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

Icelandair, Iberia, and TAP AIR PORTUGAL are the most popular carriers operating from Italy to Chicago O'Hare Intl

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 O'Hare Intl Airport on average per week?

As of August 2026, 103 flights take off from Italy and land in Chicago O'Hare Intl Airport each week. The most common flight departure day for this route is Mon, with 18% of weekly flights taking off on this day.

What airlines fly to Chicago O'Hare Intl Airport?

United Airlines, ITA Airways and American Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Italy according to our data. United Airlines is the first choice among our users, with 45% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 4 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

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 18% of their flights experiencing any sort of delay.

How long does it take to fly to Chicago O'Hare Intl Airport?

On average, it takes 9h 45m to fly from Italy to Chicago O'Hare Intl Airport if you fly out of Milan (the most popular airport in Italy) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago O'Hare Intl Airport). If you’re flying out of Rome and into Chicago O'Hare Intl Airport, then the flight time is around 10h 25m.

How often are flights from Italy to Chicago delayed?

Historically, on average around 22% 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 193 minutes.

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

As of August 2026, 14 flights take off from Italy and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 3:00PM, with 48% of daily flights taking off at noon.

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

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

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

As of August 2026, there are 4 operators available to choose from for flights from Italy to Chicago O'Hare Intl Airport.

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

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 Italy to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$366 Cheap Flights from Italy to Chicago O'Hare Intl Airport in 2026

Discover deals from 900+ travel sites with momondo.

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.

3:55 pm - 9:25 pm-

12h 30m

10:25 pm - 2:45 pm-

33h 20m

$536Icelandair

Fri, Aug 28 - Sun, Sep 13

3:55 pm - 6:15 pm-

33h 20m

7:25 pm - 2:45 pm-

12h 20m

$538Icelandair

Tue, Sep 22 - Mon, Sep 28

6:25 am - 1:10 pm-

13h 45m

3:00 pm - 10:40 am-

12h 40m

$571ITA Airways

Thu, Sep 10 - Sat, Sep 19

6:30 am - 1:10 pm-

13h 40m

3:00 pm - 2:45 pm-

16h 45m

$573ITA Airways

Thu, Sep 3 - Tue, Sep 8

3:20 pm - 4:29 pm-

32h 09m

4:00 pm - 1:40 pm-

38h 40m

$663United Airlines

Thu, Sep 10 - Sat, Sep 12

7:00 pm - 2:55 pm-

26h 55m

5:10 pm - 12:50 pm-

12h 40m

$668American Airlines

Sat, Nov 14 - Mon, Nov 23

8:20 pm - 2:55 pm-

25h 35m

6:50 pm - 2:55 pm-

13h 05m

$668American Airlines

Mon, Nov 2 - Tue, Nov 10

10:00 am - 1:30 pm-

10h 30mnonstop

7:05 pm - 11:45 pm-

21h 40m

$668British Airways

Thu, Sep 3 - Thu, Sep 17

7:40 am - 3:55 pm-

15h 15m

7:05 pm - 3:50 pm-

13h 45m

$668British Airways

Tue, Sep 15 - Sun, Oct 11

3:40 pm - 11:25 am-

26h 45m

2:30 pm - 1:15 pm-

15h 45m

$723United Airlines

Sat, Aug 15 - Sun, Aug 16

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Icelandair flights from Italy to Chicago O'Hare Intl Airport

