How long does it take to fly to Chicago?

Average flight duration from Italy to Chicago depends on which airport you fly into and out of. Flying from Milan to Chicago O'Hare Intl Airport is 9h 40m on average, while flying from Rome to Chicago O'Hare Intl Airport is 10h 25m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

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

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

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

As of December 2025, 6 flights take off from Italy and land in Chicago each day. The most common flight departure time for this route is 9:00AM, with 85% of daily flights taking off at noon.

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

According to our data, Ethiopian Air have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

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

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

How often are flights from Italy to Chicago delayed?

Historically, on average around 18% of flights between Italy and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 184 minutes.

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

As of December 2025, 46 flights take off from Italy and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and British Airways are the top three most popular airlines that fly to Chicago from Italy according to our data. American Airlines is the first choice among our users, with 41% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

TAP AIR PORTUGAL and Delta are the most popular carriers operating from Italy to Chicago

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

Prices for flights from Italy to Chicago are updated daily.

How many operators does momondo search for flights from Italy to Chicago?

As of December 2025, there are 5 operators available to choose from for flights from Italy to Chicago.

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

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 Italy 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.

$335 Cheap Flights from Italy to Chicago in 2025/26

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Find the cheapest flights from Italy to Chicago

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

5:50 pm - 2:45 pm

VCE

ORD

27h 55m1 stop

8:15 pm - 5:00 pm

ORD

VCE

13h 45m1 stop

$464TAP AIR PORTUGAL

Sat, Jan 17 - Fri, Jan 30

6:45 am - 5:20 pm

BGY

ORD

17h 35m2 stops

6:30 pm - 12:10 am

ORD

BGY

22h 40m2 stops

$521Multiple Airlines

Wed, Jan 28 - Wed, Feb 4

7:00 am - 1:10 pm

LIN

ORD

13h 10m1 stop

11:15 am - 1:10 pm

ORD

LIN

18h 55m2 stops

$622ITA Airways

Sun, Apr 26 - Fri, May 1

7:00 am - 1:10 pm

LIN

ORD

13h 10m1 stop

3:00 pm - 3:10 pm

ORD

LIN

17h 10m1 stop

$624ITA Airways

Sun, Apr 26 - Fri, May 1

12:40 pm - 3:25 pm

NAP

ORD

33h 45m1 stop

11:44 am - 3:35 pm

ORD

NAP

20h 51m2 stops

$642American Airlines

Thu, Jan 22 - Thu, Jan 29

12:40 pm - 3:25 pm

NAP

ORD

33h 45m1 stop

1:25 pm - 3:35 pm

ORD

NAP

19h 10m2 stops

$643American Airlines

Thu, Jan 22 - Thu, Jan 29

12:40 pm - 3:25 pm

NAP

ORD

33h 45m1 stop

5:10 pm - 3:35 pm

ORD

NAP

15h 25m1 stop

$645British Airways

Thu, Jan 22 - Thu, Jan 29

12:40 pm - 5:00 pm

NAP

ORD

35h 20m1 stop

11:40 am - 11:45 am

ORD

NAP

18h 05m2 stops

$646British Airways

Thu, Feb 26 - Wed, Mar 18

6:20 am - 2:55 pm

NAP

ORD

15h 35m1 stop

11:44 am - 2:10 pm

ORD

NAP

19h 26m2 stops

$674Iberia

Thu, Jan 29 - Thu, Feb 5

6:20 am - 8:10 pm

NAP

ORD

20h 50m2 stops

11:44 am - 2:10 pm

ORD

NAP

19h 26m2 stops

$680Iberia

Thu, Jan 29 - Thu, Feb 5

ITA Airways flights from Italy to Chicago

Our best ITA Airways deals on Italy to Chicago flight tickets

ITA Airways

Apr 8

VCE6:15 amVenice Marco Polo

13h 55m

1 stop

ORD1:10 pmChicago O'Hare Intl

Apr 22

ORD3:00 pmChicago O'Hare Intl

12h 30m

1 stop

VCE10:30 amVenice Marco Polo

$602

