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 16% of their flights experiencing any sort of delay.

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 is the cheapest airline that flies from Milan to Chicago?

Air Serbia and TAP AIR PORTUGAL are the most popular carriers operating from Milan to Chicago

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

Sunday 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 198 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.

£279 Cheap Flights from Milan to Chicago in 2026

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 £409 to £622. The lowest price recently found on this route was £390.

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Find the cheapest flights from Milan to Chicago

Round-trip

One-way

Last minute

Direct

Cheap return flights

Enter your travel dates to find the best prices.

07:25 - 15:00

MXP

ORD

14h 35m

1 stop

17:00 - 13:45

ORD

MXP

13h 45m

1 stop

£390Multiple Airlines

Fri, 22 May - Mon, 1 Jun

10:35 - 17:50

MXP

ORD

14h 15m

1 stop

22:20 - 23:35

ORD

MXP

18h 15m

1 stop

£396Multiple Airlines

Mon, 20 Apr - Mon, 11 May

11:15 - 16:45

MXP

ORD

12h 30m

1 stop

19:10 - 19:10

ORD

MXP

17h 00m

1 stop

£407Scandinavian Airlines

Thu, 19 Feb - Sun, 22 Feb

08:55 - 18:15

MXP

ORD

16h 20m

1 stop

21:30 - 18:10

ORD

MXP

13h 40m

1 stop

£415Multiple Airlines

Thu, 21 May - Tue, 26 May

09:15 - 16:45

MXP

ORD

14h 30m

1 stop

19:20 - 10:25

ORD

MXP

32h 05m

1 stop

£416Scandinavian Airlines

Thu, 26 Feb - Mon, 2 Mar

11:15 - 16:55

MXP

ORD

12h 40m

1 stop

19:20 - 19:10

ORD

MXP

16h 50m

1 stop

£434Scandinavian Airlines

Sun, 1 Feb - Sat, 7 Feb

11:10 - 18:15

LIN

ORD

14h 05m

1 stop

21:15 - 16:40

ORD

LIN

12h 25m

1 stop

£460British Airways

Wed, 22 Apr - Fri, 8 May

06:15 - 11:10

LIN

ORD

11h 55m

1 stop

18:25 - 12:45

ORD

LIN

11h 20m

1 stop

£461Lufthansa

Sun, 8 Feb - Tue, 17 Feb

06:10 - 13:25

LIN

ORD

14h 15m

1 stop

18:17 - 16:55

ORD

LIN

15h 38m

2 stops

£462United Airlines

Wed, 4 Feb - Sun, 8 Feb

06:00 - 13:25

LIN

ORD

14h 25m

1 stop

13:00 - 11:55

ORD

LIN

15h 55m

2 stops

£463United Airlines

Thu, 29 Jan - Mon, 2 Feb

British Airways flights from Milan to Chicago

Our best British Airways deals on Milan to Chicago flight tickets

British Airways

9 May

MXP14:20Milan Malpensa

14h 14m

1 stop

ORD21:34Chicago O'Hare Intl

18 May

ORD16:49Chicago O'Hare Intl

17h 56m

2 stops

MXP17:45Milan Malpensa

£452

British Airways

8 Feb

MXP10:25Milan Malpensa

14h 17m

1 stop

ORD17:42Chicago O'Hare Intl

7 Mar

ORD21:45Chicago O'Hare Intl

12h 25m

1 stop

MXP17:10Milan Malpensa

£459

British Airways

22 Apr

LIN11:10Milan Linate

14h 05m

1 stop

ORD18:15Chicago O'Hare Intl

8 May

ORD21:15Chicago O'Hare Intl

12h 25m

1 stop

LIN16:40Milan Linate

£460

Icelandair flights from Milan to Chicago

Our best Icelandair deals on Milan to Chicago flight tickets

Icelandair

9 May

MXP16:20Milan Malpensa

32h 55m

1 stop

ORD18:15Chicago O'Hare Intl

15 May

ORD19:25Chicago O'Hare Intl

12h 45m

1 stop

MXP15:10Milan Malpensa

£464

Icelandair

16 May

MXP16:20Milan Malpensa

32h 55m

1 stop

ORD18:15Chicago O'Hare Intl

26 May

ORD22:25Chicago O'Hare Intl

33h 45m

1 stop

MXP15:10Milan Malpensa

£465

Icelandair

15 Jan

MXP11:15Milan Malpensa

37h 05m

2 stops

ORD17:20Chicago O'Hare Intl

28 Jan

ORD18:30Chicago O'Hare Intl

17h 40m

2 stops

MXP19:10Milan Malpensa

£989

Fly from

Fly to

Route

Depart

Return

Price

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Fri 22/5

07:25-15:00

1 stop14h 35m

Chicago O'Hare Intl

Mon 1/6

17:00-13:45

1 stop13h 45m

£390

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Mon 20/4

10:35-17:50

1 stop14h 15m

Chicago O'Hare Intl

Mon 11/5

22:20-23:35

1 stop18h 15m

£396

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 19/2

11:15-16:45

1 stop12h 30m

Chicago O'Hare Intl

Sun 22/2

19:10-19:10

1 stop17h 00m

£407

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 21/5

08:55-18:15

1 stop16h 20m

Chicago O'Hare Intl

Tue 26/5

21:30-18:10

1 stop13h 40m

£415

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Thu 26/2

09:15-16:45

1 stop14h 30m

Chicago O'Hare Intl

Mon 2/3

19:20-10:25

1 stop32h 05m

£416

MilanChicago

MXP - ORD

MXPORD

Milan Malpensa

Sun 1/2

11:15-16:55

1 stop12h 40m

Chicago O'Hare Intl

Sat 7/2

19:20-19:10

1 stop16h 50m

£434

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 22/4

11:10-18:15

1 stop14h 05m

Chicago O'Hare Intl

Fri 8/5

21:15-16:40

1 stop12h 25m

£460

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 8/2

06:15-11:10

1 stop11h 55m

Chicago O'Hare Intl

Tue 17/2

18:25-12:45

1 stop11h 20m

£461

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 4/2

06:10-13:25

1 stop14h 15m

Chicago O'Hare Intl

Sun 8/2

18:17-16:55

2 stops15h 38m

£462

MilanChicago

LIN - ORD

LINORD

Milan Linate

Thu 29/1

06:00-13:25

1 stop14h 25m

Chicago O'Hare Intl

Mon 2/2

13:00-11:55

2 stops15h 55m

£463

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

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 £424, 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 £439.

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 £551. 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 £1,017.

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 January 2026, prices for Milan to Chicago flights are approximately 3% more expensive 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	Every day
Airports in Chicago	3 airports

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

Direct flights go from Milan to Chicago every day.

There are 3 airports in Chicago. From Milan there are direct flights to 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 9h 40m.
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 Dreamliner, representing 36.18% of all bookings. The subsequent popular models are Boeing 787-8 Dreamliner at 25.61%, Boeing 787-10 Dreamliner at 9.35%, and Airbus A330-300 at 8.54%.

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 Los Angelesfrom £294

Flights to San Franciscofrom £307

Flights to Bostonfrom £209

Flights to Las Vegasfrom £332

Flights to Washington, D.C.from £321

Flights to Atlantafrom £150

Flights to Dallasfrom £402

Flights to Houstonfrom £418

Flights to Tampafrom £366

Cheap flights from Milan to Chicago from £279

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 3/6. 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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Find the cheapest flights from Milan to Chicago

Cheap return flights

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British Airways flights from Milan to Chicago

Our best British Airways 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

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 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 January 2026, prices for Milan to Chicago flights are approximately 3% more expensive when compared to flights at the same time last year.

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

Air Serbia and TAP AIR PORTUGAL 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 198 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?

Sunday 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 16% of their flights experiencing any sort of delay.

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