Our best Icelandair deals on Italy to Chicago O'Hare Intl Airport flight tickets

Icelandair

Aug 28

VCE3:55 pmVenice Marco Polo

12h 30m

1 stop

ORD9:25 pmChicago O'Hare Intl

Sep 13

ORD10:25 pmChicago O'Hare Intl

33h 20m

1 stop

VCE2:45 pmVenice Marco Polo

$536

Icelandair

Sep 22

VCE3:55 pmVenice Marco Polo

33h 20m

1 stop

ORD6:15 pmChicago O'Hare Intl

Sep 28

ORD7:25 pmChicago O'Hare Intl

12h 20m

1 stop

VCE2:45 pmVenice Marco Polo

$538

Icelandair

Sep 8

VCE3:55 pmVenice Marco Polo

12h 30m

1 stop

ORD9:25 pmChicago O'Hare Intl

Sep 16

ORD10:25 pmChicago O'Hare Intl

33h 20m

1 stop

VCE2:45 pmVenice Marco Polo

$570

Finnair flights from Italy to Chicago O'Hare Intl Airport

Our best Finnair deals on Italy to Chicago O'Hare Intl Airport flight tickets

Finnair

Sep 3

NAP10:35 amNaples

14h 15m

1 stop

ORD5:50 pmChicago O'Hare Intl

Sep 9

ORD5:35 pmChicago O'Hare Intl

9h 25m

NAP10:00 amNaples

$587

Finnair

Sep 3

NAP3:00 pmNaples

10h 45m

ORD6:45 pmChicago O'Hare Intl

Sep 9

ORD5:35 pmChicago O'Hare Intl

9h 25m

NAP10:00 amNaples

$593

Finnair

Aug 31

NAP3:00 pmNaples

10h 45m

ORD6:45 pmChicago O'Hare Intl

Sep 7

ORD5:30 pmChicago O'Hare Intl

9h 30m

NAP10:00 amNaples

$597

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Fri 8/28

3:55 pm-9:25 pm

1 stop12h 30m

Chicago O'Hare Intl

Sun 9/13

10:25 pm-2:45 pm

1 stop33h 20m

$536

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Tue 9/22

3:55 pm-6:15 pm

1 stop33h 20m

Chicago O'Hare Intl

Mon 9/28

7:25 pm-2:45 pm

1 stop12h 20m

$538

Quickest round-trip

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 9/10

6:25 am-1:10 pm

1 stop13h 45m

Chicago O'Hare Intl

Sat 9/19

3:00 pm-10:40 am

1 stop12h 40m

$571

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 9/3

6:30 am-1:10 pm

1 stop13h 40m

Chicago O'Hare Intl

Tue 9/8

3:00 pm-2:45 pm

1 stop16h 45m

$573

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 9/10

3:20 pm-4:29 pm

1 stop32h 09m

Chicago O'Hare Intl

Sat 9/12

4:00 pm-1:40 pm

1 stop38h 40m

$663

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Sat 11/14

7:00 pm-2:55 pm

1 stop26h 55m

Chicago O'Hare Intl

Mon 11/23

5:10 pm-12:50 pm

1 stop12h 40m

$668

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Mon 11/2

8:20 pm-2:55 pm

1 stop25h 35m

Chicago O'Hare Intl

Tue 11/10

6:50 pm-2:55 pm

1 stop13h 05m

$668

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 9/3

10:00 am-1:30 pm

Nonstop10h 30m

Chicago O'Hare Intl

Thu 9/17

7:05 pm-11:45 pm

1 stop21h 40m

$668

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Tue 9/15

7:40 am-3:55 pm

1 stop15h 15m

Chicago O'Hare Intl

Sun 10/11

7:05 pm-3:50 pm

1 stop13h 45m

$668

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Sat 8/15

3:40 pm-11:25 am

1 stop26h 45m

Chicago O'Hare Intl

Sun 8/16

2:30 pm-1:15 pm

1 stop15h 45m

$723

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 Italy to Chicago O'Hare Intl Airport

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

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What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of February is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Italy averaging around $749.

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $765. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Italy because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,070.

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

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

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

You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Italy when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $789 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Italy for as low as $596 on momondo.

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

There are 3 cabin classes available to choose from on Italy to Chicago O'Hare Intl Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Cheap Italy to Chicago O'Hare Intl Airport flight deals and tips

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

Best Price Found	$569
Fastest flight time	9h 45m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Italy in the past 72 hours is $569. The best round-trip flight deal from Italy to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $658.

The fastest flight from Italy to Chicago O'Hare Intl Airport takes 9h 45m

Direct flights go from Italy to Chicago O'Hare Intl Airport every day.

Search flight deals

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

When did momondo last update prices for flights from Italy to Chicago O'Hare Intl Airport?
Prices for flights from Italy to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Italy to Chicago O'Hare Intl Airport?
As of August 2026, there are 4 operators available to choose from for flights from Italy to Chicago O'Hare Intl Airport.
How old do you have to be to fly from Italy to Chicago O'Hare Intl Airport?
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 Italy to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The necessary travel and health documents for your Chicago O'Hare Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Italy to Chicago O'Hare Intl Airport?
momondo data reveals that the most frequently booked plane model on the route from Italy to Chicago O'Hare Intl Airport is Boeing 787-10 Dreamliner, representing 42.30% of all bookings. The subsequent popular models are Airbus A330-900neo at 12.08%, Boeing 787 Dreamliner at 9.20%, and Boeing 787-9 Dreamliner at 8.45%.

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

Compare and see reviews for airlines that fly from Italy to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
British Airways	PriceFrom $571	Free Cancellation	Rating 6.7 8,147 reviews	Search British Airways flights
United Airlines	PriceFrom $585	Free Cancellation	Rating 7.4 10,060 reviews	Search United Airlines flights
American Airlines	PriceFrom $609	Free Cancellation	Rating 7.1 11,857 reviews	Search American Airlines flights
ITA Airways	PriceFrom $699	Free Cancellation	Rating 6.7 1,309 reviews	Search ITA Airways flights

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Aurora

Janesville

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Evanston

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Italy to Chicago. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. momondo allows you to filter the results for Italy to Chicago flights to just show those with flexible booking policies.

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

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

Price alerts on flights to Chicago from Italy 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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Cheap flights from Italy to Chicago from $366

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 9/20. 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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Icelandair flights from Italy to Chicago O'Hare Intl Airport

Our best Icelandair deals on Italy to Chicago O'Hare Intl Airport flight tickets

Finnair flights from Italy to Chicago O'Hare Intl Airport

Our best Finnair deals on Italy to Chicago O'Hare Intl Airport flight tickets

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

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

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

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

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

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

What airlines fly to Chicago O'Hare Intl Airport?

How often are flights from Italy to Chicago delayed?

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

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

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

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

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

How long does it take to fly to Chicago O'Hare Intl Airport?

Cheap Italy to Chicago O'Hare Intl Airport flight deals and tips

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

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

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