Find similar

ITA Airways

Apr 8

VCE6:15 amVenice Marco Polo

13h 55m

1 stop

ORD1:10 pmChicago O'Hare Intl

Apr 22

ORD10:40 amChicago O'Hare Intl

20h 50m

2 stops

VCE2:30 pmVenice Marco Polo

$606

Find similar

ITA Airways

Apr 26

LIN7:00 amMilan Linate

13h 10m

1 stop

ORD1:10 pmChicago O'Hare Intl

May 1

ORD11:15 amChicago O'Hare Intl

18h 55m

2 stops

LIN1:10 pmMilan Linate

$622

Find similar

LOT flights from Italy to Chicago

Our best LOT deals on Italy to Chicago flight tickets

LOT

Apr 8

VCE7:25 pmVenice Marco Polo

31h 25m

1 stop

ORD7:50 pmChicago O'Hare Intl

Apr 21

ORD9:50 pmChicago O'Hare Intl

13h 50m

1 stop

VCE6:40 pmVenice Marco Polo

$633

Find similar

LOT

Apr 8

VCE7:25 pmVenice Marco Polo

31h 25m

1 stop

ORD7:50 pmChicago O'Hare Intl

Apr 19

ORD5:15 pmChicago O'Hare Intl

35h 05m

1 stop

VCE11:20 amVenice Marco Polo

$638

Find similar

LOT

Apr 15

VCE7:25 pmVenice Marco Polo

31h 25m

1 stop

ORD7:50 pmChicago O'Hare Intl

Apr 19

ORD9:50 pmChicago O'Hare Intl

30h 30m

1 stop

VCE11:20 amVenice Marco Polo

$639

Find similar

Fly from

Fly to

Route

Depart

Return

Price

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Sat 1/17

5:50 pm-2:45 pm

1 stop27h 55m

Chicago O'Hare Intl

Fri 1/30

8:15 pm-5:00 pm

1 stop13h 45m

$464

BergamoChicago

BGY - ORD

BGYORD

Bergamo Orio Al Serio

Wed 1/28

6:45 am-5:20 pm

2 stops17h 35m

Chicago O'Hare Intl

Wed 2/4

6:30 pm-12:10 am

2 stops22h 40m

$521

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 4/26

7:00 am-1:10 pm

1 stop13h 10m

Chicago O'Hare Intl

Fri 5/1

11:15 am-1:10 pm

2 stops18h 55m

$622

MilanChicago

LIN - ORD

LINORD

Milan Linate

Sun 4/26

7:00 am-1:10 pm

1 stop13h 10m

Chicago O'Hare Intl

Fri 5/1

3:00 pm-3:10 pm

1 stop17h 10m

$624

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

11:44 am-3:35 pm

2 stops20h 51m

$642

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

1:25 pm-3:35 pm

2 stops19h 10m

$643

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

5:10 pm-3:35 pm

1 stop15h 25m

$645

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 2/26

12:40 pm-5:00 pm

1 stop35h 20m

Chicago O'Hare Intl

Wed 3/18

11:40 am-11:45 am

2 stops18h 05m

$646

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/29

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 2/5

11:44 am-2:10 pm

2 stops19h 26m

$674

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/29

6:20 am-8:10 pm

2 stops20h 50m

Chicago O'Hare Intl

Thu 2/5

11:44 am-2:10 pm

2 stops19h 26m

$680

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How to get the cheapest flight ticket from Italy 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 cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Italy, with most prices found around $611. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Italy to Chicago during February average around $620.

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 Thursday when prices can be found for as low as $729. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Italy to Chicago for around $875.

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

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Italy to Chicago during this time can be as low as $748. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $777.

What is the cheapest Italy to Chicago flight route?

Fly from Rome Fiumicino to Chicago O'Hare Intl for the best Italy - Chicago flight prices

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Italy when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $775 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Italy for as low as $557 on momondo.

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

There are 3 cabin classes available to choose from on Italy 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 Italy to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Italy to Chicago flight.

