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

As of November 2025, there are 71 flights per week flying from Chicago to Italy. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

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

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

What airlines fly to Italy?

United Airlines, ITA Airways and American Airlines are the top three most popular airlines that fly to Italy from Chicago according to our data. United Airlines is the first choice among our users, with 38% of people opting to fly with this airline when traveling to Italy. Keep in mind that there are 18 different airlines that fly to Italy on a routine basis, so you have a few additional options to choose from.

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

10 flights are operational daily from Chicago to Italy as of November 2025. The most popular departure time for this route is 3:00PM, with 55% of flights per day taking off in the afternoon.

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

Prices for flights from Chicago to Italy refresh daily.

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

As of November 2025, there are 18 operators available to choose from for flights from Chicago to Italy.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Italy.

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

The travel and health documents you'll need for your trip to Italy 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 Italy. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$204 Cheap Flights from Chicago to Italy in 2025/26

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Cheap round-trip flights

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6:30 pm - 2:00 pmORD-FCO

12h 30m1 stop

11:25 am - 5:20 pmFCO-ORD

12h 55m1 stop

$404Icelandair

Find Deal

Thu, Feb 5 - Thu, Feb 12

6:30 pm - 2:00 pmORD-FCO

12h 30m1 stop

11:25 am - 5:20 pmFCO-ORD

12h 55m1 stop

$405Icelandair

Find Deal

Tue, Jan 20 - Mon, Jan 26

8:25 pm - 6:45 pmORD-FCO

15h 20m1 stop

7:35 pm - 2:45 pmFCO-ORD

26h 10m1 stop

$408TAP AIR PORTUGAL

Find Deal

Sun, Dec 7 - Sat, Dec 13

7:10 pm - 6:45 pmORD-FCO

16h 35m1 stop

6:00 am - 3:00 pmFCO-ORD

16h 00m1 stop

$409TAP AIR PORTUGAL

Find Deal

Wed, Feb 4 - Wed, Feb 11

7:20 pm - 10:15 amORD-VCE

31h 55m1 stop

11:20 am - 4:45 pmVCE-ORD

12h 25m1 stop

$442Scandinavian Airlines

Find Deal

Fri, Jan 9 - Thu, Jan 22

7:15 pm - 10:10 amORD-VCE

31h 55m1 stop

11:00 am - 4:10 pmVCE-ORD

12h 10m1 stop

$451Scandinavian Airlines

Find Deal

Fri, Apr 3 - Sat, Apr 11

12:50 pm - 9:55 amORD-BLQ

15h 05m1 stop

7:00 pm - 9:40 amBLQ-ORD

21h 40m1 stop

$489Turkish Airlines

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Thu, Mar 26 - Thu, Apr 2

11:25 am - 9:25 amORD-BLQ

15h 00m1 stop

7:00 pm - 9:40 amBLQ-ORD

21h 40m1 stop

$507Turkish Airlines

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Sun, Mar 29 - Tue, Apr 7

3:00 pm - 9:10 pmORD-LIN

23h 10m1 stop

7:00 am - 6:25 pmLIN-ORD

18h 25m2 stops

$532ITA Airways

Find Deal

Wed, Apr 15 - Wed, Apr 29

3:00 pm - 3:10 pmORD-LIN

17h 10m1 stop

7:00 am - 1:10 pmLIN-ORD

13h 10m1 stop

$546ITA Airways

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Wed, Apr 1 - Fri, Apr 10

ITA Airways flights from Chicago to Italy

Our best ITA Airways deals on Chicago to Italy flight tickets

ITA Airways

Dec 10

ORD9:19 amChicago O'Hare Intl

22h 11m

2 stops

VCE2:30 pmVenice Marco Polo

Dec 17

VCE6:15 amVenice Marco Polo

19h 05m

2 stops

ORD6:20 pmChicago O'Hare Intl

$658

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ITA Airways

May 4

ORD3:00 pmChicago O'Hare Intl

12h 30m

1 stop

VCE10:30 amVenice Marco Polo

May 13

VCE6:15 amVenice Marco Polo

17h 55m

2 stops

ORD5:10 pmChicago O'Hare Intl

$662

Find similar

ITA Airways

Nov 16

ORD10:48 amChicago O'Hare Intl

16h 22m

2 stops

LIN10:10 amMilan Linate

Dec 2

LIN9:30 pmMilan Linate

29h 53m

2 stops

ORD8:23 pmChicago O'Hare Intl

$943

Find similar

Scandinavian Airlines flights from Chicago to Italy

Our best Scandinavian Airlines deals on Chicago to Italy flight tickets

Scandinavian Airlines

Apr 7

ORD10:10 amChicago O'Hare Intl

18h 20m

2 stops

FLR11:30 amFlorence Peretola

Apr 14

FLR7:55 pmFlorence Peretola

27h 15m

1 stop

ORD4:10 pmChicago O'Hare Intl

$398

Find similar

Scandinavian Airlines

Apr 14

ORD7:00 amChicago O'Hare Intl

29h 05m

2 stops

FLR7:05 pmFlorence Peretola

Apr 26

FLR7:55 pmFlorence Peretola

27h 15m

1 stop

ORD4:10 pmChicago O'Hare Intl

$426

Find similar

Scandinavian Airlines

Apr 1

ORD6:10 pmChicago O'Hare Intl

41h 55m

2 stops

FLR7:05 pmFlorence Peretola

Apr 26

FLR7:55 pmFlorence Peretola

27h 15m

1 stop

ORD4:10 pmChicago O'Hare Intl

$437

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Thu 2/5

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Thu 2/12

11:25 am-5:20 pm

1 stop12h 55m

$404

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 1/20

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Mon 1/26

11:25 am-5:20 pm

1 stop12h 55m

$405

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 12/7

8:25 pm-6:45 pm

1 stop15h 20m

Rome Fiumicino

Sat 12/13

7:35 pm-2:45 pm

1 stop26h 10m

$408

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 2/4

7:10 pm-6:45 pm

1 stop16h 35m

Rome Fiumicino

Wed 2/11

6:00 am-3:00 pm

1 stop16h 00m

$409

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

Fri 1/9

7:20 pm-10:15 am

1 stop31h 55m

Venice Marco Polo

Thu 1/22

11:20 am-4:45 pm

1 stop12h 25m

$442

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

Fri 4/3

7:15 pm-10:10 am

1 stop31h 55m

Venice Marco Polo

Sat 4/11

11:00 am-4:10 pm

1 stop12h 10m

$451

ChicagoBologna

ORD - BLQ

ORDBLQ

Chicago O'Hare Intl

Thu 3/26

12:50 pm-9:55 am

1 stop15h 05m

Bologna Guglielmo Marconi

Thu 4/2

7:00 pm-9:40 am

1 stop21h 40m

$489

ChicagoBologna

ORD - BLQ

ORDBLQ

Chicago O'Hare Intl

Sun 3/29

11:25 am-9:25 am

1 stop15h 00m

Bologna Guglielmo Marconi

Tue 4/7

7:00 pm-9:40 am

1 stop21h 40m

$507

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 4/15

3:00 pm-9:10 pm

1 stop23h 10m

Milan Linate

Wed 4/29

7:00 am-6:25 pm

2 stops18h 25m

$532

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

Wed 4/1

3:00 pm-3:10 pm

1 stop17h 10m

Milan Linate

Fri 4/10

7:00 am-1:10 pm

1 stop13h 10m

$546

Flights are sorted by cheapest round-trip flights first.

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How to get the cheapest flight ticket from Chicago to Italy

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

Other information

What is the cheapest month to fly to Italy?

The cheapest month to fly to Italy from Chicago is in November. Flight prices, which tend to average around $578, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Italy from Chicago during January instead. Flights to Italy in January, while not as cheap as those in November, still average around $580.

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

According to our data, Tuesday is the cheapest day to fly to Italy from Chicago. The lowest ticket price found for a Tuesday departure recently was $901. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Italy for around $1,022.

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

Our data shows that the cheapest Chicago to Italy flights are usually those with departure times in the evening. Our users have found flights to Italy in the evening for as low as $686. In contrast, the most expensive time of day to depart to Italy is in the afternoon when prices are around $960.

What is the cheapest Chicago to Italy flight route?

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

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

You are more likely to see cheaper flights to Italy from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Italy for around $794 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Italy from Chicago for as low as $769 on momondo.

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

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

No. A direct flight is the cheapest option for a flight between Chicago to Italy.

Cheap Chicago to Italy flight deals and tips

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

Best Price Found	$481
Fastest flight time	8h 30m
Direct flights	Every day
Airports in Italy	2 airports

The best one-way flight to Italy from Chicago in the past 72 hours is $481. The best round-trip flight deal from Chicago to Italy found on momondo in the last 72 hours is $761.

