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.

Which airline has the best punctuality record on $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] 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 is the most punctual flight time for $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] 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 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.

How often are flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] delayed?

Historically, on average around 18% of flights between $[0, place:'genitive'] and $[1, place:'genitive'] have experienced a delay on any given week. The average delay length over the past 12 months has been 183 minutes.

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

As of November 2025, 11 flights take off from Italy and land in Chicago each day. The most common flight departure time for this route is 9:00AM, with 52% of daily flights taking off at noon.

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

As of November 2025, 78 flights take off from Italy and land in Chicago each week. The most common flight departure day for this route is Sat, with 15% of weekly flights taking off on this day.

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

TAP AIR PORTUGAL, British Airways, and SWISS 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 November 2025, there are 4 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.

$303 Cheap Flights from Italy to Chicago in 2025/26

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Find the cheapest flights from Italy to Chicago

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One-way

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Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.

5:45 pm - 3:25 pmBLQ-ORD

28h 40m1 stop

7:10 pm - 4:55 pmORD-BLQ

14h 45m1 stop

$447TAP AIR PORTUGAL

Find Deal

jue., dic. 4 - mié., dic. 10

12:05 pm - 3:25 pmVCE-ORD

34h 20m1 stop

8:15 pm - 5:00 pmORD-VCE

13h 45m1 stop

$470TAP AIR PORTUGAL

Find Deal

jue., dic. 4 - vie., ene. 23

5:45 pm - 3:25 pmBLQ-ORD

28h 40m1 stop

7:10 pm - 4:55 pmORD-BLQ

14h 45m1 stop

$473TAP AIR PORTUGAL

Find Deal

jue., dic. 4 - mié., dic. 10

8:00 pm - 1:10 pmLIN-ORD

23h 10m1 stop

3:00 pm - 10:10 amORD-LIN

12h 10m1 stop

$589ITA Airways

Find Deal

sáb., mar. 28 - dom., abr. 5

9:00 pm - 1:10 pmLIN-ORD

23h 10m1 stop

8:50 am - 10:10 amORD-LIN

18h 20m2 stops

$594ITA Airways

Find Deal

mar., abr. 21 - dom., abr. 26

6:30 am - 1:30 pmFCO-ORD

14h 00m1 stop

11:36 am - 7:05 amORD-FCO

12h 29m1 stop

$614Iberia

Find Deal

mar., abr. 28 - mar., may. 12

11:05 am - 2:30 pmFCO-ORD

10h 25mnonstop

9:15 pm - 4:20 pmORD-FCO

12h 05m1 stop

$629British Airways

Find Deal

mar., abr. 28 - mar., may. 12

12:40 pm - 5:00 pmBLQ-ORD

35h 20m1 stop

11:40 am - 11:40 amORD-BLQ

17h 00m2 stops

$632American Airlines

Find Deal

jue., feb. 12 - lun., feb. 16

12:40 pm - 5:00 pmBLQ-ORD

35h 20m1 stop

8:35 pm - 12:55 pmORD-BLQ

33h 20m1 stop

$633American Airlines

Find Deal

jue., dic. 4 - mié., dic. 10

6:55 am - 5:47 pmVCE-ORD

17h 52m2 stops

8:45 pm - 7:30 pmORD-VCE

15h 45m1 stop

$635British Airways

Find Deal

mar., ene. 13 - mar., ene. 20

Scandinavian Airlines flights from Italy to Chicago

Our best Scandinavian Airlines deals on Italy to Chicago flight tickets

Scandinavian Airlines

Dec 5

VCE11:20 amVenice Marco Polo

12h 25m

1 stop

ORD4:45 pmChicago O'Hare Intl

Jan 23

ORD7:20 pmChicago O'Hare Intl

31h 55m

1 stop

VCE10:15 amVenice Marco Polo

$550

Find similar

Scandinavian Airlines

Feb 12

BLQ8:00 pmBologna Guglielmo Marconi

27h 45m

1 stop

ORD4:45 pmChicago O'Hare Intl

Feb 16

ORD7:20 pmChicago O'Hare Intl

17h 00m

1 stop

BLQ7:20 pmBologna Guglielmo Marconi

$565

Find similar

Scandinavian Airlines

Feb 12

BLQ8:00 pmBologna Guglielmo Marconi

27h 45m

1 stop

ORD4:45 pmChicago O'Hare Intl

Feb 16

ORD7:20 pmChicago O'Hare Intl

17h 00m

1 stop

BLQ7:20 pmBologna Guglielmo Marconi

$566

Find similar

Iberia flights from Italy to Chicago

Our best Iberia deals on Italy to Chicago flight tickets

Iberia

Apr 28

FCO6:30 amRome Fiumicino

14h 00m

1 stop

ORD1:30 pmChicago O'Hare Intl

May 12

ORD11:36 amChicago O'Hare Intl

12h 29m

1 stop

FCO7:05 amRome Fiumicino

$614

Find similar

Iberia

Feb 17

MXP9:55 pmMilan Malpensa

24h 30m

2 stops

ORD3:25 pmChicago O'Hare Intl

Mar 1

ORD11:40 amChicago O'Hare Intl

13h 30m

1 stop

MXP8:10 amMilan Malpensa

$665

Find similar

Iberia

Nov 27

FCO7:30 amRome Fiumicino

14h 25m

1 stop

ORD2:55 pmChicago O'Hare Intl

Dec 11

ORD2:38 pmChicago O'Hare Intl

11h 22m

1 stop

FCO9:00 amRome Fiumicino

$675

Find similar

Fly from

Fly to

Route

Depart

Return

Price

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

jue. 12/4

5:45 pm-3:25 pm

1 stop28h 40m

Chicago O'Hare Intl

mié. 12/10

7:10 pm-4:55 pm

1 stop14h 45m

$447

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

jue. 12/4

12:05 pm-3:25 pm

1 stop34h 20m

Chicago O'Hare Intl

vie. 1/23

8:15 pm-5:00 pm

1 stop13h 45m

$470

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

jue. 12/4

5:45 pm-3:25 pm

1 stop28h 40m

Chicago O'Hare Intl

mié. 12/10

7:10 pm-4:55 pm

1 stop14h 45m

$473

MilanChicago

LIN - ORD

LINORD

Milan Linate

sáb. 3/28

8:00 pm-1:10 pm

1 stop23h 10m

Chicago O'Hare Intl

dom. 4/5

3:00 pm-10:10 am

1 stop12h 10m

$589

MilanChicago

LIN - ORD

LINORD

Milan Linate

mar. 4/21

9:00 pm-1:10 pm

1 stop23h 10m

Chicago O'Hare Intl

dom. 4/26

8:50 am-10:10 am

2 stops18h 20m

$594

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

mar. 4/28

6:30 am-1:30 pm

1 stop14h 00m

Chicago O'Hare Intl

