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Cheap flights from Chicago O'Hare Intl Airport to Milan from $186

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 O'Hare Intl Airport to Milan departing on 1/27. 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 O'Hare Intl Airport to Milan

Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:20 pm - 8:00 pmORD-MXP
17h 40m2 stops
Scandinavian Airlines Logo
11:15 am - 4:45 pmMXP-ORD
12h 30m1 stop
$446Scandinavian Airlines
Find Deal
jeu., janv. 8 - sam., janv. 17
Scandinavian Airlines Logo
7:20 pm - 7:10 pmORD-MXP
16h 50m1 stop
Scandinavian Airlines Logo
1:00 pm - 4:45 pmMXP-ORD
34h 45m2 stops
$448Scandinavian Airlines
Find Deal
mer., nov. 26 - mer., déc. 3
TAP AIR PORTUGAL Logo
7:10 pm - 11:05 amORD-MXP
32h 55m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 3:00 pmMXP-ORD
28h 15m1 stop
$450TAP AIR PORTUGAL
Find Deal
mer., nov. 12 - mar., nov. 18
Scandinavian Airlines Logo
7:20 pm - 7:40 pmORD-MXP
17h 20m2 stops
Scandinavian Airlines Logo
8:00 pm - 4:45 pmMXP-ORD
27h 45m1 stop
$452Scandinavian Airlines
Find Deal
ven., févr. 13 - jeu., févr. 19
Multiple Airlines Logo
6:30 pm - 9:05 pmORD-MXP
19h 35m2 stops
Multiple Airlines Logo
6:10 am - 5:20 pmMXP-ORD
18h 10m2 stops
$453Multiple Airlines
Find Deal
ven., févr. 6 - dim., févr. 15
Scandinavian Airlines Logo
7:20 pm - 7:10 pmORD-MXP
16h 50m1 stop
Scandinavian Airlines Logo
11:15 am - 4:45 pmMXP-ORD
12h 30m1 stop
$455Scandinavian Airlines
Find Deal
lun., févr. 9 - ven., févr. 20
TAP AIR PORTUGAL Logo
8:25 pm - 11:35 pmORD-MXP
20h 10m1 stop
TAP AIR PORTUGAL Logo
5:45 pm - 3:00 pmMXP-ORD
28h 15m1 stop
$460TAP AIR PORTUGAL
Find Deal
dim., nov. 9 - mar., nov. 25
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
$466Multiple Airlines
Find Deal
ven., janv. 9 - ven., janv. 16
Turkish Airlines Logo
11:50 am - 9:05 amORD-MXP
14h 15m1 stop
Turkish Airlines Logo
6:40 pm - 6:25 pmMXP-ORD
30h 45m1 stop
$496Turkish Airlines
Find Deal
ven., nov. 14 - lun., nov. 17
Turkish Airlines Logo
11:50 am - 4:35 pmORD-MXP
21h 45m1 stop
Turkish Airlines Logo
3:10 pm - 9:40 amMXP-ORD
25h 30m1 stop
$506Turkish Airlines
Find Deal
lun., janv. 19 - sam., mai 9

TAP AIR PORTUGAL flights from Chicago O'Hare Intl Airport to Milan Malpensa Airport

Our best TAP AIR PORTUGAL deals on Chicago O'Hare Intl Airport to Milan Malpensa Airport flight tickets
TAP AIR PORTUGAL
Nov 12
ORD7:10 pmChicago O'Hare Intl
32h 55m
1 stop
MXP11:05 amMilan Malpensa
Nov 18
MXP5:45 pmMilan Malpensa
28h 15m
1 stop
ORD3:00 pmChicago O'Hare Intl
$450
Find similar
TAP AIR PORTUGAL
Nov 9
ORD8:25 pmChicago O'Hare Intl
20h 10m
1 stop
MXP11:35 pmMilan Malpensa
Nov 25
MXP5:45 pmMilan Malpensa
28h 15m
1 stop
ORD3:00 pmChicago O'Hare Intl
$460
Find similar
TAP AIR PORTUGAL
Nov 9
ORD8:25 pmChicago O'Hare Intl
20h 10m
1 stop
MXP11:35 pmMilan Malpensa
Nov 19
MXP6:20 amMilan Malpensa
15h 40m
1 stop
ORD3:00 pmChicago O'Hare Intl
$489
Find similar

Scandinavian Airlines flights from Chicago O'Hare Intl Airport to Milan Malpensa Airport

Our best Scandinavian Airlines deals on Chicago O'Hare Intl Airport to Milan Malpensa Airport flight tickets
Scandinavian Airlines
Jan 8
ORD7:20 pmChicago O'Hare Intl
17h 40m
2 stops
MXP8:00 pmMilan Malpensa
Jan 17
MXP11:15 amMilan Malpensa
12h 30m
1 stop
ORD4:45 pmChicago O'Hare Intl
$446
Find similar
Scandinavian Airlines
Nov 26
ORD7:20 pmChicago O'Hare Intl
16h 50m
1 stop
MXP7:10 pmMilan Malpensa
Dec 3
MXP1:00 pmMilan Malpensa
34h 45m
2 stops
ORD4:45 pmChicago O'Hare Intl
$448
Find similar
Scandinavian Airlines
Feb 13
ORD7:20 pmChicago O'Hare Intl
17h 20m
2 stops
MXP7:40 pmMilan Malpensa
Feb 19
MXP8:00 pmMilan Malpensa
27h 45m
1 stop
ORD4:45 pmChicago O'Hare Intl
$452
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago O'Hare Intl Airport 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 octobre 30, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport 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