The fastest flight from Chicago to Italy takes 8h 30m

Direct flights go from Chicago to Italy every day.

There are 2 airports near Italy: Rome Fiumicino (FCO), Milan Malpensa (MXP)

Search flight deals

When did momondo last update prices for flights from Chicago to Italy?
Prices for flights from Chicago to Italy refresh daily.
How many operators does momondo search for flights from Chicago to Italy?
As of November 2025, there are 18 operators available to choose from for flights from Chicago to Italy.
How old do you have to be to fly from Chicago to Italy?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Italy.
What documentation or ID do you need to fly to Italy?
The travel and health documents you'll need for your trip to Italy 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 Italy. 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 Chicago to Italy?
Based on momondo bookings for flights between Chicago and Italy, the leading plane model is Boeing 787 Dreamliner, making up 43.73% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 23.47%, Boeing 787-10 Dreamliner with 20.51%, and Airbus A330-900neo with 6.88%.

Best airlines flying from Chicago to Italy

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

Airline	Rating	Free Cancellation	Price
TAP AIR PORTUGAL	PriceFrom $338	Free Cancellation	Rating 7.1 2,059 reviews	Search TAP AIR PORTUGAL flights
Air Canada	PriceFrom $390	Free Cancellation	Rating 7.1 10,450 reviews	Search Air Canada flights
Icelandair	PriceFrom $392	Free Cancellation	Rating 7.1 578 reviews	Search Icelandair flights
Scandinavian Airlines	PriceFrom $414	Free Cancellation	Rating 7.4 1,577 reviews	Search Scandinavian Airlines flights
Iberia	PriceFrom $415	Free Cancellation	Rating 7.0 3,016 reviews	Search Iberia flights
SWISS	PriceFrom $416	Free Cancellation	Rating 7.5 1,785 reviews	Search SWISS flights
Delta	PriceFrom $419	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights
Air France	PriceFrom $458	Free Cancellation	Rating 7.4 1,487 reviews	Search Air France flights
Turkish Airlines	PriceFrom $488	Free Cancellation	Rating 7.3 4,044 reviews	Search Turkish Airlines flights
KLM	PriceFrom $491	Free Cancellation	Rating 7.7 1,411 reviews	Search KLM flights

Why use momondo?

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

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 Italy from Chicago.

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

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

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

momondo provides multiple filters to help you find the best flight to Italy from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

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

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Find better results for your trip to Italy

Popular cities in Italy

Flights to Romefrom $321

Flights to Milanfrom $323

Flights to Venicefrom $344

Flights to Naplesfrom $342

Flights to Florencefrom $349

Flights to Cataniafrom $387

Flights to Palermofrom $418

Flights to Bolognafrom $360

Flights to Barifrom $404

Flights to Olbiafrom $462

Flights to Pisafrom $404

Flights to Cagliarifrom $432

Cheap flights from Chicago to Italy from $204

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Italy departing on 2/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Chicago to Italy

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ITA Airways flights from Chicago to Italy

Our best ITA Airways deals on Chicago to Italy flight tickets

Scandinavian Airlines flights from Chicago to Italy

Our best Scandinavian Airlines deals on Chicago to Italy flight tickets

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How to get the cheapest flight ticket from Chicago to Italy

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 cheapest month to fly to Italy?

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

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

Our data shows that the cheapest Chicago to Italy flights are usually those with departure times in the evening. Our users have found flights to Italy in the evening for as low as $686. In contrast, the most expensive time of day to depart to Italy is in the afternoon when prices are around $960.

What is the cheapest Chicago to Italy flight route?

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

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

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

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

No. A direct flight is the cheapest option for a flight between Chicago to Italy.

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

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

What airlines fly to Italy?

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

10 flights are operational daily from Chicago to Italy as of November 2025. The most popular departure time for this route is 3:00PM, with 55% of flights per day taking off in the afternoon.

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

As of November 2025, there are 71 flights per week flying from Chicago to Italy. The most common day of the week flights depart is Mon, with 15% of flights taking off on this day.

Cheap Chicago to Italy flight deals and tips

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

Best Price Found

Fastest flight time

Direct flights

Airports in Italy

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

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

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

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

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

Best airlines flying from Chicago to Italy

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

Why use momondo?

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

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

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

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

An easier way to manage your Italy 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

Popular cities in Italy

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