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Cheap flights from Chicago Midway Airport to Milan from $420

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago Midway Airport to Milan departing on 5/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to Milan

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago Midway Airport to Milan.
12:48 pm - 11:00 pmMDW-MXP
27h 12m2 stops
7:30 am - 5:43 pmMXP-MDW
17h 13m2 stops
Mon, May 5 - Mon, May 12
1:05 pm - 9:25 amMDW-MXP
13h 20m1 stop
11:40 am - 9:47 pmMXP-MDW
17h 07m1 stop
$1,166KLM
Find Deal
Tue, Sep 23 - Tue, Oct 7
10:35 am - 9:25 amMDW-MXP
15h 50m1 stop
11:40 am - 9:47 pmMXP-MDW
17h 07m1 stop
$1,169Delta
Find Deal
Sun, Aug 10 - Fri, Sep 5
6:00 am - 6:45 amMDW-MXP
17h 45m2 stops
11:40 am - 9:44 pmMXP-MDW
17h 04m1 stop
$1,174Delta
Find Deal
Wed, Sep 17 - Tue, Sep 30
1:00 pm - 11:20 amMDW-LIN
15h 20m2 stops
6:40 am - 5:58 pmLIN-MDW
18h 18m2 stops
$1,205Delta
Find Deal
Tue, Sep 23 - Tue, Oct 7
9:52 am - 9:25 amMDW-MXP
16h 33m1 stop
11:40 am - 9:28 pmMXP-MDW
16h 48m1 stop
$1,229Delta
Find Deal
Tue, May 6 - Thu, May 15
6:04 am - 6:45 amMDW-MXP
17h 41m2 stops
11:40 am - 9:28 pmMXP-MDW
16h 48m1 stop
$1,234Delta
Find Deal
Tue, May 6 - Thu, May 15
1:05 pm - 9:25 amMDW-MXP
13h 20m1 stop
11:40 am - 9:47 pmMXP-MDW
17h 07m1 stop
$1,244KLM
Find Deal
Wed, Sep 17 - Tue, Sep 30
1:00 pm - 10:25 amMDW-MXP
14h 25m2 stops
6:50 am - 5:58 pmMXP-MDW
18h 08m2 stops
$1,263Air France
Find Deal
Wed, Sep 17 - Tue, Sep 30
1:00 pm - 12:05 pmMDW-MXP
16h 05m2 stops
6:50 am - 6:36 pmMXP-MDW
18h 46m2 stops
$1,310Air France
Find Deal
Thu, Sep 18 - Thu, Sep 25

KLM flights from Chicago Midway Airport to Milan

Our best KLM deals on Chicago Midway Airport to Milan flight tickets
KLM
Sep 23
MDW1:05 pmChicago Midway
13h 20m
1 stop
MXP9:25 amMilan Malpensa
Oct 7
MXP11:40 amMilan Malpensa
17h 07m
1 stop
MDW9:47 pmChicago Midway
KLM
Sep 17
MDW1:05 pmChicago Midway
13h 20m
1 stop
MXP9:25 amMilan Malpensa
Sep 30
MXP11:40 amMilan Malpensa
17h 07m
1 stop
MDW9:47 pmChicago Midway
KLM
Aug 10
MDW1:05 pmChicago Midway
13h 20m
1 stop
MXP9:25 amMilan Malpensa
Sep 7
MXP11:40 amMilan Malpensa
17h 07m
1 stop
MDW9:47 pmChicago Midway

Delta flights from Chicago Midway Airport to Milan

Our best Delta deals on Chicago Midway Airport to Milan flight tickets
Delta
Aug 10
MDW10:35 amChicago Midway
15h 50m
1 stop
MXP9:25 amMilan Malpensa
Sep 5
MXP11:40 amMilan Malpensa
17h 07m
1 stop
MDW9:47 pmChicago Midway
Delta
Sep 17
MDW6:00 amChicago Midway
17h 45m
2 stops
MXP6:45 amMilan Malpensa
Sep 30
MXP11:40 amMilan Malpensa
17h 04m
1 stop
MDW9:44 pmChicago Midway
Delta
Sep 23
MDW1:00 pmChicago Midway
15h 20m
2 stops
LIN11:20 amMilan Linate
Oct 7
LIN6:40 amMilan Linate
18h 18m
2 stops
MDW5:58 pmChicago Midway

See travel insights to Milan from

How to get the cheapest flight ticket from Chicago Midway Airport to Milan

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Milan?

Our data shows that Tuesday is the least expensive day to fly to Milan. Tickets to fly out on this day can be as low as $1,186. The most expensive day to fly to Milan is Saturday, with ticket prices averaging around $1,580.

What is the cheapest time of day to depart on your flight to Milan?

In the morning is the cheapest time of day to fly from Chicago Midway Airport to Milan when you can find flight prices for as low as $703. Flying to Milan in the morning is an ideal time because this is during off-peak travel hours. Flights to Milan are more costly in the evening, with an average ticket price of $1,371. Departure times in the evening fall within the peak daily travel times, which is why tickets can be more expensive.

When to book flights from Chicago Midway Airport to Milan

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport to Milan according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago Midway Airport to Milan (MDW to MIL) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago Midway Airport to Milan

Best Price Found

$420

Fastest flight time

12h 23m

Direct flights

None

Airports in Milan

2 airports
The best one-way flight to Milan from Chicago Midway Airport in the past 72 hours is $420. The best round-trip flight deal from Chicago Midway Airport to Milan found on momondo in the last 72 hours is $736.
The fastest flight from Chicago Midway Airport to Milan takes 12h 23m
There are no direct flights from Chicago Midway Airport to Milan. Popular non-direct routes for this connection are Chicago Midway Airport - Milan Linate Airport and Chicago Midway Airport - Milan Malpensa Airport.
There are 2 airports near Milan: Milan Linate (LIN), Milan Malpensa (MXP)

  • How far is Chicago Midway to Milan by plane?

    Milan is 4534.8 mi away from Chicago Midway. Flights usually cover this in 12h 23m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago Midway Airport to Milan?

    Prices for flights from Chicago Midway Airport to Milan are updated daily.

  • How old do you have to be to fly from Chicago Midway Airport to Milan?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Milan.

  • What documentation or ID do you need to fly to Milan?

    The necessary travel and health documents for your Milan trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.


Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Livigno
Bellagio
Varenna
Stresa
Brescia
Menaggio
Monza
Assago
Rho
Novara
Bormio
Cernobbio
Crema
Lecco
Lainate
Domodossola
Mandello del Lario
Asti
Levanto
Moltrasio

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Milan?

Finding the right flight to Milan from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Milan quick and easy, saving you time and money.

Can I find flights from Chicago to Milan with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Milan from Chicago with this policy.

How can momondo help me find flights from Chicago to Milan?

Once you have performed a search for Chicago to Milan flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Chicago to Milan right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Milan now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Milan and let you know when they change.


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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Airports listed have a maximum distance of 25.0 mi from Milan