MIL - MDW

$357 Find Cheap Flights from Milan to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Milan to Midway departing on 9/21. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$745
Multiple Airlines
Thu 9/3Sun 9/13
MXP - MDW • 2 stops
Cheapest one-way
$357
Multiple Airlines
Mon 9/21
MXP - MDW • 3 stops
Nonstop flights
Not available
There are currently no direct flights between Milan and Midway. You'll need at least 2 connections.
Insights
Insights
Insights
Insights
Start a new search
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 Milan to Midway (MIL-MDW)

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

Thu, Sep 3 - Sun, Sep 13
Multiple Airlines Logo
6:55 am - 10:05 pm
MXP
-
MDW
22h 10m
2 stops
Multiple Airlines Logo
6:00 am - 11:00 am
MDW
-
MXP
22h 00m
2 stops
$745Multiple Airlines
Fri, Aug 28 - Sun, Sep 13
Multiple Airlines Logo
6:55 am - 8:20 pm
MXP
-
MDW
20h 25m
2 stops
Multiple Airlines Logo
6:00 am - 11:00 am
MDW
-
MXP
22h 00m
2 stops
$747Multiple Airlines
Wed, Sep 2 - Mon, Sep 7
Multiple Airlines Logo
7:00 am - 8:50 pm
MXP
-
MDW
20h 50m
2 stops
Multiple Airlines Logo
8:15 am - 11:00 am
MDW
-
MXP
19h 45m
2 stops
$801Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Delta Logo
11:40 am - 10:36 pm
MXP
-
MDW
17h 56m
1 stop
Delta Logo
5:45 pm - 2:45 pm
MDW
-
MXP
14h 00m
2 stops
$819Delta
Fri, Sep 4 - Fri, Sep 11
Delta Logo
6:40 am - 6:01 pm
LIN
-
MDW
18h 21m
2 stops
Delta Logo
11:35 am - 8:50 am
MDW
-
LIN
14h 15m
2 stops
$819Delta
Tue, Oct 27 - Sat, Nov 7
Delta Logo
1:05 pm - 10:33 pm
MXP
-
MDW
15h 28m
1 stop
Delta Logo
1:27 pm - 11:45 am
MDW
-
MXP
15h 18m
2 stops
$820Delta
Tue, Oct 27 - Sat, Nov 7
Delta Logo
6:30 am - 4:47 pm
LIN
-
MDW
16h 17m
2 stops
Delta Logo
1:27 pm - 11:15 am
MDW
-
LIN
14h 48m
2 stops
$820Delta
Mon, Sep 21 - Sun, Oct 11
Delta Logo
11:40 am - 10:44 pm
MXP
-
MDW
18h 04m
1 stop
Delta Logo
10:01 am - 10:25 am
MDW
-
MXP
17h 24m
2 stops
$821Delta
Thu, Dec 10 - Mon, Dec 14
Delta Logo
1:05 pm - 10:56 pm
MXP
-
MDW
16h 51m
1 stop
Delta Logo
10:22 am - 9:50 am
MDW
-
MXP
16h 28m
2 stops
$822Delta
Sat, Sep 26 - Sat, Oct 3
Delta Logo
6:40 am - 5:59 pm
LIN
-
MDW
18h 19m
2 stops
Delta Logo
11:35 am - 8:50 am
MDW
-
LIN
14h 15m
2 stops
$822Delta
Booking Insights

KAYAK's insights & trends for Milan to Midway flights

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

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

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 Milan to Chicago Midway Airport were found on Delta ($819) and KLM ($823).

Find deals

When to book flights from Milan to Midway

Are your dates flexible? Find out the best times to travel from Milan to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Milan to Chicago Midway Airport flights

  • What is the cheapest flight from Milan to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from Milan to Chicago Midway Airport was $357 for a one-way ticket and $745 for a round-trip.

  • Do I need a passport to fly between Milan and Chicago Midway Airport?

    A passport is required to fly from Milan to Chicago Midway Airport.

  • Which aircraft models fly most regularly from Milan to Chicago Midway Airport?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Milan 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 from Milan to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Milan 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 from Milan 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 Milan 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 to Milan with another airline.

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

Information on your arrival and departure airports

Midway (MDW)