$295 Find Cheap Flights from Italy to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 5/4. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$665
Delta
Thu 2/12Mon 2/16
BLQ - MDW • 2 stops
Cheapest one-way
$295
Multiple Airlines
Mon 5/4
FCO - MDW • 1 stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Midway!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Italy to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Italy to Midway 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 Italy to Midway

Thu, Feb 12 - Mon, Feb 16
Delta Logo
6:30 am - 5:45 pm
BLQ
-
MDW
18h 15m
2 stops
Delta Logo
1:26 pm - 3:45 pm
MDW
-
BLQ
19h 19m
2 stops
$665Delta
Thu, Feb 12 - Mon, Feb 16
Delta Logo
6:30 am - 6:40 pm
BLQ
-
MDW
19h 10m
2 stops
Delta Logo
1:26 pm - 3:45 pm
MDW
-
BLQ
19h 19m
2 stops
$666Delta
Wed, Mar 11 - Wed, Mar 18
Multiple Airlines Logo
6:15 am - 5:54 pm
NAP
-
MDW
17h 39m
2 stops
Multiple Airlines Logo
1:10 pm - 9:50 am
MDW
-
NAP
14h 40m
2 stops
$669Multiple Airlines
Tue, Mar 3 - Tue, Mar 10
KLM Logo
6:30 am - 5:37 pm
BLQ
-
MDW
18h 07m
2 stops
KLM Logo
6:34 pm - 4:25 pm
MDW
-
BLQ
15h 51m
2 stops
$672KLM
Fri, Feb 13 - Wed, Feb 18
Delta Logo
6:30 am - 6:40 pm
VCE
-
MDW
19h 10m
2 stops
Delta Logo
1:49 pm - 11:45 am
MDW
-
VCE
14h 56m
2 stops
$672Delta
Wed, Feb 18 - Tue, Feb 24
KLM Logo
12:40 pm - 5:45 pm
FCO
-
MDW
36h 05m
1 stop
KLM Logo
12:45 pm - 10:30 am
MDW
-
FCO
14h 45m
1 stop
$683KLM
Mon, Mar 2 - Mon, Mar 9
Multiple Airlines Logo
12:40 pm - 5:45 pm
FCO
-
MDW
36h 05m
1 stop
Multiple Airlines Logo
12:47 pm - 6:55 am
MDW
-
FCO
12h 08m
1 stop
$695Multiple Airlines
Thu, Feb 19 - Thu, Feb 26
Air France Logo
6:15 am - 5:37 pm
NAP
-
MDW
18h 22m
2 stops
Air France Logo
10:49 am - 2:20 pm
MDW
-
NAP
20h 31m
2 stops
$828Air France
Mon, Feb 23 - Mon, Mar 16
Air Europa Logo
3:05 pm - 10:33 pm
NAP
-
MDW
38h 28m
2 stops
Air Europa Logo
6:34 pm - 9:35 am
MDW
-
NAP
33h 01m
2 stops
$922Air Europa
Fri, Feb 13 - Sun, Feb 22
Air France Logo
6:15 am - 5:45 pm
NAP
-
MDW
18h 30m
2 stops
Air France Logo
12:45 pm - 11:30 am
MDW
-
NAP
15h 45m
2 stops
$1,007Air France
Booking Insights

KAYAK's insights & trends for flights to Midway

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

How long is the flight to Chicago Midway Airport?

The duration of your flight to Chicago depends on your departure and arrival airports. Obviously any flights that include a layover will also be longer. The most popular routes to Chicago on KAYAK are from Milan, which takes 9h 40m, Rome, which takes 10h 25m, Naples, which takes 10h 50m, and Venice, which takes 12h 15m.

How many direct flights to Chicago Midway Airport are there each day?

There are around 250 direct flights from within Italy to Chicago Midway Airport every day. Most flights depart in the morning, with 6:00 am the most common departure time and 50% of flights departing in the morning.

Find deals

Good to know

Cheapest flight$295
Flight from Rome to Chicago Midway Airport

FAQs - booking Chicago Midway Airport flights

  • How far is Chicago Midway Airport from central Chicago?

    The distance between Chicago Midway Airport and downtown Chicago is 9 miles.

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

    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 to Chicago Midway Airport.

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

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

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

    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 to Chicago Midway Airport 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 to Chicago Midway Airport?

    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 to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many direct flights to Chicago Midway Airport are there each week?

    Each week there are around 1,750 direct flights from within Italy to Chicago Midway Airport. The most common day for departures is Sunday, with 17% of flights taking off on this day.

Top tips for finding cheap flights to Chicago Midway Airport

  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.

Traveling to a place near Midway?

Book flights to Midway if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Chesterton
Schererville
Munster
Porter
Monticello
Griffith
Saint John

Everything you need to know for your flight to Midway

Information on the airport you'll fly into in Chicago

Chicago Midway Airport (MDW)