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Cheap flights from Chicago to Milan from $223

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 to Milan departing on 12/3. 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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0 bags

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Cheap round-trip flights

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Scandinavian Airlines Logo
7:20 pm - 12:10 pmORD-MXP
33h 50m2 stops
Scandinavian Airlines Logo
8:00 pm - 4:45 pmMXP-ORD
27h 45m1 stop
$446Scandinavian Airlines
Find Deal
Mon, Dec 1 - Tue, Dec 9
Scandinavian Airlines Logo
7:15 pm - 10:55 amORD-MXP
32h 40m2 stops
Scandinavian Airlines Logo
9:20 am - 4:10 pmMXP-ORD
13h 50m1 stop
$448Scandinavian Airlines
Find Deal
Wed, Apr 15 - Fri, Apr 24
Scandinavian Airlines Logo
7:20 pm - 7:10 pmORD-MXP
16h 50m1 stop
Scandinavian Airlines Logo
8:00 pm - 4:45 pmMXP-ORD
27h 45m1 stop
$451Scandinavian Airlines
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Mon, Dec 1 - Tue, Dec 9
Multiple Airlines Logo
6:30 pm - 5:05 pmORD-MXP
15h 35m2 stops
Multiple Airlines Logo
7:00 am - 5:20 pmMXP-ORD
17h 20m2 stops
$468Multiple Airlines
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Fri, Jan 9 - Fri, Jan 16
Multiple Airlines Logo
6:30 pm - 5:05 pmORD-MXP
15h 35m2 stops
Multiple Airlines Logo
6:10 am - 5:20 pmMXP-ORD
18h 10m2 stops
$479Multiple Airlines
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Wed, Feb 11 - Sun, Feb 15
Turkish Airlines Logo
12:50 pm - 1:30 pmORD-MXP
18h 40m1 stop
Turkish Airlines Logo
3:10 pm - 9:40 amMXP-ORD
25h 30m1 stop
$496Turkish Airlines
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Thu, Mar 19 - Sun, Mar 29
TAP AIR PORTUGAL Logo
6:00 pm - 7:05 pmORD-MXP
18h 05m1 stop
TAP AIR PORTUGAL Logo
8:15 pm - 4:15 pmMXP-ORD
27h 00m1 stop
$520TAP AIR PORTUGAL
Find Deal
Wed, Apr 1 - Fri, Apr 10
TAP AIR PORTUGAL Logo
8:25 pm - 4:55 pmORD-MXP
13h 30m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 3:00 pmMXP-ORD
28h 15m1 stop
$524TAP AIR PORTUGAL
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Sun, Nov 16 - Tue, Dec 2
Delta Logo
12:48 pm - 9:05 amMDW-MXP
13h 17m1 stop
Delta Logo
11:05 am - 10:26 pmMXP-MDW
18h 21m1 stop
$879Delta
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Wed, Jan 28 - Mon, Feb 9
Delta Logo
12:48 pm - 11:40 amMDW-MXP
15h 52m2 stops
Delta Logo
11:05 am - 10:26 pmMXP-MDW
18h 21m1 stop
$883Delta
Find Deal
Wed, Jan 28 - Mon, Feb 9

Scandinavian Airlines flights from Chicago to Milan Malpensa Airport

Our best Scandinavian Airlines deals on Chicago to Milan Malpensa Airport flight tickets
Scandinavian Airlines
Dec 1
ORD7:20 pmChicago O'Hare Intl
33h 50m
2 stops
MXP12:10 pmMilan Malpensa
Dec 9
MXP8:00 pmMilan Malpensa
27h 45m
1 stop
ORD4:45 pmChicago O'Hare Intl
$446
Find similar
Scandinavian Airlines
Apr 15
ORD7:15 pmChicago O'Hare Intl
32h 40m
2 stops
MXP10:55 amMilan Malpensa
Apr 24
MXP9:20 amMilan Malpensa
13h 50m
1 stop
ORD4:10 pmChicago O'Hare Intl
$448
Find similar
Scandinavian Airlines
Dec 1
ORD7:20 pmChicago O'Hare Intl
16h 50m
1 stop
MXP7:10 pmMilan Malpensa
Dec 9
MXP8:00 pmMilan Malpensa
27h 45m
1 stop
ORD4:45 pmChicago O'Hare Intl
$451
Find similar

Turkish Airlines flights from Chicago to Milan Malpensa Airport

Our best Turkish Airlines deals on Chicago to Milan Malpensa Airport flight tickets
Turkish Airlines
Mar 19
ORD12:50 pmChicago O'Hare Intl
18h 40m
1 stop
MXP1:30 pmMilan Malpensa
Mar 29
MXP3:10 pmMilan Malpensa
25h 30m
1 stop
ORD9:40 amChicago O'Hare Intl
$496
Find similar
Turkish Airlines
Nov 14
ORD11:50 amChicago O'Hare Intl
26h 50m
1 stop
MXP9:40 pmMilan Malpensa
Nov 17
MXP2:30 pmMilan Malpensa
26h 35m
1 stop
ORD10:05 amChicago O'Hare Intl
$505
Find similar
Turkish Airlines
Nov 13
ORD11:50 amChicago O'Hare Intl
14h 15m
1 stop
MXP9:05 amMilan Malpensa
Nov 20
MXP6:40 pmMilan Malpensa
22h 25m
1 stop
ORD10:05 amChicago O'Hare Intl
$537
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Milan Malpensa Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 2, 2025.
Use the filters below to find and compare flights from Chicago to Milan Malpensa Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 12/1

