Which layover airport offers the lowest fares from Chicago O'Hare Intl Airport to Milan?

Flights via Reykjavik (KEF) offer the lowest average round-trip price of $395.

Which layover airport has the shortest connection time from Chicago O'Hare Intl Airport to Milan?

Rome (FCO) has the shortest average layover time for this route: 1h 25m.

Which layover airport has the shortest travel time from Chicago O'Hare Intl Airport to Milan?

Flights connecting via Paris (CDG) have the shortest average one-way travel time: 10h 55m.

Which airport is the most popular layover for flights between Chicago O'Hare Intl Airport and Milan?

Lisbon (LIS) was the most common stop: 21% of momondo users choosing 1-stop flights on this route connected there.

How many flights depart from Chicago O'Hare Intl Airport to Milan on average per day?

As of May 2026, 5 flights take off from Chicago O'Hare Intl Airport and land in Milan each day. The most common flight departure time for this route is 9:00PM, with 100% of daily flights taking off in the evening.

How many flights depart from Chicago O'Hare Intl Airport to Milan on average per week?

As of May 2026, 35 flights take off from Chicago O'Hare Intl Airport and land in Milan each week. The most common flight departure day for this route is Mon, with 14% of weekly flights taking off on this day.

What is the cheapest airline that flies from Chicago O'Hare Intl to Milan?

Air Serbia, British Airways, and ITA Airways are the most popular carriers operating from Chicago O'Hare Intl to Milan

What airlines fly to Milan?

United Airlines, Scandinavian Airlines and TAP AIR PORTUGAL are the top three most popular airlines that fly to Milan from Chicago O'Hare Intl Airport according to our data. United Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Milan. Keep in mind that there are 10 different airlines that fly to Milan on a routine basis, so you have a few additional options to choose from.

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

The number of operators available for flights from Chicago O'Hare Intl Airport to Milan is 10 as of May 2026.

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.

$291 Cheap Flights from Chicago O'Hare Intl Airport to Milan in 2026

Q: 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 $1,585 to $839. The lowest price recently found on this route was $759.

1 adult

0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Find the cheapest flights from Chicago O'Hare Intl Airport to Milan

