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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
SAS
23 Nov
ORD
11:00 pm
Chicago O'Hare Intl airport
19h 15m
1 Stop
1:15 am
+2
LIN
Milan Linate airport
01 Dec
LIN
6:00 am
Milan Linate airport
24h 30m
1 Stop
11:30 pm
ORD
Chicago O'Hare Intl airport
448 USD
TAP AIR PORTUGAL
26 Jan
ORD
11:00 pm
Chicago O'Hare Intl airport
16h 55m
1 Stop
10:55 pm
+1
MXP
Milan Malpensa airport
02 Feb
MXP
6:00 am
Milan Malpensa airport
28h 30m
1 Stop
3:30 am
+1
ORD
Chicago O'Hare Intl airport
475 USD
TAP AIR PORTUGAL
09 Feb
ORD
11:00 pm
Chicago O'Hare Intl airport
16h 55m
1 Stop
10:55 pm
+1
MXP
Milan Malpensa airport
15 Feb
MXP
6:00 am
Milan Malpensa airport
28h 30m
1 Stop
3:30 am
+1
ORD
Chicago O'Hare Intl airport
512 USD
TAP AIR PORTUGAL
27 Jan
ORD
11:00 pm
Chicago O'Hare Intl airport
12h 40m
1 Stop
6:40 pm
+1
FCO
Rome Fiumicino airport
03 Feb
FCO
6:00 am
Rome Fiumicino airport
17h 25m
1 Stop
4:25 pm
ORD
Chicago O'Hare Intl airport
550 USD
Turkish Airlines
08 Dec
ORD
11:00 pm
Chicago O'Hare Intl airport
16h 55m
1 Stop
10:55 pm
+1
MXP
Milan Malpensa airport
18 Dec
MXP
6:00 am
Milan Malpensa airport
17h 45m
1 Stop
4:45 pm
ORD
Chicago O'Hare Intl airport
556 USD
Air Canada
29 Sep
ORD
11:00 pm
Chicago O'Hare Intl airport
10h 55m
1 Stop
4:55 pm
+1
MXP
Milan Malpensa airport
08 Oct
MXP
6:00 am
Milan Malpensa airport
13h 05m
1 Stop
12:05 pm
ORD
Chicago O'Hare Intl airport
571 USD
Finnair
13 Oct
ORD
11:00 pm
Chicago O'Hare Intl airport
8h 55m
2:55 pm
+1
FCO
Rome Fiumicino airport
17 Oct
FCO
6:00 am
Rome Fiumicino airport
10h 40m
9:40 am
ORD
Chicago O'Hare Intl airport
626 USD
Finnair
07 Oct
ORD
11:00 pm
Chicago O'Hare Intl airport
8h 55m
2:55 pm
+1
FCO
Rome Fiumicino airport
16 Oct
FCO
6:00 am
Rome Fiumicino airport
10h 40m
9:40 am
ORD
Chicago O'Hare Intl airport
645 USD
Alitalia
10 Sep
ORD
11:00 pm
Chicago O'Hare Intl airport
9h 20m
3:20 pm
+1
FCO
Rome Fiumicino airport
17 Sep
FCO
6:00 am
Rome Fiumicino airport
10h 50m
9:50 am
ORD
Chicago O'Hare Intl airport
644 USD
Air Canada
29 Sep
ORD
11:00 pm
Chicago O'Hare Intl airport
10h 55m
1 Stop
4:55 pm
+1
MXP
Milan Malpensa airport
08 Oct
MXP
6:00 am
Milan Malpensa airport
13h 05m
1 Stop
12:05 pm
ORD
Chicago O'Hare Intl airport
571 USD
SWISS
12 Nov
ORD
11:00 pm
Chicago O'Hare Intl airport
11h 45m
1 Stop
5:45 pm
+1
VCE
Venice Marco Polo airport
20 Nov
VCE
6:00 am
Venice Marco Polo airport
12h 45m
1 Stop
11:45 am
ORD
Chicago O'Hare Intl airport
582 USD
Aer Lingus
08 Dec
ORD
11:00 pm
Chicago O'Hare Intl airport
12h 00m
1 Stop
6:00 pm
+1
LIN
Milan Linate airport
18 Dec
LIN
6:00 am
Milan Linate airport
14h 00m
1 Stop
1:00 pm
ORD
Chicago O'Hare Intl airport
624 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
View more
Flights from Chicago to:
-
Italy
- Europe
Flights to Italy from:
-
Chicago
-
Illinois
-
United States
-
North America
Flights to other cities in Italy
Lost the lust for Italy? Check out some flights to other cities in Italy
Round-trip flights to other destinations
Lost the lust for ? Check out some flights to other destinations
*Flight prices to Italy are based on prices for economy tickets found by momondo users during searches within the last 72 hours. These prices may no longer be available.