7:20 pm-12:10 pm

2 stops33h 50m

Milan Malpensa

Tue 12/9

8:00 pm-4:45 pm

1 stop27h 45m

$446

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-10:55 am

2 stops32h 40m

Milan Malpensa

Fri 4/24

9:20 am-4:10 pm

1 stop13h 50m

$448

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 12/1

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

Tue 12/9

8:00 pm-4:45 pm

1 stop27h 45m

$451

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 1/9

6:30 pm-5:05 pm

2 stops15h 35m

Milan Malpensa

Fri 1/16

7:00 am-5:20 pm

2 stops17h 20m

$468

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 2/11

6:30 pm-5:05 pm

2 stops15h 35m

Milan Malpensa

Sun 2/15

6:10 am-5:20 pm

2 stops18h 10m

$479

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Thu 3/19

12:50 pm-1:30 pm

1 stop18h 40m

Milan Malpensa

Sun 3/29

3:10 pm-9:40 am

1 stop25h 30m

$496

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/1

6:00 pm-7:05 pm

1 stop18h 05m

Milan Malpensa

Fri 4/10

8:15 pm-4:15 pm

1 stop27h 00m

$520

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 11/16

8:25 pm-4:55 pm

1 stop13h 30m

Milan Malpensa

Tue 12/2

5:45 pm-3:00 pm

1 stop28h 15m

$524

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 1/28

12:48 pm-9:05 am

1 stop13h 17m

Milan Malpensa

Mon 2/9

11:05 am-10:26 pm

1 stop18h 21m

$879

ChicagoMilan

MDW - MXP

MDWMXP

Chicago Midway

Wed 1/28

12:48 pm-11:40 am

2 stops15h 52m

Milan Malpensa

Mon 2/9

11:05 am-10:26 pm

1 stop18h 21m

$883

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milan from

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

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 month to fly to Milan Malpensa Airport?

In general, November is the cheapest month to fly from Chicago to Milan Malpensa Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $513. If you don’t want to visit Milan Malpensa Airport in November, then you should wait until March to fly from Chicago, when ticket prices are also cheap, with an average price of $627.

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

Our data shows that Tuesday is the least expensive day to fly to Milan Malpensa Airport. Tickets to fly out on this day can be as low as $1,189. On the other hand, Saturday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,492.

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

According to our data, the cheapest time of day to fly to Milan Malpensa Airport is in the morning. momondo users have found flights departing from Chicago to Milan Malpensa Airport in the morning for as low as $796. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights in the evening are often more expensive with an average ticket price of $1,352.

What is the cheapest Chicago to Milan Malpensa flight route?

Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago - Milan Malpensa flight prices

How far in advance should I book a flight to Milan Malpensa Airport?

You are more likely to see cheaper flights to Milan Malpensa Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Milan Malpensa Airport for around $940 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan Malpensa Airport from Chicago for as low as $650 on momondo.

What cabin class options are available on Chicago to Milan Malpensa flights?

There are 3 cabin classes available to choose from on Chicago to Milan Malpensa flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Milan Malpensa Airport flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago to Milan Malpensa Airport flight.

When to book flights from Chicago to Milan Malpensa Airport

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

Cheap Chicago to Milan Malpensa Airport (CHI to MXP) flight deals and tips

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

Best Price Found

$632

Fastest flight time

8h 30m

Direct flights

Every day
The best one-way flight to Milan Malpensa Airport from Chicago in the past 72 hours is $632. The best round-trip flight deal from Chicago to Milan Malpensa Airport found on momondo in the last 72 hours is $1,343.
The fastest flight from Chicago to Milan Malpensa Airport takes 8h 30m
Direct flights go from Chicago to Milan Malpensa Airport every day.
Search flight deals

  • How far is Chicago to Milan Malpensa by plane?

    There are 4501.5 mi between Chicago and Milan Malpensa. By plane, this route typically takes 13h 00m.

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

    Prices for flights from Chicago to Milan Malpensa Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from Chicago to Milan Malpensa Airport?

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Milan Malpensa Airport.

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

    The required travel and health documents for your Milan Malpensa Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Milan Malpensa Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

  • What is the most popular plane model from Chicago to Milan Malpensa Airport?

  • What is the most popular airline from Chicago to Milan Malpensa Airport?

Best airlines flying from Chicago to Milan Malpensa Airport

Compare and see reviews for airlines that fly from Chicago to Milan Malpensa Airport with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $398Free CancellationRating
7.1
2,041 reviews
Search TAP AIR PORTUGAL flights
DeltaPriceFrom $419Free CancellationRating
7.9
7,997 reviews
Search Delta flights
Scandinavian AirlinesPriceFrom $420Free CancellationRating
7.4
1,550 reviews
Search Scandinavian Airlines flights
IcelandairPriceFrom $484Free CancellationRating
7.1
563 reviews
Search Icelandair flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,037 reviews
Search Turkish Airlines flights
British AirwaysPriceFrom $536Free CancellationRating
6.7
7,494 reviews
Search British Airways flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,032 reviews
Search American Airlines flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,005 reviews
Search Iberia flights
United AirlinesPriceFrom $789Free CancellationRating
7.4
8,993 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago to Milan Malpensa Airport

    United Airlines flies from Chicago to Milan Malpensa Airport around 6 times per week, with 8,993 momondo users rating the airline 7.4/10. The cheapest United Airlines deal from Chicago to Milan Malpensa Airport in the last 72 hours was $789 (round-trip), much lower than the average airfare cost of $1,281 for United Airlines flights on this route.

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Bellagio
Varenna
Menaggio
Brescia
Stresa
Monza
Breuil-Cervinia
Assago
Levanto
Livigno
Bellano
Lecco
Rho
Domodossola
Bormio
Crema
Cernobbio
Novara
Moltrasio
Saronno

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Chicago to Milan for you.

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

Yes. momondo allows you to filter the results for Chicago to Milan flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Milan from Chicago.

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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