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Cheap flights from Chicago to Milan from $246

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
1:55 pm - 9:05 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
13h 10m1 stop Montreal Pierre Elliott Trudeau Intl
Air Canada Logo
12:55 pm - 9:23 amMXP  Milan Malpensa-ORD Chicago O'Hare Intl
27h 28m2 stops Montreal Pierre Elliott Trudeau Intl Toronto Pearson Intl
$684Air Canada
Sun, Oct 25 - Tue, Nov 10
British Airways Logo
9:50 pm - 7:45 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
14h 55m1 stop London Heathrow
British Airways Logo
1:25 pm - 6:45 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
12h 20m1 stop London Heathrow
$684British Airways
Tue, Dec 1 - Sat, Dec 5
Scandinavian Airlines Logo
7:15 pm - 12:55 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
58h 40m2 stops Kastrup Copenhagen Oslo Gardermoen
Scandinavian Airlines Logo
8:05 pm - 10:36 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
33h 31m2 stops Kastrup Copenhagen Boston Logan Intl
$685Scandinavian Airlines
Thu, Nov 5 - Mon, Nov 9
TAP AIR PORTUGAL Logo
9:10 pm - 11:35 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
20h 25m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
8:00 pm - 4:00 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
27h 00m1 stop Lisbon Humberto Delgado
$686TAP AIR PORTUGAL
Sun, Mar 21 - Tue, Apr 6
Scandinavian Airlines Logo
7:15 pm - 12:10 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
33h 55m2 stops Kastrup Copenhagen Oslo Gardermoen
Scandinavian Airlines Logo
8:40 pm - 4:10 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
26h 30m2 stops Stockholm Arlanda Kastrup Copenhagen
$687Scandinavian Airlines
Mon, Jan 11 - Thu, May 6
TAP AIR PORTUGAL Logo
9:10 pm - 11:05 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
31h 55m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
5:50 am - 4:00 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
17h 10m1 stop Lisbon Humberto Delgado
$690TAP AIR PORTUGAL
Sun, Mar 21 - Wed, Apr 14
United Airlines Logo
9:48 pm - 7:30 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
27h 42m1 stop Newark
United Airlines Logo
12:55 pm - 8:00 amMXP  Milan Malpensa-ORD Chicago O'Hare Intl
26h 05m1 stop Montreal Pierre Elliott Trudeau Intl
$763United Airlines
Sun, Oct 25 - Tue, Nov 10
United Airlines Logo
6:30 pm - 7:30 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
30h 00m1 stop Newark
United Airlines Logo
12:55 pm - 11:07 amMXP  Milan Malpensa-ORD Chicago O'Hare Intl
29h 12m1 stop Montreal Pierre Elliott Trudeau Intl
$763United Airlines
Sat, Nov 14 - Fri, Dec 4
Lufthansa Logo
9:50 pm - 8:50 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
16h 00m1 stop Munich Franz Josef Strauss
Lufthansa Logo
6:55 am - 1:10 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
13h 15m1 stop Frankfurt am Main
$771Lufthansa
Tue, Jan 12 - Tue, Jan 19
Lufthansa Logo
10:35 pm - 1:15 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
8h 40mnonstop
Lufthansa Logo
3:15 pm - 6:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
10h 00mnonstop
$783Lufthansa
Sun, Oct 25 - Tue, Nov 10

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Turkish Airlines flights from Chicago to Milan Malpensa Airport

Our best Turkish Airlines deals on Chicago to Milan Malpensa Airport flight tickets
Turkish Airlines
Oct 26
ORD12:45 pmChicago O'Hare Intl
18h 45m
1 stop
MXP1:30 pmMilan Malpensa
Nov 10
MXP6:50 pmMilan Malpensa
30h 30m
1 stop
ORD6:20 pmChicago O'Hare Intl
$687
Turkish Airlines
Mar 21
ORD12:45 pmChicago O'Hare Intl
14h 20m
1 stop
MXP9:05 amMilan Malpensa
Apr 7
MXP3:20 pmMilan Malpensa
33h 55m
1 stop
ORD6:15 pmChicago O'Hare Intl
$697
Turkish Airlines
Nov 5
ORD9:15 pmChicago O'Hare Intl
17h 35m
1 stop
MXP9:50 pmMilan Malpensa
Nov 12
MXP11:05 amMilan Malpensa
38h 15m
1 stop
ORD6:20 pmChicago O'Hare Intl
$699

Delta flights from Chicago to Milan Malpensa Airport

Our best Delta deals on Chicago to Milan Malpensa Airport flight tickets
Delta
Oct 25
MDW5:09 pmChicago Midway
34h 46m
1 stop
MXP9:55 amMilan Malpensa
Nov 10
MXP12:55 pmMilan Malpensa
16h 59m
1 stop
MDW10:54 pmChicago Midway
$772
Delta
Oct 25
MDW5:09 pmChicago Midway
34h 46m
1 stop
MXP9:55 amMilan Malpensa
Nov 10
MXP12:55 pmMilan Malpensa
34h 23m
1 stop
MDW4:18 pmChicago Midway
$773
Delta
Oct 25
MDW5:09 pmChicago Midway
34h 46m
1 stop
MXP9:55 amMilan Malpensa
Nov 10
MXP12:55 pmMilan Malpensa
28h 29m
1 stop
MDW10:24 amChicago Midway
$774

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Milan Malpensa Airport that are best for you.