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:15 pm - 8:30 am

ORD

MXP

30h 15m

1 stop

8:00 pm - 4:10 pm

MXP

ORD

27h 10m

1 stop

$759Scandinavian Airlines

Sat, Sep 26 - Mon, Oct 5

9:55 am - 7:35 pm

ORD

BGY

26h 40m

2 stops

3:45 pm - 1:05 pm

BGY

ORD

28h 20m

2 stops

$762Multiple Airlines

Wed, Jun 3 - Wed, Jun 10

7:25 pm - 9:50 pm

ORD

MXP

19h 25m

2 stops

7:25 pm - 4:30 pm

MXP

ORD

27h 05m

2 stops

$764Multiple Airlines

Sat, Oct 17 - Sat, Oct 31

9:15 pm - 5:50 pm

ORD

MXP

13h 35m

1 stop

7:40 am - 1:50 pm

MXP

ORD

13h 10m

1 stop

$766British Airways

Tue, Aug 18 - Mon, Aug 24

7:15 pm - 3:05 pm

ORD

MXP

12h 50m

1 stop

9:20 am - 10:04 pm

MXP

ORD

19h 44m

2 stops

$768Scandinavian Airlines

Wed, Oct 7 - Sat, Oct 17

8:10 pm - 5:45 pm

ORD

MXP

14h 35m

1 stop

6:50 am - 9:40 am

MXP

ORD

33h 50m

1 stop

$771Turkish Airlines

Fri, Sep 25 - Tue, Oct 6

3:00 pm - 11:40 am

ORD

LIN

13h 40m

1 stop

11:30 am - 1:10 pm

LIN

ORD

32h 40m

1 stop

$798ITA Airways

Tue, Aug 11 - Tue, Aug 18

9:40 pm - 5:45 pm

ORD

LIN

13h 05m

1 stop

7:20 pm - 12:35 pm

LIN

ORD

24h 15m

2 stops

$823Lufthansa

Tue, Aug 11 - Tue, Aug 18

9:40 pm - 5:45 pm

ORD

LIN

13h 05m

1 stop

7:20 pm - 12:35 pm

LIN

ORD

24h 15m

2 stops

$824Lufthansa

Tue, Aug 11 - Tue, Aug 18

5:00 pm - 1:30 pm

ORD

LIN

13h 30m

1 stop

7:50 pm - 1:50 pm

LIN

ORD

25h 00m

1 stop

$928British Airways

Sun, Jul 26 - Tue, Aug 11

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Milan flight tickets

United Airlines

Nov 8

ORD9:35 pmChicago O'Hare Intl

8h 30m

MXP1:05 pmMilan Malpensa

Nov 14

MXP3:05 pmMilan Malpensa

10h 00m

ORD6:05 pmChicago O'Hare Intl

$778

United Airlines

Nov 8

ORD3:55 pmChicago O'Hare Intl

11h 00m

1 stop

MXP9:55 amMilan Malpensa

Nov 18

MXP3:05 pmMilan Malpensa

10h 00m

ORD6:05 pmChicago O'Hare Intl

$781

United Airlines

Aug 17

ORD9:40 pmChicago O'Hare Intl

12h 00m

1 stop

MXP4:40 pmMilan Malpensa

Aug 24

MXP3:20 pmMilan Malpensa

9h 50m

ORD6:10 pmChicago O'Hare Intl

$785

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

Sep 26

ORD7:15 pmChicago O'Hare Intl

30h 15m

1 stop

MXP8:30 amMilan Malpensa

Oct 5

MXP8:00 pmMilan Malpensa

27h 10m

1 stop

ORD4:10 pmChicago O'Hare Intl

$759

Scandinavian Airlines

Oct 7

ORD7:15 pmChicago O'Hare Intl

12h 50m

1 stop

MXP3:05 pmMilan Malpensa

Oct 17

MXP9:20 amMilan Malpensa

19h 44m

2 stops

ORD10:04 pmChicago O'Hare Intl

$768

Scandinavian Airlines

Sep 17

ORD7:15 pmChicago O'Hare Intl

41h 35m

2 stops

MXP7:50 pmMilan Malpensa

Sep 28

MXP8:00 pmMilan Malpensa

33h 06m

2 stops

ORD10:06 pmChicago O'Hare Intl

$770

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.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 9/26

7:15 pm-8:30 am

1 stop30h 15m

Milan Malpensa

Mon 10/5

8:00 pm-4:10 pm

1 stop27h 10m

$759

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Wed 6/3

9:55 am-7:35 pm

2 stops26h 40m

Bergamo Orio Al Serio

Wed 6/10

3:45 pm-1:05 pm

2 stops28h 20m

$762

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 10/17

7:25 pm-9:50 pm

2 stops19h 25m

Milan Malpensa

Sat 10/31

7:25 pm-4:30 pm

2 stops27h 05m

$764

Quickest round-trip

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 8/18

9:15 pm-5:50 pm

1 stop13h 35m

Milan Malpensa

Mon 8/24

7:40 am-1:50 pm

1 stop13h 10m

$766

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 10/7

7:15 pm-3:05 pm

1 stop12h 50m

Milan Malpensa

Sat 10/17

9:20 am-10:04 pm

2 stops19h 44m

$768

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 9/25

8:10 pm-5:45 pm

1 stop14h 35m

Milan Malpensa

Tue 10/6

6:50 am-9:40 am

1 stop33h 50m

$771

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/11

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

Tue 8/18

11:30 am-1:10 pm

1 stop32h 40m

$798

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/11

9:40 pm-5:45 pm

1 stop13h 05m

Milan Linate

Tue 8/18

7:20 pm-12:35 pm

2 stops24h 15m

$823

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Tue 8/11

9:40 pm-5:45 pm

1 stop13h 05m

Milan Linate

Tue 8/18

7:20 pm-12:35 pm

2 stops24h 15m

$824

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Sun 7/26

5:00 pm-1:30 pm

1 stop13h 30m

Milan Linate

Tue 8/11

7:50 pm-1:50 pm

1 stop25h 00m

$928

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Layovers

Other information

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Milan?

What is the cheapest month to fly to Milan?

The month of June is, on average, the cheapest month to fly to Milan from Chicago O'Hare Intl Airport, with most prices found around $98. The month of July is another great option to travel to Milan, with average flight prices from Chicago O'Hare Intl Airport averaging around $187.

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 $1,226. The most expensive day to fly to Milan is Wednesday, with ticket prices averaging around $1,469.

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 $840 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 $463 on momondo.

Can stopping save me money on Chicago O'Hare Intl Airport to Milan flights?

You could potentially save up to 34% 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 May 2026, prices for Chicago O'Hare Intl Airport to Milan flights are approximately 14% more expensive 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	$874
Fastest flight time	8h 30m
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 $874. The best round-trip flight deal from Chicago O'Hare Intl Airport to Milan found on momondo in the last 72 hours is $1,272.

