Find Cheap 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: Wed Aug 16 2017 Return: Wed Aug 23 2017 Trip spans 8 days
Air France
Air France
MDW
FCO
13h 55m
1 stop
FCO
MDW
17h 33m
1 stop
Depart: Sun Sep 3 2017 Return: Fri Sep 15 2017 Trip spans 13 days
KLM
KLM
MDW
FCO
13h 55m
1 stop
FCO
MDW
13h 53m
1 stop
Depart: Thu Sep 14 2017 Return: Fri Sep 22 2017 Trip spans 9 days
Delta
Delta
MDW
NAP
16h 40m
2 stops
NAP
MDW
17h 04m
2 stops
Depart: Wed Oct 18 2017 Return: Fri Oct 27 2017 Trip spans 10 days
KLM
KLM
MDW
FCO
13h 55m
1 stop
FCO
MDW
28h 09m
2 stops
Depart: Fri Oct 20 2017 Return: Sun Oct 29 2017 Trip spans 10 days
Air France
Air France
MDW
FCO
13h 55m
1 stop
FCO
MDW
16h 04m
2 stops
Depart: Mon Aug 28 2017 Return: Tue Sep 5 2017 Trip spans 9 days
Air France
Air France
MDW
NAP
18h 35m
2 stops
NAP
MDW
16h 14m
2 stops
Depart: Thu Sep 7 2017 Return: Sun Sep 17 2017 Trip spans 11 days
Air France
Air France
MDW
FCO
19h 50m
2 stops
FCO
MDW
17h 09m
2 stops
Depart: Sun Aug 20 2017 Return: Mon Sep 4 2017 Trip spans 16 days
KLM
KLM
MDW
FCO
13h 55m
1 stop
FCO
MDW
15h 23m
1 stop
Depart: Fri Oct 13 2017 Return: Sat Oct 21 2017 Trip spans 9 days
Delta
Delta
MDW
NAP
16h 20m
2 stops
NAP
MDW
16h 12m
2 stops
Depart: Sun Oct 1 2017 Return: Mon Oct 16 2017 Trip spans 16 days
KLM
KLM
MDW
NAP
19h 20m
2 stops
NAP
MDW
23h 08m
2 stops
Depart: Mon May 8 2017 Return: Mon May 15 2017 Trip spans 8 days
Air France
Air France
MDW
FCO
13h 15m
1 stop
FCO
MDW
14h 40m
1 stop
Depart: Sun Oct 8 2017 Return: Tue Oct 24 2017 Trip spans 17 days
KLM
KLM
MDW
PMO
19h 25m
2 stops
PMO
MDW
17h 13m
2 stops
Depart: Sun May 7 2017 Return: Sun May 21 2017 Trip spans 15 days
Air France
Air France
MDW
FCO
13h 15m
1 stop
FCO
MDW
16h 20m
1 stop
Depart: Sun Sep 17 2017 Return: Mon Sep 25 2017 Trip spans 9 days
KLM
KLM
MDW
NAP
19h 20m
2 stops
NAP
MDW
23h 08m
2 stops
Depart: Sun May 28 2017 Return: Mon Jun 5 2017 Trip spans 9 days
$1274
Select
Delta
Delta
MDW
FCO
16h 03m
2 stops
FCO
MDW
13h 44m
1 stop
Depart: Mon Aug 7 2017 Return: Wed Aug 23 2017 Trip spans 17 days
KLM
KLM
MDW
BRI
19h 10m
2 stops
BRI
MDW
21h 13m
2 stops
Depart: Sun Sep 3 2017 Return: Wed Sep 13 2017 Trip spans 11 days
$1288
Select
Delta
Delta
MDW
VCE
16h 10m
2 stops
VCE
MDW
16h 33m
1 stop
Depart: Sun Oct 1 2017 Return: Mon Oct 16 2017 Trip spans 16 days
KLM
KLM
MDW
BRI
19h 55m
2 stops
BRI
MDW
23h 23m
2 stops
Depart: Tue Oct 17 2017 Return: Wed Oct 25 2017 Trip spans 9 days
$1292
Select
Delta
Delta
MDW
MXP
13h 05m
2 stops
MXP
MDW
16h 47m
2 stops
Depart: Sun Sep 3 2017 Return: Mon Sep 18 2017 Trip spans 16 days
KLM
KLM
MDW
BRI
20h 15m
2 stops
BRI
MDW
19h 48m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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Airports
Origin

Chicago
$682
Destination

Palermo
$871
Rome
$682
Milan
$1292
Naples
$764
Bari
$914
Venice
$1288