Cheap Italy to Chicago flight deals and tips

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

Best Price Found	$512
Fastest flight time	9h 40m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Italy in the past 72 hours is $512. The best round-trip flight deal from Italy to Chicago found on momondo in the last 72 hours is $690.

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

Direct flights go from Italy to Chicago every day.

There are 3 airports in Chicago. From Italy there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

When did momondo last update prices for flights from Italy to Chicago?
Prices for flights from Italy to Chicago are updated daily.
How many operators does momondo search for flights from Italy to Chicago?
As of December 2025, there are 5 operators available to choose from for flights from Italy to Chicago.
How old do you have to be to fly from Italy to Chicago?
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 Italy 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 Italy to Chicago?
Based on momondo bookings for flights between Italy and Chicago, the leading plane model is Boeing 787 Dreamliner, making up 34.68% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 20.94%, Boeing 787-10 Dreamliner with 13.96%, and Boeing 787-9 Dreamliner with 5.67%.

Best airlines flying from Italy to Chicago

Compare and see reviews for airlines that fly from Italy to Chicago with momondo

Airline	Rating	Free Cancellation	Price
British Airways	PriceFrom $525	Free Cancellation	Rating 6.7 7,575 reviews	Search British Airways flights
American Airlines	PriceFrom $536	Free Cancellation	Rating 7.2 11,051 reviews	Search American Airlines flights
Iberia	PriceFrom $550	Free Cancellation	Rating 7.0 3,051 reviews	Search Iberia flights
United Airlines	PriceFrom $585	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights
Lufthansa	PriceFrom $690	Free Cancellation	Rating 6.8 7,628 reviews	Search Lufthansa flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Italy 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 Italy to Chicago with flexible booking policies on momondo?

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

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

Once all potential Italy to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Italy. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

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Chicago O'Hare Intl Airport

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Flights to Denverfrom $54

Cheap flights from Italy to Chicago from $335

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Italy to Chicago departing on 2/9. 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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Big names and deals

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Find the cheapest flights from Italy to Chicago

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ITA Airways flights from Italy to Chicago

Our best ITA Airways deals on Italy to Chicago flight tickets

LOT flights from Italy to Chicago

Our best LOT deals on Italy to Chicago flight tickets

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

See travel insights to Chicago from

How to get the cheapest flight ticket from Italy to Chicago

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Italy, with most prices found around $611. If you’re not able to fly to Chicago in April, then February is your next best option. Flight prices from Italy to Chicago during February average around $620.

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?

Our most recent data shows that the best time of day to fly to Chicago is at noon. Flights from Italy to Chicago during this time can be as low as $748. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $777.

What is the cheapest Italy to Chicago flight route?

Fly from Rome Fiumicino to Chicago O'Hare Intl for the best Italy - Chicago flight prices

How far in advance should I book a flight to Chicago?

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

There are 3 cabin classes available to choose from on Italy 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 Italy to Chicago flights?

You could potentially save up to 3% on your flight if you consider stops on a Italy to Chicago flight.

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

TAP AIR PORTUGAL and Delta are the most popular carriers operating from Italy to Chicago

What airlines fly to Chicago?

How often are flights from Italy to Chicago delayed?

Historically, on average around 18% of flights between Italy and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 184 minutes.

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

Generally, flights departing at night tend to experience fewer delays. Flights 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?

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Monday has historically seen more delays on average compared to the rest of the week.

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

According to our data, Ethiopian Air have had the least number of delays on this route over the last 12 months; with about 11% of their flights experiencing any sort of delay.

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

As of December 2025, 6 flights take off from Italy and land in Chicago each day. The most common flight departure time for this route is 9:00AM, with 85% of daily flights taking off at noon.

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

As of December 2025, 46 flights take off from Italy and land in Chicago each week. The most common flight departure day for this route is Mon, with 15% of weekly flights taking off on this day.

How long does it take to fly to Chicago?

Cheap Italy to Chicago flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

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

How many operators does momondo search for flights from Italy to Chicago?

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

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

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

Best airlines flying from Italy to Chicago

Compare and see reviews for airlines that fly from Italy to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

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

I’m not ready to book a flight from Italy 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, 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 the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago