What is the most punctual flight time for Milan to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

How many flights depart from Milan to Chicago on average per day?

5 flights are operational daily from Milan to Chicago as of November 2025. The most popular departure time for this route is 15:00, with 100% of flights per day taking off in the afternoon.

How many flights depart from Milan to Chicago on average per week?

The number of flights available between Milan and Chicago is 35 per week as of November 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

What is the cheapest airline that flies from Milan to Chicago?

Air Serbia and British Airways are the most popular carriers operating from Milan to Chicago

Which airline has the best punctuality record on Milan to Chicago flights?

According to our data, Qatar Airways have had the fewest delays on this route over the last 12 months, with about 17% of their flights experiencing any sort of delay.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week that experiences the fewest delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

How often are flights from Milan to Chicago delayed?

Historically, on average around 18% of flights between Milan and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 196 minutes.

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

Prices for flights from Milan to Chicago are updated daily.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milan to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

£305 Cheap Flights from Milan to Chicago in 2025/26

Q: What is the typical price of a round-trip flight between Milan and Chicago?

Prices are currently low for flights on this route. Typical prices usually range from £463 to £667. The lowest price recently found on this route was £396.

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11:15 - 16:45MXP-ORD

12h 30m1 stop

19:10 - 19:10ORD-MXP

17h 00m1 stop

£396Scandinavian Airlines

Find Deal

Fri, 23 Jan - Sun, 25 Jan

09:15 - 16:45MXP-ORD

14h 30m1 stop

19:10 - 19:10ORD-MXP

17h 00m1 stop

£397Scandinavian Airlines

Find Deal

Fri, 23 Jan - Sun, 25 Jan

20:40 - 16:10MXP-ORD

26h 30m2 stops

19:15 - 15:05ORD-MXP

12h 50m1 stop

£401Scandinavian Airlines

Find Deal

Thu, 21 May - Tue, 26 May

12:55 - 16:45MXP-ORD

34h 50m2 stops

19:20 - 19:10ORD-MXP

16h 50m1 stop

£403Scandinavian Airlines

Find Deal

Wed, 28 Jan - Mon, 2 Feb

09:20 - 16:10MXP-ORD

13h 50m1 stop

19:15 - 15:05ORD-MXP

12h 50m1 stop

£405Scandinavian Airlines

Find Deal

Sat, 18 Apr - Mon, 27 Apr

16:20 - 18:15MXP-ORD

32h 55m1 stop

19:25 - 15:10ORD-MXP

12h 45m1 stop

£419Icelandair

Find Deal

Sat, 18 Apr - Fri, 24 Apr

16:20 - 18:15MXP-ORD

32h 55m1 stop

22:40 - 15:10ORD-MXP

33h 30m1 stop

£420Icelandair

Find Deal

Sat, 16 May - Tue, 26 May

06:10 - 14:55LIN-ORD

15h 45m2 stops

16:20 - 14:10ORD-LIN

14h 50m1 stop

£476United Airlines

Find Deal

Fri, 16 Jan - Sun, 25 Jan

06:00 - 15:20LIN-ORD

16h 20m1 stop

18:25 - 14:05ORD-LIN

12h 40m1 stop

£477United Airlines

Find Deal

Thu, 15 Jan - Wed, 28 Jan

12:40 - 19:55LIN-ORD

14h 15m1 stop

16:05 - 12:00ORD-LIN

12h 55m1 stop

£478United Airlines

Find Deal

Wed, 22 Apr - Tue, 28 Apr

Scandinavian Airlines flights from Milan to Chicago

Our best Scandinavian Airlines deals on Milan to Chicago flight tickets

Scandinavian Airlines

23 Jan

MXP11:15Milan Malpensa

12h 30m

1 stop

ORD16:45Chicago O'Hare Intl

25 Jan

ORD19:10Chicago O'Hare Intl

17h 00m

1 stop

MXP19:10Milan Malpensa

£396

Find similar

Scandinavian Airlines

23 Jan

MXP09:15Milan Malpensa

14h 30m