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Route

Depart

Return

Price

Cheapest round-trip

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 10/25

1:55 pm-9:05 am

1 stop13h 10m

Milan Malpensa

Tue 11/10

12:55 pm-9:23 am

2 stops27h 28m

$684

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Tue 12/1

9:50 pm-7:45 pm

1 stop14h 55m

Milan Malpensa

Sat 12/5

1:25 pm-6:45 pm

1 stop12h 20m

$684

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Thu 11/5

7:15 pm-12:55 pm

2 stops58h 40m

Milan Malpensa

Mon 11/9

8:05 pm-10:36 pm

2 stops33h 31m

$685

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 3/21

9:10 pm-11:35 pm

1 stop20h 25m

Milan Malpensa

Tue 4/6

8:00 pm-4:00 pm

1 stop27h 00m

$686

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Mon 1/11

7:15 pm-12:10 pm

2 stops33h 55m

Milan Malpensa

Thu 5/6

8:40 pm-4:10 pm

2 stops26h 30m

$687

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 3/21

9:10 pm-11:05 am

1 stop31h 55m

Milan Malpensa

Wed 4/14

5:50 am-4:00 pm

1 stop17h 10m

$690

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 10/25

9:48 pm-7:30 am

1 stop27h 42m

Milan Malpensa

Tue 11/10

12:55 pm-8:00 am

1 stop26h 05m

$763

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sat 11/14

6:30 pm-7:30 am

1 stop30h 00m

Milan Malpensa

Fri 12/4

12:55 pm-11:07 am

1 stop29h 12m

$763

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Tue 1/12

9:50 pm-8:50 pm

1 stop16h 00m

Milan Malpensa

Tue 1/19

6:55 am-1:10 pm

1 stop13h 15m

$771
Quickest round-trip

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 10/25

10:35 pm-1:15 pm

Nonstop8h 40m

Milan Malpensa

Tue 11/10

3:15 pm-6:15 pm

Nonstop10h 00m

$783

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 typical price of a round-trip flight between Chicago and Milan Malpensa Airport?

Prices are currently typical for flights on this route.

Typical prices usually range from $594 to $1,118.
The lowest price recently found on this route was $684.

What is the cheapest month to fly to Milan Malpensa Airport?

In general, April 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 $523. If you don’t want to visit Milan Malpensa Airport in April, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $587.

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 $1,251. On the other hand, Sunday 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 $1,585.

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 from Chicago 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 $893 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 $828 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Milan Malpensa Airport 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 4% 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

$246

Fastest flight time

8h 40m

Direct flights

Every day
The best one-way flight to Milan Malpensa Airport from Chicago in the past 72 hours is $246. The best round-trip flight deal from Chicago to Milan Malpensa Airport found on momondo in the last 72 hours is $684.
The fastest flight from Chicago to Milan Malpensa Airport takes 8h 40m
Direct flights go from Chicago to Milan Malpensa Airport every day.
Search flight deals

Frequently asked questions about flying from Chicago to Milan Malpensa Airport

  • 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 8h 40m.

  • 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 $408Free CancellationRating
7.2
2,377 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $453Free CancellationRating
7.4
1,990 reviews
Search Scandinavian Airlines flights
United AirlinesPriceFrom $780Free CancellationRating
7.4
10,229 reviews
Search United Airlines flights
LufthansaPriceFrom $823Free CancellationRating
6.8
8,236 reviews
Search Lufthansa flights

  • United Airlines Flights From Chicago to Milan Malpensa Airport

    United Airlines flies from Chicago to Milan Malpensa Airport around 2 times per week, with 10,226 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 $780 (round-trip), much lower than the average airfare cost of $1,235 for United Airlines flights on this route.

  • Lufthansa Flights From Chicago to Milan Malpensa Airport

    The best Lufthansa deal for Chicago to Milan Malpensa Airport flight tickets found on momondo in the last 72 hours was $823, round-trip. It should be noted that an average Lufthansa flight deal for this route in this time was higher, at $1,227 round-trip. Lufthansa operates 3 flights out of Chicago into Milan Malpensa Airport in an average week, so prices vary by time and availability. 8,238 Lufthansa reviews by users on momondo have scored the airline at 6.8/10.

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Varenna
Bellagio
Stresa
Breuil-Cervinia
Brescia
Livigno
Monza
Lecco
Menaggio
Crema
Cernobbio
Domodossola
Baveno
Iseo
Levanto
Novara
Saint Vincent
Assago
Orta San Giulio
Rho

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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