$199 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 1/13. 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$843
Florence
Florence2 stops$548
Naples
Naples2 stops$550
Palermo
Palermo2 stops$910
Bologna
Bologna2 stops$548
Turin
Turin2 stops$1,538
Milan
Milan2 stops$843
Florence
Florence2 stops$548
Naples
Naples2 stops$550
Palermo
Palermo2 stops$910
Bologna
Bologna2 stops$548
Turin
Turin2 stops$1,538

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

Wed, Nov 12 - Tue, Nov 25
KLM Logo
10:47 am - 7:55 amMDW-FCO
14h 08m1 stop
KLM Logo
10:05 am - 6:08 pmFCO-MDW
15h 03m1 stop
$536KLM
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Wed, Nov 12 - Tue, Nov 25
Delta Logo
12:47 pm - 7:55 amMDW-FCO
12h 08m1 stop
Delta Logo
6:10 am - 6:08 pmFCO-MDW
18h 58m2 stops
$537Delta
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Mon, Dec 1 - Thu, Dec 11
Multiple Airlines Logo
1:15 pm - 11:45 amMDW-FCO
15h 30m2 stops
Multiple Airlines Logo
12:40 pm - 11:47 pmFCO-MDW
18h 07m1 stop
$540Multiple Airlines
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Tue, Dec 2 - Thu, Dec 11
Delta Logo
9:59 am - 7:55 amMDW-FCO
14h 56m2 stops
Delta Logo
12:40 pm - 11:47 pmFCO-MDW
18h 07m1 stop
$541Delta
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Tue, Nov 11 - Tue, Nov 18
Delta Logo
1:15 pm - 7:55 amMDW-FCO
11h 40m1 stop
Delta Logo
6:00 am - 6:08 pmFCO-MDW
19h 08m2 stops
$542Delta
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Mon, Mar 16 - Tue, Mar 31
Delta Logo
1:05 pm - 9:10 amMDW-FCO
14h 05m2 stops
Delta Logo
6:30 am - 6:34 pmFCO-MDW
19h 04m2 stops
$546Delta
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Mon, Jan 12 - Sun, Jan 18
KLM Logo
11:21 am - 8:55 amMDW-FLR
14h 34m2 stops
KLM Logo
6:40 am - 5:34 pmFLR-MDW
17h 54m2 stops
$548KLM
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Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
1:28 pm - 11:30 amMDW-NAP
15h 02m2 stops
Multiple Airlines Logo
6:15 am - 5:32 pmNAP-MDW
18h 17m2 stops
$556Multiple Airlines
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Sun, Apr 5 - Wed, Apr 8
Air France Logo
1:00 pm - 11:35 amMDW-FCO
39h 35m2 stops
Air France Logo
9:45 am - 9:46 pmFCO-MDW
19h 01m1 stop
$639Air France
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Sun, Apr 5 - Wed, Apr 8
Air France Logo
1:00 pm - 11:35 amMDW-FCO
39h 35m2 stops
Air France Logo
10:10 am - 6:34 pmFCO-MDW
39h 24m2 stops
$643Air France
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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 KLM ($536) and Delta ($537).

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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)

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