The fastest flight from Chicago O'Hare Intl Airport to Milan takes 8h 30m

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 30m.
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?
The number of operators available for flights from Chicago O'Hare Intl Airport to Milan is 10 as of May 2026.
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?
momondo data reveals that the most frequently booked plane model on the route from Chicago O'Hare Intl Airport to Milan is Boeing 787-10 Dreamliner, representing 65.92% of all bookings. The subsequent popular models are Boeing 787 Dreamliner at 28.05%, Boeing 787-8 Dreamliner at 4.85%, and Airbus A320neo at 0.13%.
What is the most popular airline from Chicago O'Hare Intl Airport to Milan?
momondo data reveals that the most frequently booked airline on the route from Chicago O'Hare Intl Airport to Milan is United Airlines, representing 33% of all bookings. The subsequent popular airlines are Scandinavian Airlines at 24%, Aer Lingus at 11%, and Lufthansa at 6%.

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 PORTUGAL	PriceFrom $401	Free Cancellation	Rating 7.2 2,252 reviews	Search TAP AIR PORTUGAL flights
Scandinavian Airlines	PriceFrom $410	Free Cancellation	Rating 7.4 1,777 reviews	Search Scandinavian Airlines flights
British Airways	PriceFrom $493	Free Cancellation	Rating 6.7 7,980 reviews	Search British Airways flights
Turkish Airlines	PriceFrom $534	Free Cancellation	Rating 7.4 4,367 reviews	Search Turkish Airlines flights
American Airlines	PriceFrom $624	Free Cancellation	Rating 7.1 11,662 reviews	Search American Airlines flights
Aer Lingus	PriceFrom $627	Free Cancellation	Rating 7.3 1,561 reviews	Search Aer Lingus flights
ITA Airways	PriceFrom $644	Free Cancellation	Rating 6.7 1,217 reviews	Search ITA Airways flights
United Airlines	PriceFrom $739	Free Cancellation	Rating 7.4 9,717 reviews	Search United Airlines flights
SWISS	PriceFrom $759	Free Cancellation	Rating 7.5 1,946 reviews	Search SWISS flights
Lufthansa	PriceFrom $840	Free Cancellation	Rating 6.8 8,002 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 1,946 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 $759 (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 9,727 United Airlines reviews on momondo, the average score is 7.4/10. United Airlines flies from Chicago O'Hare Intl Airport to Milan about 7 times each week, with ticket deals ranging from $739 to $1,232. Price data is based on momondo searches in the last 72 hours.

Bellagio

Varenna

Menaggio

Stresa

Livigno

Brescia

Levanto

Monza

Lecco

Crema

Domodossola

Assago

Bellano

Cernobbio

Moltrasio

Bormio

Rho

Baveno

Novara

Iseo

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.

An easier way to manage your Milan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Sun 6/14

Sun 6/21

Email me momondo's favorite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Italy

Nearby airports

Airlines

Cabin classes

Other Italy destinations

Other flights from Chicago O'Hare Intl Airport

Complete your trip

Feeling lucky

Fly into one of these airports located in Milan

Milan Linate Airport

Milan Malpensa Airport

Cheap flights from Chicago O'Hare Intl Airport to Milan from $291

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Chicago O'Hare Intl Airport to Milan

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

Cheap direct flights

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

Our best United Airlines deals on Chicago O'Hare Intl Airport to Milan flight tickets

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

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.

See travel insights to Milan from

How to get the cheapest flight ticket from Chicago O'Hare Intl Airport to Milan

What is the typical price of a round-trip flight between Chicago O'Hare Intl Airport and Milan?

What is the cheapest month to fly to Milan?

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

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

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

Can stopping save me money on Chicago O'Hare Intl Airport to Milan flights?

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

What is the cheapest airline that flies from Chicago O'Hare Intl to Milan?

What airlines fly to Milan?

Which airport is the most popular layover for flights between Chicago O'Hare Intl Airport and Milan?

Which layover airport offers the lowest fares from Chicago O'Hare Intl Airport to Milan?

Which layover airport has the shortest travel time from Chicago O'Hare Intl Airport to Milan?

Which layover airport has the shortest connection time from Chicago O'Hare Intl Airport to Milan?

How many flights depart from Chicago O'Hare Intl Airport to Milan on average per day?

How many flights depart from Chicago O'Hare Intl Airport to Milan on average per week?

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

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

Fastest flight time

Direct flights

Airports in Milan

Frequently asked questions about flying 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

SWISS Flights From Chicago O'Hare Intl Airport to Milan

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

Traveling to a place near Milan?

Why use momondo?

An easier way to manage your Milan trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

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

Fly your favorite airline to Milan

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Milan

List of cabin classes available on flights landing in Milan. Availability may vary depending on flight origin and airline.

Popular cities in Italy

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Chicago O'Hare Intl Airport

According to popular flight searches on momondo this year

Complete your trip to Milan

Explore popular destinations other users love

According to popular flight searches on momondo this year