$238 Find Cheap Flights from Chicago Midway Airport to Italy

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Italy departing on 2/9. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Cheap Flights from Midway to Italy

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milan
Milan2 stops$614
Florence
Florence2 stops$908
Naples
Naples2 stops$557
Palermo
Palermo2 stops$769
Bologna
Bologna2 stops$831
Turin
Turin2 stops$1,179
Milan
Milan2 stops$614
Florence
Florence2 stops$908
Naples
Naples2 stops$557
Palermo
Palermo2 stops$769
Bologna
Bologna2 stops$831
Turin
Turin2 stops$1,179

Book Cheap Midway to Italy Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Italy that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Italy

Mon, Feb 16 - Fri, Feb 27
Delta Logo
12:46 pm - 10:30 am
MDW
-
FCO
14h 44m1 stop
Delta Logo
12:40 pm - 10:42 pm
FCO
-
MDW
17h 02m1 stop
$537Delta
Wed, Feb 18 - Tue, Mar 3
Delta Logo
10:53 am - 10:30 am
MDW
-
FCO
16h 37m1 stop
Delta Logo
6:10 am - 5:45 pm
FCO
-
MDW
18h 35m2 stops
$538Delta
Sun, Jan 11 - Wed, Jan 21
Delta Logo
1:28 pm - 3:15 pm
MDW
-
FCO
18h 47m2 stops
Delta Logo
12:40 pm - 10:22 pm
FCO
-
MDW
16h 42m1 stop
$541Delta
Sun, Jan 11 - Wed, Jan 21
Delta Logo
6:30 pm - 3:15 pm
MDW
-
FCO
13h 45m2 stops
Delta Logo
6:10 am - 5:29 pm
FCO
-
MDW
18h 19m2 stops
$542Delta
Sun, Feb 1 - Sun, Feb 8
KLM Logo
10:48 am - 10:30 am
MDW
-
FCO
16h 42m1 stop
KLM Logo
12:40 pm - 10:22 pm
FCO
-
MDW
16h 42m1 stop
$578KLM
Thu, Feb 19 - Tue, Feb 24
KLM Logo
10:53 am - 10:30 am
MDW
-
FCO
16h 37m1 stop
KLM Logo
12:40 pm - 10:44 pm
FCO
-
MDW
17h 04m1 stop
$587KLM
Mon, Feb 9 - Fri, Feb 20
Air France Logo
10:46 am - 9:05 am
MDW
-
MXP
15h 19m1 stop
Air France Logo
11:05 am - 10:42 pm
MXP
-
MDW
18h 37m1 stop
$650Air France
Fri, Jan 30 - Fri, Feb 6
Air France Logo
1:49 pm - 3:50 pm
MDW
-
NAP
19h 01m2 stops
Air France Logo
6:35 am - 10:22 pm
NAP
-
MDW
22h 47m2 stops
$681Air France
Wed, Jan 21 - Wed, Feb 4
Multiple Airlines Logo
10:46 am - 8:45 am
MDW
-
LIN
14h 59m2 stops
Multiple Airlines Logo
6:30 am - 5:29 pm
LIN
-
MDW
17h 59m2 stops
$902Multiple Airlines
Mon, Jan 12 - Sun, Jan 18
Multiple Airlines Logo
11:21 am - 8:55 am
MDW
-
FLR
14h 34m2 stops
Multiple Airlines Logo
6:40 am - 4:29 pm
FLR
-
MDW
16h 49m2 stops
$1,178Multiple Airlines
Booking Insights

KAYAK's insights & trends for Midway to Italy flights

Get data-powered insights and trends into flights from Midway to Italy to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Italy?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Italy were found on Delta ($537) and KLM ($578).

Find deals

Good to know

Cheapest flight$238
Flight from Chicago Midway Airport to Venice

FAQs - booking Italy flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Italy?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Italy.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Italy?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Italy is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Italy?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Italy with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Italy?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Italy up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Italy?

    The cheapest time of day to fly to Italy is generally at night, when round-trip flights cost $835 on average. Morning departures are around 60% more expensive than evening flights, on average. The most expensive time of day to fly to Italy is generally in the morning, which is peak travel time and where the average cost of a ticket is $1,512.

Everything you need to know for your flight from Midway to Italy

Information on your arrival and departure airports

Chicago Midway Airport (MDW)