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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Book cheap flights from Chicago Midway to Italy

(Round-trip)
Depart: Tue Aug 15 2017 Return: Thu Aug 31 2017 Trip spans 17 days
Multiple Airlines
Multiple Airlines
MDW
FCO
37h 15m
3 stops
FCO
MDW
22h 57m
3 stops
Depart: Tue Aug 15 2017 Return: Thu Aug 31 2017 Trip spans 17 days
Delta
Delta
MDW
FCO
16h 58m
1 stop
FCO
MDW
17h 47m
1 stop
Depart: Sun Aug 20 2017 Return: Tue Aug 29 2017 Trip spans 10 days
KLM
KLM
MDW
FCO
17h 20m
1 stop
FCO
MDW
15h 47m
1 stop
Depart: Tue Aug 15 2017 Return: Tue Aug 29 2017 Trip spans 15 days
Multiple Airlines
Multiple Airlines
MDW
FCO
37h 15m
3 stops
FCO
MDW
22h 05m
3 stops
Depart: Mon Sep 4 2017 Return: Tue Sep 12 2017 Trip spans 9 days
KLM
KLM
MDW
FCO
13h 55m
1 stop
FCO
MDW
17h 42m
1 stop
Depart: Tue Sep 5 2017 Return: Wed Sep 20 2017 Trip spans 16 days
Delta
Delta
MDW
FCO
17h 00m
1 stop
FCO
MDW
13h 53m
1 stop
Depart: Wed Jul 19 2017 Return: Wed Jul 26 2017 Trip spans 8 days
$1511
Select
Air France
Air France
MDW
MXP
14h 15m
1 stop
MXP
MDW
17h 06m
1 stop
Depart: Sun Oct 1 2017 Return: Sat Oct 14 2017 Trip spans 14 days
Multiple Airlines
Multiple Airlines
MDW
FCO
19h 45m
3 stops
FCO
MDW
40h 59m
3 stops
Depart: Sun Oct 15 2017 Return: Wed Oct 25 2017 Trip spans 11 days
KLM
KLM
MDW
FCO
13h 55m
1 stop
FCO
MDW
17h 19m
2 stops
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
Delta
Delta
MDW
FCO
16h 00m
2 stops
FCO
MDW
16h 37m
2 stops
Depart: Sun Aug 13 2017 Return: Wed Sep 6 2017 Trip spans 25 days
KLM
KLM
MDW
NAP
20h 55m
2 stops
NAP
MDW
17h 47m
2 stops
Depart: Mon Nov 6 2017 Return: Tue Nov 14 2017 Trip spans 9 days
Delta
Delta
MDW
FCO
13h 55m
2 stops
FCO
MDW
18h 57m
2 stops
Depart: Sun Sep 3 2017 Return: Tue Sep 12 2017 Trip spans 10 days
KLM
KLM
MDW
NAP
19h 20m
2 stops
NAP
MDW
15h 38m
2 stops
Depart: Wed Dec 6 2017 Return: Fri Dec 15 2017 Trip spans 10 days
Multiple Airlines
Multiple Airlines
MDW
LIN
19h 10m
3 stops
LIN
MDW
40h 31m
3 stops
Depart: Mon Nov 6 2017 Return: Tue Nov 14 2017 Trip spans 9 days
Delta
Delta
MDW
FCO
15h 10m
2 stops
FCO
MDW
17h 12m
2 stops
Depart: Wed Nov 1 2017 Return: Wed Nov 8 2017 Trip spans 8 days
Multiple Airlines
Multiple Airlines
MDW
NAP
17h 15m
2 stops
NAP
MDW
16h 57m
2 stops
Depart: Fri Dec 1 2017 Return: Fri Dec 8 2017 Trip spans 8 days
KLM
KLM
MDW
FCO
13h 00m
1 stop
FCO
MDW
18h 12m
2 stops
Depart: Wed Aug 9 2017 Return: Wed Sep 6 2017 Trip spans 29 days
Delta
Delta
MDW
NAP
19h 22m
2 stops
NAP
MDW
20h 27m
2 stops
Depart: Mon Aug 7 2017 Return: Tue Sep 12 2017 Trip spans 37 days
KLM
KLM
MDW
BRI
15h 35m
2 stops
BRI
MDW
18h 17m
2 stops
Depart: Thu Oct 19 2017 Return: Mon Oct 23 2017 Trip spans 5 days
Multiple Airlines
Multiple Airlines
MDW
FLR
27h 15m
2 stops
FLR
MDW
21h 58m
2 stops
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

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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.

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Airports
Origin

Chicago
$694
Destination

Rome
$694
Milan
only $1511
only $874
Florence
$939
Naples
$762
Bari
$801