15m
1 Stop
ORD
4:15 pm
Chicago O'Hare Intl airport
356 USD
British Airways
British Airways
18 Mar
11:00 pm
ORD
Chicago O'Hare Intl airport
16h 30m
1 Stop
FCO
9:30 pm
+1
Rome Fiumicino airport
British Airways
29 Mar
6:00 am
FCO
Rome Fiumicino airport
20h 15m
1 Stop
ORD
7:15 pm
Chicago O'Hare Intl airport
395 USD
KLM
KLM
05 Feb
11:00 pm
MDW
Chicago Midway airport
13h 55m
1 Stop
FCO
7:55 pm
+1
Rome Fiumicino airport
KLM
12 Feb
6:00 am
FCO
Rome Fiumicino airport
16h 33m
2 Stops
MDW
3:33 pm
Chicago Midway airport
408 USD
Delta
Delta
21 Jan
11:00 pm
MDW
Chicago Midway airport
16h 30m
2 Stops
FCO
10:30 pm
+1
Rome Fiumicino airport
Delta
29 Jan
6:00 am
FCO
Rome Fiumicino airport
20h 43m
2 Stops
MDW
7:43 pm
Chicago Midway airport
413 USD
KLM
KLM
03 Mar
11:00 pm
MDW
Chicago Midway airport
13h 17m
2 Stops
FCO
7:17 pm
+1
Rome Fiumicino airport
KLM
10 Mar
5:00 am
FCO
Rome Fiumicino airport
17h 58m
1 Stop
MDW
4:58 pm
Chicago Midway airport
420 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
09 Dec
11:00 pm
ORD
Chicago O'Hare Intl airport
12h 40m
1 Stop
FCO
6:40 pm
+1
Rome Fiumicino airport
TAP AIR PORTUGAL
16 Dec
6:00 am
FCO
Rome Fiumicino airport
17h 25m
1 Stop
ORD
4:25 pm
Chicago O'Hare Intl airport
435 USD
British Airways
British Airways
31 Mar
11:00 pm
ORD
Chicago O'Hare Intl airport
9h 05m
FCO
3:05 pm
+1
Rome Fiumicino airport
British Airways
09 Apr
6:00 am
FCO
Rome Fiumicino airport
10h 40m
ORD
9:40 am
Chicago O'Hare Intl airport
519 USD
Brussels Airlines
Brussels Airlines
11 Mar
11:00 pm
ORD
Chicago O'Hare Intl airport
11h 30m
1 Stop
LIN
4:30 pm
+1
Milan Linate airport
Brussels Airlines
08 Apr
6:00 am
LIN
Milan Linate airport
13h 00m
1 Stop
ORD
12:00 pm
Chicago O'Hare Intl airport
599 USD
Norwegian
Norwegian
06 Jun
11:00 pm
ORD
Chicago O'Hare Intl airport
9h 00m
FCO
3:00 pm
+1
Rome Fiumicino airport
Norwegian
18 Jun
6:00 am
FCO
Rome Fiumicino airport
17h 10m
1 Stop
ORD
4:10 pm
Chicago O'Hare Intl airport
630 USD
British Airways
British Airways
25 Mar
11:00 pm
ORD
Chicago O'Hare Intl airport
15h 40m
2 Stops
VCE
8:40 pm
+1
Venice Marco Polo airport
British Airways
31 Mar
6:00 am
VCE
Venice Marco Polo airport
12h 45m
1 Stop
ORD
11:45 am
Chicago O'Hare Intl airport
566 USD
SWISS
SWISS
24 May
11:00 pm
ORD
Chicago O'Hare Intl airport
17h 10m
1 Stop
FCO
11:10 pm
+1
Rome Fiumicino airport
SWISS
03 Jun
6:00 am
FCO
Rome Fiumicino airport
12h 50m
1 Stop
ORD
11:50 am
Chicago O'Hare Intl airport
636 USD
TAP AIR PORTUGAL
TAP AIR PORTUGAL
09 Dec
11:00 pm
ORD
Chicago O'Hare Intl airport
12h 40m
1 Stop
FCO
6:40 pm
+1
Rome Fiumicino airport
TAP AIR PORTUGAL
16 Dec
6:00 am
FCO
Rome Fiumicino airport
17h 25m
1 Stop
ORD
4:25 pm
Chicago O'Hare Intl airport
435 USD

Alternative routes for Chicago to Italy

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Chicago to Rome
Fastest flight time
9h 00m
Cheapest price
293 USD
Chicago to Venice
Fastest flight time
8h 50m
Cheapest price
425 USD
Chicago to Milan
Fastest flight time
11h 50m
Cheapest price
431 USD
Chicago to Florence
Fastest flight time
12h 05m
Cheapest price
471 USD
Chicago to Naples
Fastest flight time
13h 00m
Cheapest price
496 USD
Indianapolis to Rome
Fastest flight time
15h 09m
Cheapest price
545 USD
Chicago to Palermo
Fastest flight time
12h 50m
Cheapest price
560 USD
Indianapolis to Milan
Fastest flight time
16h 44m
Cheapest price
587 USD
Indianapolis to Venice
Fastest flight time
15h 26m
Cheapest price
623 USD
Chicago to Verona
Fastest flight time
11h 55m
Cheapest price
700 USD
Indianapolis to Naples
Fastest flight time
13h 50m
Cheapest price
1,292 USD
View more

Flights from Chicago to:

Flights Europe Italy Chicago to Italy