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MDW - MIL

$246 Find cheap flights from Chicago Midway Airport to Milan

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 Milan departing on 9/18. 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
0 bags
Thu 7/11
Thu 7/18

Search hundreds of travel sites at once for deals on flights to Milan

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milan, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Milan, as well as popular online travel agencies
In the last 7 days travelers have searched 44,212,782 times on KAYAK, and here is why:

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Cheap flight deals from Midway to Milan (MDW-MIL)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Milan 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 and deals for you by selecting your travel dates.
Choose your dates
11:59 am - 10:35 amMDW-MXP
15h 36m2 stops
9:30 am - 9:44 pmMXP-MDW
19h 14m2 stops
$678Delta
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Tue, Nov 5 - Thu, Nov 21
10:11 am - 9:05 amMDW-MXP
15h 54m1 stop
12:00 pm - 9:44 pmMXP-MDW
16h 44m2 stops
$711KLM
Find Deal
Mon, Nov 4 - Mon, Nov 11
5:50 pm - 2:05 pmMDW-LIN
13h 15m2 stops
9:45 am - 9:44 pmLIN-MDW
18h 59m2 stops
$745Air France
Find Deal
Tue, Nov 5 - Thu, Nov 21
5:50 pm - 7:30 pmMDW-MXP
18h 40m2 stops
6:00 pm - 5:59 pmMXP-MDW
30h 59m2 stops
$755Air France
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Mon, Nov 4 - Mon, Nov 11
10:11 am - 9:45 amMDW-MXP
16h 34m2 stops
11:30 am - 9:49 pmMXP-MDW
17h 19m2 stops
$830Delta
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Wed, Dec 4 - Sat, Jan 11
1:10 pm - 9:45 amMDW-MXP
13h 35m2 stops
11:30 am - 9:49 pmMXP-MDW
17h 19m2 stops
$851Delta
Find Deal
Wed, Dec 4 - Sat, Jan 11
12:45 pm - 9:55 amMDW-MXP
14h 10m1 stop
7:15 am - 5:03 pmMXP-MDW
16h 48m2 stops
$1,191Delta
Find Deal
Tue, Jun 25 - Wed, Jul 10
1:24 pm - 9:30 amMDW-MXP
13h 06m2 stops
7:15 am - 5:03 pmMXP-MDW
16h 48m2 stops
$1,195Delta
Find Deal
Tue, Jun 25 - Wed, Jul 10
8:00 am - 6:20 amMDW-MXP
15h 20m1 stop
9:05 am - 9:37 pmMXP-MDW
19h 32m3 stops
$1,240
Find Deal
Thu, Oct 3 - Tue, Oct 8
9:29 am - 5:20 pmMDW-MXP
24h 51m3 stops
7:10 am - 9:37 pmMXP-MDW
21h 27m3 stops
$1,361
Find Deal
Tue, Jun 25 - Mon, Jul 8

Flights from Midway to Milan - Travel Insights & Trends

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

What is the cheapest month to fly from Chicago Midway Airport to Milan?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to Milan, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago Midway Airport to Milan is February, where tickets cost $533 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $1,248 and $1,178 respectively.

How far in advance should I book a flight from Chicago Midway Airport to Milan?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to Milan, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago Midway Airport to Milan, you should book around 2 days before departure. For the absolute cheapest price, our data suggests you should book 7 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
The best deals for a one-way ticket found by KAYAK users over the last 3 days were on KLM ($640) and Delta ($657). The cheapest round-trip tickets were found on Delta ($678) and KLM ($711).

Good to know

Cheapest flight

$246
Flight from Chicago Midway Airport to Milan Malpensa Airport

When to book flights from Midway to Milan

Are your dates flexible? Find out the best times to travel from Midway to Milan 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 Chicago Midway Airport to Milan flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Milan was $246 for a one-way ticket and $678 for a round-trip.

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

    Yes, you’ll need a passport to travel to Milan from Chicago Midway Airport.

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

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

  • Which airline alliances offer flights from Chicago Midway Airport to Milan?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and Milan.

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

    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 Milan.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milan from 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 from Chicago Midway Airport to Milan?

    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 Milan with an airline and back to Chicago Midway Airport 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 Milan?

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

See more FAQs

Book cheap flights from Chicago to Milan

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Milan found on KAYAK in the last 72 hours.
9/18Wed
2 stops
43h 57mMDW-MXP
$246
11/4Mon
2 stops
40h 47mMDW-MXP
$254
7/11Thu
2 stops
38h 14mMDW-MXP
$265
11/4Mon
2 stops
40h 12mMDW-LIN
$279
10/23Wed
2 stops
35h 20mMDW-MXP
$305
11/4Mon
1 stopKLM
15h 54mMDW-MXP
$640
11/3Sun
2 stopsDelta
16h 15mMDW-MXP
$657
11/3Sun
2 stopsDelta
13h 15mMDW-LIN
$657
7/10Wed
1 stopKLM
14h 20mMDW-MXP
$1,032
9/15Sun
2 stopsAir France
19h 43mMDW-MXP
$5,527

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Last minute flights from Midway to Milan

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Milan that are departing in the next 10 days.
6/13Thu
multi-stop
22h 15mMDW-MXP
6/23Sun
multi-stop
31h 37mMXP-MDW
$1,219
6/16Sun
multi-stopDelta
16h 14mMDW-MXP
6/23Sun
multi-stopDelta
18h 21mMXP-MDW
$1,361
6/16Sun
multi-stopDelta
17h 30mMDW-MXP
6/23Sun
multi-stopDelta
18h 21mMXP-MDW
$1,780
6/16Sun
multi-stopKLM
14h 10mMDW-MXP
7/9Tue
multi-stopKLM
17h 16mMXP-MDW
$2,097
6/16Sun
multi-stopDelta
15h 49mMDW-MXP
7/9Tue
multi-stopDelta
16h 36mMXP-MDW
$2,101
6/16Sun
multi-stopKLM
14h 10mMDW-MXP
7/1Mon
multi-stopKLM
17h 16mMXP-MDW
$2,167
6/16Sun
multi-stopDelta
13h 06mMDW-MXP
7/1Mon
multi-stopDelta
16h 36mMXP-MDW
$2,171
6/13Thu
multi-stopAir France
14h 10mMDW-MXP
6/30Sun
multi-stopAir France
18h 15mMXP-MDW
$2,191
6/13Thu
multi-stopAir France
14h 10mMDW-MXP
6/30Sun
multi-stopAir France
18h 15mMXP-MDW
$2,192
6/13Thu
multi-stopKLM
14h 10mMDW-MXP
6/30Sun
multi-stopKLM
17h 16mMXP-MDW
$2,237

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Chicago Midway Airport - Milan Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Milan - Chicago Midway Airport

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