1 stop

ORD16:45Chicago O'Hare Intl

25 Jan

ORD19:10Chicago O'Hare Intl

17h 00m

1 stop

MXP19:10Milan Malpensa

£397

Find similar

Scandinavian Airlines

21 May

MXP20:40Milan Malpensa

26h 30m

2 stops

ORD16:10Chicago O'Hare Intl

26 May

ORD19:15Chicago O'Hare Intl

12h 50m

1 stop

MXP15:05Milan Malpensa

£401

Find similar

Icelandair flights from Milan to Chicago

Our best Icelandair deals on Milan to Chicago flight tickets

Icelandair

18 Apr

MXP16:20Milan Malpensa

32h 55m

1 stop

ORD18:15Chicago O'Hare Intl

24 Apr

ORD19:25Chicago O'Hare Intl

12h 45m

1 stop

MXP15:10Milan Malpensa

£419

Find similar

Icelandair

16 May

MXP16:20Milan Malpensa

32h 55m

1 stop

ORD18:15Chicago O'Hare Intl

26 May

ORD22:40Chicago O'Hare Intl

33h 30m

1 stop

MXP15:10Milan Malpensa

£420

Find similar

Icelandair

21 May

MXP16:20Milan Malpensa

32h 50m

1 stop

ORD18:10Chicago O'Hare Intl

1 Jun

ORD22:40Chicago O'Hare Intl

16h 20m

1 stop

MXP22:00Milan Malpensa

£430

Find similar

Fly from

Fly to

Route

Depart

Return

Price

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 23/1

11:15-16:45

1 stop12h 30m

Chicago O'Hare Intl

Sun 25/1

19:10-19:10

1 stop17h 00m

£396

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 23/1

09:15-16:45

1 stop14h 30m

Chicago O'Hare Intl

Sun 25/1

19:10-19:10

1 stop17h 00m

£397

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 21/5

20:40-16:10

2 stops26h 30m

Chicago O'Hare Intl

Tue 26/5

19:15-15:05

1 stop12h 50m

£401

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Wed 28/1

12:55-16:45

2 stops34h 50m

Chicago O'Hare Intl

Mon 2/2

19:20-19:10

1 stop16h 50m

£403

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 18/4

09:20-16:10

1 stop13h 50m

Chicago O'Hare Intl

Mon 27/4

19:15-15:05

1 stop12h 50m

£405

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 18/4

16:20-18:15

1 stop32h 55m

Chicago O'Hare Intl

Fri 24/4

19:25-15:10

1 stop12h 45m

£419

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sat 16/5

16:20-18:15

1 stop32h 55m

Chicago O'Hare Intl

Tue 26/5

22:40-15:10

1 stop33h 30m

£420

MilanChicago

LIN - ORD

LINORD

Milan Linate

Fri 16/1

06:10-14:55

2 stops15h 45m

Chicago O'Hare Intl

Sun 25/1

16:20-14:10

1 stop14h 50m

£476

MilanChicago

LIN - ORD

LINORD

Milan Linate

Thu 15/1

06:00-15:20

1 stop16h 20m

Chicago O'Hare Intl

Wed 28/1

18:25-14:05

1 stop12h 40m

£477

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 22/4

12:40-19:55

1 stop14h 15m

Chicago O'Hare Intl

Tue 28/4

16:05-12:00

1 stop12h 55m

£478

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Milan to Chicago

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

Delays

Other information

What is the typical price of a round-trip flight between Milan and Chicago?

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Milan is in February. Flight prices, which tend to average around £432, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Milan during March instead. Flights to Chicago in March, while not as cheap as those in February, still average around £435.

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

The cheapest day to depart on your flight to Chicago is on a Saturday when prices can be found for as low as £562. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Monday, with ticket prices averaging around £1,036.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Milan in the morning is the least expensive time of day to depart. momondo users have found prices as low as £608 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £657.