jeu. 1/8

7:20 pm-8:00 pm

2 stops17h 40m

Milan Malpensa

sam. 1/17

11:15 am-4:45 pm

1 stop12h 30m

$446

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

mer. 11/26

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

mer. 12/3

1:00 pm-4:45 pm

2 stops34h 45m

$448

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

mer. 11/12

7:10 pm-11:05 am

1 stop32h 55m

Milan Malpensa

mar. 11/18

5:45 pm-3:00 pm

1 stop28h 15m

$450

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

ven. 2/13

7:20 pm-7:40 pm

2 stops17h 20m

Milan Malpensa

jeu. 2/19

8:00 pm-4:45 pm

1 stop27h 45m

$452

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

ven. 2/6

6:30 pm-9:05 pm

2 stops19h 35m

Milan Malpensa

dim. 2/15

6:10 am-5:20 pm

2 stops18h 10m

$453

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

lun. 2/9

7:20 pm-7:10 pm

1 stop16h 50m

Milan Malpensa

ven. 2/20

11:15 am-4:45 pm

1 stop12h 30m

$455

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

dim. 11/9

8:25 pm-11:35 pm

1 stop20h 10m

Milan Malpensa

mar. 11/25

5:45 pm-3:00 pm

1 stop28h 15m

$460

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

ven. 1/9

6:30 pm-5:05 pm

2 stops15h 35m

Milan Malpensa

ven. 1/16

7:00 am-5:20 pm

2 stops17h 20m

$466

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

ven. 11/14

11:50 am-9:05 am

1 stop14h 15m

Milan Malpensa

lun. 11/17

6:40 pm-6:25 pm

1 stop30h 45m

$496

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

lun. 1/19

11:50 am-4:35 pm

1 stop21h 45m

Milan Malpensa

sam. 5/9

3:10 pm-9:40 am

1 stop25h 30m

$506

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 O'Hare Intl Airport 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, March is the cheapest month to fly from Chicago O'Hare Intl Airport to Milan Malpensa Airport. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $617. If you don’t want to visit Milan Malpensa Airport in March, then you should wait until January to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $661.

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 $1,191. On the other hand, Saturday is the most expensive day to depart from Chicago O'Hare Intl Airport because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,494.

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 O'Hare Intl Airport 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 O'Hare Intl to Milan Malpensa flight route?

Fly from Chicago O'Hare Intl to Milan Malpensa for the best Chicago O'Hare Intl - 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 O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Milan Malpensa Airport for around $941 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 O'Hare Intl Airport for as low as $650 on momondo.

What cabin class options are available on Chicago O'Hare Intl to Milan Malpensa flights?

There are 3 cabin classes available to choose from on Chicago O'Hare Intl 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 O'Hare Intl Airport to Milan Malpensa Airport flights?

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

How have Chicago O'Hare Intl Airport to Milan Malpensa Airport flight prices changed over time?

As of October 2025, prices for Chicago O'Hare Intl Airport to Milan Malpensa Airport flights are approximately 33% more expensive when compared to flights at the same time last year.

When to book flights from Chicago O'Hare Intl Airport to Milan Malpensa Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport to Milan Malpensa Airport (ORD to MXP) flight deals and tips

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

Best Price Found

$651

Fastest flight time

8h 30m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun
The best one-way flight to Milan Malpensa Airport from Chicago O'Hare Intl Airport in the past 72 hours is $651. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan Malpensa Airport found on momondo in the last 72 hours is $1,310.
The fastest flight from Chicago O'Hare Intl Airport to Milan Malpensa Airport takes 8h 30m
Direct flights go from Chicago O'Hare Intl Airport to Milan Malpensa Airport on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
Search flight deals

  • How far is Chicago O'Hare Intl to Milan Malpensa by plane?

    Milan Malpensa is 4507.7 mi away from Chicago O'Hare Intl. A reasonable flight in good conditions will take 14h 15m.

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

    Prices for flights from Chicago O'Hare Intl Airport to Milan Malpensa Airport are updated daily.

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

  • How old do you have to be to fly from Chicago O'Hare Intl Airport 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 O'Hare Intl Airport 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 O'Hare Intl Airport to Milan Malpensa Airport?

  • What is the most popular airline from Chicago O'Hare Intl Airport to Milan Malpensa Airport?

Best airlines flying from Chicago O'Hare Intl Airport to Milan Malpensa Airport

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Milan Malpensa Airport with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $398Free CancellationRating
7.1
2,040 reviews
Search TAP AIR PORTUGAL flights
DeltaPriceFrom $419Free CancellationRating
7.9
7,998 reviews
Search Delta flights
Scandinavian AirlinesPriceFrom $420Free CancellationRating
7.4
1,548 reviews
Search Scandinavian Airlines flights
IcelandairPriceFrom $484Free CancellationRating
7.1
562 reviews
Search Icelandair flights
Turkish AirlinesPriceFrom $518Free CancellationRating
7.3
4,033 reviews
Search Turkish Airlines flights
British AirwaysPriceFrom $536Free CancellationRating
6.7
7,488 reviews
Search British Airways flights
American AirlinesPriceFrom $624Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
IberiaPriceFrom $639Free CancellationRating
7.0
3,004 reviews
Search Iberia flights
United AirlinesPriceFrom $789Free CancellationRating
7.4
8,996 reviews
Search United Airlines flights

  • United Airlines Flights From Chicago O'Hare Intl Airport to Milan Malpensa Airport

    United Airlines flight deals from Chicago O'Hare Intl Airport to Milan Malpensa Airport start from $789 round-trip. Over the 4 United Airlines flights for this route in a normal week, average airfare is usually $1,279 round-trip - but some users have found much cheaper deals with momondo.

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?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Milan from Chicago.

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

All flight searches from Chicago to Milan on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Chicago and Milan by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Of course. momondo tracks the price of Chicago to Milan flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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