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Cheap flights from Chicago O'Hare Intl Airport to Milan from $216

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

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
7:15 pm - 10:35 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
32h 20m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
11:25 am - 4:10 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
11h 45m1 stop Kastrup Copenhagen
$714Scandinavian Airlines
Fri, Apr 9 - Sat, Apr 17
Air Serbia Logo
4:40 pm - 8:30 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
32h 50m1 stop Belgrade Nikola Tesla
Air Serbia Logo
8:50 pm - 9:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
31h 25m1 stop Belgrade Nikola Tesla
$715Air Serbia
Wed, Apr 14 - Fri, Apr 23
Multiple Airlines Logo
6:30 pm - 11:10 pmORD  Chicago O'Hare Intl-LIN Milan Linate
21h 40m2 stops Reykjavik Keflavik Intl Rome Fiumicino
Multiple Airlines Logo
6:30 am - 5:20 pmLIN  Milan Linate-ORD Chicago O'Hare Intl
17h 50m2 stops Rome Fiumicino Reykjavik Keflavik Intl
$716Multiple Airlines
Mon, Nov 30 - Wed, Dec 16
Scandinavian Airlines Logo
7:10 pm - 7:15 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
17h 05m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
11:20 am - 4:45 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
12h 25m1 stop Kastrup Copenhagen
$716Scandinavian Airlines
Fri, Jan 22 - Sun, Jan 31
Turkish Airlines Logo
8:05 pm - 8:50 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
29h 45m1 stop Istanbul
Turkish Airlines Logo
6:45 am - 9:35 amMXP  Milan Malpensa-ORD Chicago O'Hare Intl
33h 50m1 stop Istanbul
$724Turkish Airlines
Mon, Apr 5 - Fri, Apr 16
Turkish Airlines Logo
11:45 am - 9:05 amORD  Chicago O'Hare Intl-MXP Milan Malpensa
14h 20m1 stop Istanbul
Turkish Airlines Logo
7:45 pm - 6:10 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
29h 25m1 stop Istanbul
$724Turkish Airlines
Sat, Feb 13 - Wed, Mar 31
SWISS Logo
6:50 pm - 6:30 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
16h 40m1 stop Zurich
SWISS Logo
10:30 am - 4:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
12h 45m1 stop Zurich
$755SWISS
Mon, Nov 30 - Wed, Dec 16
SWISS Logo
6:50 pm - 6:30 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
16h 40m1 stop Zurich
SWISS Logo
6:45 am - 4:15 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
16h 30m1 stop Zurich
$756SWISS
Tue, Dec 29 - Thu, Jan 14
TAP AIR PORTUGAL Logo
8:10 pm - 11:35 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
20h 25m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
6:20 am - 3:30 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
16h 10m1 stop Lisbon Humberto Delgado
$762TAP AIR PORTUGAL
Sun, Dec 6 - Sun, Dec 13
TAP AIR PORTUGAL Logo
7:00 pm - 4:55 pmORD  Chicago O'Hare Intl-MXP Milan Malpensa
14h 55m1 stop Lisbon Humberto Delgado
TAP AIR PORTUGAL Logo
5:45 pm - 3:30 pmMXP  Milan Malpensa-ORD Chicago O'Hare Intl
28h 45m1 stop Lisbon Humberto Delgado
$770TAP AIR PORTUGAL
Wed, Nov 25 - Sat, Dec 5

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

Our best Scandinavian Airlines deals on Chicago O'Hare Intl Airport to Milan flight tickets
Scandinavian Airlines
Apr 9
ORD7:15 pmChicago O'Hare Intl
32h 20m
1 stop
MXP10:35 amMilan Malpensa
Apr 17
MXP11:25 amMilan Malpensa
11h 45m
1 stop
ORD4:10 pmChicago O'Hare Intl
$714
Scandinavian Airlines
Jan 22
ORD7:10 pmChicago O'Hare Intl
17h 05m
1 stop
MXP7:15 pmMilan Malpensa
Jan 31
MXP11:20 amMilan Malpensa
12h 25m
1 stop
ORD4:45 pmChicago O'Hare Intl
$716
Scandinavian Airlines
Apr 7
ORD7:15 pmChicago O'Hare Intl
16h 55m
1 stop
MXP7:10 pmMilan Malpensa
Apr 14
MXP8:40 pmMilan Malpensa
26h 30m
2 stops
ORD4:10 pmChicago O'Hare Intl
$730

Air Serbia flights from Chicago O'Hare Intl Airport to Milan

Our best Air Serbia deals on Chicago O'Hare Intl Airport to Milan flight tickets
Air Serbia
Apr 14
ORD4:40 pmChicago O'Hare Intl
32h 50m
1 stop
MXP8:30 amMilan Malpensa
Apr 23
MXP8:50 pmMilan Malpensa
31h 25m
1 stop
ORD9:15 pmChicago O'Hare Intl
$715
Air Serbia
Mar 27
ORD5:20 pmChicago O'Hare Intl
32h 10m
1 stop
MXP7:30 amMilan Malpensa
Apr 10
MXP9:20 amMilan Malpensa
18h 55m
1 stop
ORD9:15 pmChicago O'Hare Intl
$765

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Milan that are best for you.

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Route

Depart

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Price

Cheapest round-trip

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Fri 4/9

7:15 pm-10:35 am

1 stop32h 20m

Milan Malpensa

Sat 4/17

11:25 am-4:10 pm

1 stop11h 45m

$714

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Wed 4/14

4:40 pm-8:30 am

1 stop32h 50m

Milan Malpensa

Fri 4/23

8:50 pm-9:15 pm

1 stop31h 25m

$715

ChicagoMilan

ORD Chicago O'Hare Intl - LIN Milan Linate

ORDLIN

Chicago O'Hare Intl

Mon 11/30

6:30 pm-11:10 pm

2 stops21h 40m

Milan Linate

Wed 12/16

6:30 am-5:20 pm

2 stops17h 50m

$716

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Fri 1/22

7:10 pm-7:15 pm

1 stop17h 05m

Milan Malpensa

Sun 1/31

11:20 am-4:45 pm

1 stop12h 25m

$716

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Mon 4/5

8:05 pm-8:50 am

1 stop29h 45m

Milan Malpensa

Fri 4/16

6:45 am-9:35 am

1 stop33h 50m

$724

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sat 2/13

11:45 am-9:05 am

1 stop14h 20m

Milan Malpensa

Wed 3/31

7:45 pm-6:10 pm

1 stop29h 25m

$724
Quickest round-trip

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Mon 11/30

6:50 pm-6:30 pm

1 stop16h 40m

Milan Malpensa

Wed 12/16

10:30 am-4:15 pm

1 stop12h 45m

$755

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Tue 12/29

6:50 pm-6:30 pm

1 stop16h 40m

Milan Malpensa

Thu 1/14

6:45 am-4:15 pm

1 stop16h 30m

$756

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Sun 12/6

8:10 pm-11:35 pm

1 stop20h 25m

Milan Malpensa

Sun 12/13

6:20 am-3:30 pm

1 stop16h 10m

$762

ChicagoMilan

ORD Chicago O'Hare Intl - MXP Milan Malpensa

ORDMXP

Chicago O'Hare Intl

Wed 11/25

7:00 pm-4:55 pm

1 stop14h 55m

Milan Malpensa

Sat 12/5

5:45 pm-3:30 pm

1 stop28h 45m

$770

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

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 O'Hare Intl Airport and Milan?

Prices are currently low for flights on this route.

Typical prices usually range from $792 to $1,196.
The lowest price recently found on this route was $712.

What is the cheapest month to fly to Milan?

The month of February is, on average, the cheapest month to fly to Milan from Chicago O'Hare Intl Airport, with most prices found around $621. The month of January is another great option to travel to Milan, with average flight prices from Chicago O'Hare Intl Airport averaging around $626.

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 $1,289. The most expensive day to fly to Milan is Sunday, with ticket prices averaging around $1,574.

What is the cheapest Chicago O'Hare Intl to Milan flight route?

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

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Milan?

You are more likely to see cheaper flights to Milan from Chicago O'Hare Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Milan for around $920 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Milan from Chicago O'Hare Intl Airport for as low as $639 on momondo.

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

There are 4 cabin classes available to choose from on Chicago O'Hare Intl Airport to Milan 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 flights?

You could potentially save up to 19% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Milan flight.

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

As of November 2026, prices for Chicago O'Hare Intl Airport to Milan flights are approximately 4% cheaper when compared to flights at the same time last year.

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

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

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

Best Price Found

$216

Fastest flight time

8h 40m

Direct flights

Every day

Airports in Milan

2 airports
The best one-way flight to Milan from Chicago O'Hare Intl Airport in the past 72 hours is $216. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan found on momondo in the last 72 hours is $714.
The fastest flight from Chicago O'Hare Intl Airport to Milan takes 8h 40m
Direct flights go from Chicago O'Hare Intl Airport to Milan every day.
There are 2 airports in Milan. From Chicago O'Hare Intl Airport there are direct flights to Milan Malpensa (MXP).
Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Milan

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

    The distance between Chicago O'Hare Intl and Milan is about 4532.4 mi. In terms of flight time, this usually takes a little over 8h 40m.

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

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

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Milan.

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

    The required travel and health documents for your Milan 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. 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?

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

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

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Milan with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $402Free CancellationRating
7.2
2,394 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $453Free CancellationRating
7.4
2,029 reviews
Search Scandinavian Airlines flights
Aer LingusPriceFrom $564Free CancellationRating
7.3
1,880 reviews
Search Aer Lingus flights
Turkish AirlinesPriceFrom $630Free CancellationRating
7.4
4,466 reviews
Search Turkish Airlines flights
SWISSPriceFrom $779Free CancellationRating
7.5
2,107 reviews
Search SWISS flights
United AirlinesPriceFrom $780Free CancellationRating
7.3
10,462 reviews
Search United Airlines flights
LufthansaPriceFrom $823Free CancellationRating
6.8
8,299 reviews
Search Lufthansa flights

  • SWISS Flights From Chicago O'Hare Intl Airport to Milan

    SWISS flies from Chicago O'Hare Intl Airport to Milan around 7 times per week, with 2,107 momondo users rating the airline 7.5/10. The cheapest SWISS deal from Chicago O'Hare Intl Airport to Milan in the last 72 hours was $779 (round-trip), much lower than the average airfare cost of $1,131 for SWISS flights on this route.

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

    Across 10,462 United Airlines reviews on momondo, the average score is 7.3/10. United Airlines flies from Chicago O'Hare Intl Airport to Milan about 7 times each week, with ticket deals ranging from $780 to $1,243. Price data is based on momondo searches in the last 72 hours.

Traveling to a place near Milan?

Book flights to Milan if you plan to visit one of these locations
Varenna
Bellagio
Stresa
Brescia
Livigno
Monza
Lecco
Menaggio
Cernobbio
Crema
Domodossola
Novara
Baveno
Bormio
Iseo
Levanto
Bellano
Assago
Rho
Lainate

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?

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 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?

Price alerts on flights to Milan from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to Italy

Fly into one of these airports located in Milan

Milan Linate Airport
Milan Malpensa Airport