Find Deals on Flights from Chicago Midway to Italy

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
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Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from Chicago Midway to Italy

(Round-trip)
Depart: Mon Apr 10 2017 Return: Thu Apr 20 2017 Trip spans 11 days
Air France
Air France
MDW
MXP
14h 26m
2 stops
MXP
MDW
15h 25m
2 stops
Depart: Sun Apr 23 2017 Return: Tue May 2 2017 Trip spans 10 days
KLM
KLM
MDW
FCO
13h 46m
1 stop
FCO
MDW
13h 40m
1 stop
Depart: Thu May 11 2017 Return: Thu May 18 2017 Trip spans 8 days
Delta
Delta
MDW
VCE
13h 40m
2 stops
VCE
MDW
16h 41m
2 stops
Depart: Mon Apr 10 2017 Return: Thu Apr 20 2017 Trip spans 11 days
Air France
Air France
MDW
LIN
15h 06m
2 stops
LIN
MDW
14h 40m
2 stops
Depart: Tue Aug 8 2017 Return: Mon Aug 21 2017 Trip spans 14 days
KLM
KLM
MDW
FCO
13h 50m
1 stop
FCO
MDW
15h 23m
1 stop
Depart: Mon Mar 13 2017 Return: Tue Mar 28 2017 Trip spans 16 days
Air France
Air France
MDW
FCO
12h 57m
1 stop
FCO
MDW
14h 55m
1 stop
Depart: Sat Apr 8 2017 Return: Sun Apr 16 2017 Trip spans 9 days
KLM
KLM
MDW
MXP
18h 13m
2 stops
MXP
MDW
29h 30m
2 stops
Depart: Wed May 3 2017 Return: Wed May 10 2017 Trip spans 8 days
Air France
Air France
MDW
MXP
13h 40m
2 stops
MXP
MDW
15h 23m
2 stops
Depart: Mon Apr 24 2017 Return: Mon May 1 2017 Trip spans 8 days
Air France
Air France
MDW
FCO
13h 46m
1 stop
FCO
MDW
15h 50m
1 stop
Depart: Sat Apr 15 2017 Return: Wed Apr 26 2017 Trip spans 12 days
KLM
KLM
MDW
NAP
19h 56m
2 stops
NAP
MDW
20h 35m
2 stops
Depart: Sat Mar 25 2017 Return: Mon Apr 3 2017 Trip spans 10 days
Delta
Delta
MDW
FCO
33h 30m
1 stop
FCO
MDW
18h 51m
2 stops
Depart: Mon Aug 7 2017 Return: Mon Aug 21 2017 Trip spans 15 days
Air France
Air France
MDW
FCO
13h 00m
1 stop
FCO
MDW
14h 37m
1 stop
Depart: Sun Apr 9 2017 Return: Sat Apr 15 2017 Trip spans 7 days
KLM
KLM
MDW
LIN
20h 05m
2 stops
LIN
MDW
36h 21m
2 stops
Depart: Wed Jul 5 2017 Return: Thu Jul 13 2017 Trip spans 9 days
$1054
Select
Delta
Delta
MDW
FCO
13h 50m
1 stop
FCO
MDW
16h 29m
2 stops
Depart: Sat May 20 2017 Return: Sat Jun 10 2017 Trip spans 22 days
KLM
KLM
MDW
FCO
33h 45m
1 stop
FCO
MDW
22h 58m
2 stops
Depart: Mon Mar 27 2017 Return: Thu Apr 6 2017 Trip spans 11 days
$1069
Select
Delta
Delta
MDW
VCE
14h 50m
2 stops
VCE
MDW
17h 11m
2 stops
Depart: Mon Mar 13 2017 Return: Tue Mar 28 2017 Trip spans 16 days
Air France
Air France
MDW
MXP
35h 12m
2 stops
MXP
MDW
36h 04m
2 stops
Depart: Sat May 20 2017 Return: Mon May 29 2017 Trip spans 10 days
KLM
KLM
MDW
NAP
39h 10m
2 stops
NAP
MDW
27h 58m
2 stops
Depart: Thu Mar 23 2017 Return: Sun Mar 26 2017 Trip spans 4 days
$1089
Select
Delta
Delta
MDW
NAP
22h 50m
2 stops
NAP
MDW
35h 27m
2 stops
Depart: Wed Mar 22 2017 Return: Thu Mar 30 2017 Trip spans 9 days
Air France
Air France
MDW
LIN
14h 55m
2 stops
LIN
MDW
14h 26m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

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Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Airports
Origin

Chicago
$569
Destination

Rome
$655
Milan
only $569
only $570
Naples
$775
Venice
$836