$318 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 7/24. 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
Milan1 stop$783
Florence
Florence2 stops$822
Naples
Naples1 stop$776
Palermo
Palermo2 stops$939
Bologna
Bologna2 stops$812
Turin
Turin2 stops$1,067
Milan
Milan1 stop$783
Florence
Florence2 stops$822
Naples
Naples1 stop$776
Palermo
Palermo2 stops$939
Bologna
Bologna2 stops$812
Turin
Turin2 stops$1,067

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

Tue, Aug 18 - Tue, Aug 25
Delta Logo
6:05 am - 7:05 am
MDW
-
NAP
18h 00m
1 stop
Delta Logo
6:05 am - 6:33 pm
NAP
-
MDW
19h 28m
2 stops
$776Delta
Tue, Aug 18 - Tue, Aug 25
Delta Logo
9:59 am - 11:30 am
MDW
-
NAP
18h 31m
2 stops
Delta Logo
6:05 am - 6:01 pm
NAP
-
MDW
18h 56m
2 stops
$780Delta
Mon, Aug 3 - Wed, Aug 19
Delta Logo
10:54 am - 9:25 am
MDW
-
MXP
15h 31m
1 stop
Delta Logo
11:40 am - 11:51 am
MXP
-
MDW
31h 11m
1 stop
$783Delta
Mon, Aug 3 - Wed, Aug 19
Air France Logo
10:54 am - 9:25 am
MDW
-
MXP
15h 31m
1 stop
Air France Logo
11:40 am - 10:36 pm
MXP
-
MDW
17h 56m
1 stop
$792Air France
Mon, Aug 3 - Wed, Aug 19
Delta Logo
9:24 am - 9:25 am
MDW
-
MXP
17h 01m
2 stops
Delta Logo
11:40 am - 10:36 pm
MXP
-
MDW
17h 56m
1 stop
$796Delta
Mon, Aug 3 - Wed, Aug 19
Air France Logo
10:54 am - 9:25 am
MDW
-
MXP
15h 31m
1 stop
Air France Logo
11:40 am - 10:36 pm
MXP
-
MDW
17h 56m
1 stop
$816Air France
Sun, Sep 6 - Tue, Sep 15
Multiple Airlines Logo
11:55 am - 9:20 pm
MDW
-
MXP
26h 25m
2 stops
Multiple Airlines Logo
7:00 am - 8:50 pm
MXP
-
MDW
20h 50m
2 stops
$824Multiple Airlines
Mon, Aug 17 - Thu, Aug 20
KLM Logo
10:54 am - 7:35 am
MDW
-
FCO
13h 41m
1 stop
KLM Logo
1:10 pm - 10:36 pm
FCO
-
MDW
16h 26m
1 stop
$826KLM
Mon, Aug 3 - Wed, Aug 19
Multiple Airlines Logo
6:05 am - 9:25 am
MDW
-
MXP
20h 20m
1 stop
Multiple Airlines Logo
11:40 am - 10:36 pm
MXP
-
MDW
17h 56m
1 stop
$826Multiple Airlines
Thu, Dec 3 - Thu, Jan 14
KLM Logo
1:00 pm - 9:45 am
MDW
-
NAP
13h 45m
2 stops
KLM Logo
11:20 am - 10:10 pm
NAP
-
MDW
17h 50m
2 stops
$930KLM
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 5 days.

In the past 5 days, the cheapest round-trip tickets from Chicago Midway Airport to Italy were found on Delta ($810) and KLM ($847).

Find deals

Good to know

Cheapest flight$318
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.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)