mar. 5/12

11:36 am-7:05 am

1 stop12h 29m

$614

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

mar. 4/28

11:05 am-2:30 pm

Nonstop10h 25m

Chicago O'Hare Intl

mar. 5/12

9:15 pm-4:20 pm

1 stop12h 05m

$629

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

jue. 2/12

12:40 pm-5:00 pm

1 stop35h 20m

Chicago O'Hare Intl

lun. 2/16

11:40 am-11:40 am

2 stops17h 00m

$632

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

jue. 12/4

12:40 pm-5:00 pm

1 stop35h 20m

Chicago O'Hare Intl

mié. 12/10

8:35 pm-12:55 pm

1 stop33h 20m

$633

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

mar. 1/13

6:55 am-5:47 pm

2 stops17h 52m

Chicago O'Hare Intl

mar. 1/20

8:45 pm-7:30 pm

1 stop15h 45m

$635

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

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 February is, on average, the cheapest month to fly to Chicago from Italy, with most prices found around $591. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Italy to Chicago during April average around $611.

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 $830.

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 $775.

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 $737 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 $524 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 9% 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	$450
Fastest flight time	9h 40m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Italy in the past 72 hours is $450. The best round-trip flight deal from Italy to Chicago found on momondo in the last 72 hours is $707.

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

Direct flights go from Italy to Chicago every day.

There is 1 airport near Chicago: 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 November 2025, there are 4 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 37.42% of the total bookings. Other popular models include Boeing 787-8 Dreamliner with 22.47%, Boeing 787-10 Dreamliner with 11.95%, and Boeing 787-9 Dreamliner with 4.51%.

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 7,532 reviews	Search British Airways flights
American Airlines	PriceFrom $536	Free Cancellation	Rating 7.2 11,044 reviews	Search American Airlines flights
Iberia	PriceFrom $550	Free Cancellation	Rating 7.0 3,025 reviews	Search Iberia flights
United Airlines	PriceFrom $585	Free Cancellation	Rating 7.4 9,019 reviews	Search United Airlines flights
SWISS	PriceFrom $600	Free Cancellation	Rating 7.5 1,788 reviews	Search SWISS flights

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

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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vie. 12/19

vie. 12/26

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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

Flights to New Yorkfrom $44

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Flights to San Franciscofrom $54

Flights to Washington, D.C.from $38

Flights to Bostonfrom $53

Flights to Atlantafrom $38

Flights to Dallasfrom $48

Flights to Seattlefrom $58

Flights to Denverfrom $48

Cheap flights from Italy to Chicago from $303

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 2/7. 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 and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Italy to Chicago

Recent round-trip flight deals from Italy to Chicago

Recent one-way flight deals from Italy to Chicago

Recent last minute flight deals from Italy to Chicago

Recent direct flight deals from Italy to Chicago

Scandinavian Airlines flights from Italy to Chicago

Our best Scandinavian Airlines deals on Italy to Chicago flight tickets

Iberia flights from Italy to Chicago

Our best Iberia deals on Italy to Chicago flight tickets

momondo Fare Finder

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

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 Chicago?

The month of February is, on average, the cheapest month to fly to Chicago from Italy, with most prices found around $591. If you’re not able to fly to Chicago in February, then April is your next best option. Flight prices from Italy to Chicago during April average around $611.

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 $775.

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 9% 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, British Airways, and SWISS are the most popular carriers operating from Italy to Chicago

What airlines fly to Chicago?

How often are flights $[0, preposition:'from ']$[0, article:'from ']$[0, place:'from'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] delayed?

Historically, on average around 18% of flights between $[0, place:'genitive'] and $[1, place:'genitive'] have experienced a delay on any given week. The average delay length over the past 12 months has been 183 minutes.

What is the most punctual flight time for $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] 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.

Which airline has the best punctuality record on $[0,article:'genitive ']$[0,place:'genitive'] $[1, preposition:'to ']$[1, article:'to ']$[1, place:'to'] 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 November 2025, 11 flights take off from Italy and land in Chicago each day. The most common flight departure time for this route is 9:00AM, with 52% of daily flights taking off at noon.

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

As of November 2025, 78 flights take off from Italy and land in Chicago each week. The most common flight departure day for this route is Sat, 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