What is the cheapest Milan to Chicago flight route?

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

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

There are 2 cabin classes available to choose from on Milan to Chicago 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 Milan to Chicago flights?

You could potentially save up to 67% on your flight if you consider stops on a Milan to Chicago flight.

How have Milan to Chicago flight prices changed over time?

As of November 2025, prices for Milan to Chicago flights are approximately 2% cheaper when compared to flights at the same time last year.

When to book flights from Milan to Chicago

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

Estimated return price

Cheap Milan to Chicago (MIL to CHI) flight deals and tips

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

Fastest flight time	9h 40m
Direct flights	Tue, Wed, Thu, Fri, Sat and Sun
Airports in Chicago	1 airport

The fastest flight from Milan to Chicago takes 9h 40m

Direct flights go from Milan to Chicago on Tuesday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights..

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

Search flight deals

How far is Milan to Chicago by plane?
There are 4526.2 mi between Milan and Chicago. By plane, this route typically takes 11h 55m.
When did momondo last update prices for flights from Milan to Chicago?
Prices for flights from Milan to Chicago are updated daily.
How old do you have to be to fly from Milan to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Milan to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Milan to Chicago?
momondo data reveals that the most frequently booked plane model on the route from Milan to Chicago is Boeing 787-8 Dreamliner, representing 39.78% of all bookings. The subsequent popular models are Boeing 787 Dreamliner at 38.22%, Airbus A330-300 at 4.89%, and Boeing 767-400 at 2.44%.

Why use momondo?

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

Finding the right flight to Chicago from Milan is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Flights from Milan to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Milan to Chicago 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 Milan to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Milan to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

An easier way to manage your Chicago trip

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

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Popular Cities in the United States

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Flights to Washington, D.C.from £348

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Flights to Dallasfrom £351

Flights to Houstonfrom £343

Flights to Tampafrom £414

Cheap flights from Milan to Chicago from £305

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Milan to Chicago departing on 25/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

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Price Alerts

Find the cheapest flights from Milan to Chicago

Cheap return flights

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Cheap last-minute flights

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Scandinavian Airlines flights from Milan to Chicago

Our best Scandinavian Airlines deals on Milan to Chicago flight tickets

Icelandair flights from Milan to Chicago

Our best Icelandair deals on Milan to Chicago flight tickets

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Milan to Chicago

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 Milan and Chicago?

What is the cheapest month to fly to Chicago?

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

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Milan in the morning is the least expensive time of day to depart. momondo users have found prices as low as £608 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £657.

What is the cheapest Milan to Chicago flight route?

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

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

There are 2 cabin classes available to choose from on Milan to Chicago 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 Milan to Chicago flights?

You could potentially save up to 67% on your flight if you consider stops on a Milan to Chicago flight.

How have Milan to Chicago flight prices changed over time?

As of November 2025, prices for Milan to Chicago flights are approximately 2% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Milan to Chicago?

Air Serbia and British Airways are the most popular carriers operating from Milan to Chicago

How often are flights from Milan to Chicago delayed?

Historically, on average around 18% of flights between Milan and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 196 minutes.

What is the most punctual flight time for Milan to Chicago flights?

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Friday is statistically the day of the week that experiences the fewest delays on this flight route. Tuesday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Milan to Chicago flights?

According to our data, Qatar Airways have had the fewest delays on this route over the last 12 months, with about 17% of their flights experiencing any sort of delay.

How many flights depart from Milan to Chicago on average per day?

5 flights are operational daily from Milan to Chicago as of November 2025. The most popular departure time for this route is 15:00, with 100% of flights per day taking off in the afternoon.

How many flights depart from Milan to Chicago on average per week?

The number of flights available between Milan and Chicago is 35 per week as of November 2025. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.

When to book flights from Milan to Chicago

Cheap Milan to Chicago (MIL to CHI) flight deals and tips

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Milan to Chicago by plane?

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

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

What documentation or ID do you need to fly to Chicago?

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

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organise 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago