Cheap flights from Italy to Chicago from $305

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 12/11. 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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0 bags

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Find the cheapest flights from Italy to Chicago

Recent round-trip flight deals from Italy to Chicago

TAP AIR PORTUGAL Logo
7:15 pm - 3:15 pmFLR-ORD
27h 00m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pmORD-FLR
16h 20m1 stop
$461TAP AIR PORTUGAL
Find Deal
Thu, Nov 6 - Wed, Nov 12
TAP AIR PORTUGAL Logo
5:50 pm - 2:45 pmVCE-ORD
27h 55m1 stop
TAP AIR PORTUGAL Logo
8:15 pm - 5:00 pmORD-VCE
13h 45m1 stop
$469TAP AIR PORTUGAL
Find Deal
Sat, Nov 15 - Fri, Nov 28
United Airlines Logo
6:40 am - 2:55 pmNAP-ORD
15h 15m1 stop
United Airlines Logo
10:50 pm - 5:25 pmORD-NAP
12h 35m1 stop
$533United Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
United Airlines Logo
6:45 am - 2:55 pmVCE-ORD
15h 10m2 stops
United Airlines Logo
1:36 pm - 8:55 amORD-VCE
12h 19m1 stop
$541United Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
American Airlines Logo
3:05 pm - 5:00 pmPMO-ORD
32h 55m1 stop
American Airlines Logo
1:15 pm - 12:35 pmORD-PMO
40h 20m2 stops
$555American Airlines
Find Deal
Thu, Nov 6 - Tue, Nov 11
American Airlines Logo
3:05 pm - 3:25 pmPMO-ORD
31h 20m1 stop
American Airlines Logo
9:45 pm - 12:35 pmORD-PMO
31h 50m1 stop
$556American Airlines
Find Deal
Thu, Nov 6 - Tue, Nov 11
British Airways Logo
12:40 pm - 5:00 pmNAP-ORD
35h 20m1 stop
British Airways Logo
11:45 am - 11:50 amORD-NAP
17h 05m2 stops
$558British Airways
Find Deal
Thu, Feb 19 - Mon, Feb 23
British Airways Logo
3:05 pm - 5:00 pmPMO-ORD
32h 55m1 stop
British Airways Logo
8:40 pm - 12:35 pmORD-PMO
32h 55m1 stop
$558British Airways
Find Deal
Thu, Nov 6 - Tue, Nov 11
Iberia Logo
6:50 am - 2:15 pmNAP-ORD
14h 25m1 stop
Iberia Logo
10:30 pm - 10:05 pmORD-NAP
16h 35m1 stop
$598Iberia
Find Deal
Thu, Oct 9 - Mon, Oct 13
Iberia Logo
6:50 am - 2:15 pmNAP-ORD
14h 25m1 stop
Iberia Logo
4:30 pm - 10:05 pmORD-NAP
22h 35m1 stop
$600Iberia
Find Deal
Thu, Oct 9 - Mon, Oct 13

United Airlines flights from Italy to Chicago O'Hare Intl Airport

Our best United Airlines deals on Italy to Chicago O'Hare Intl Airport flight tickets
United Airlines
Oct 23
NAP6:40 amNaples
15h 15m
1 stop
ORD2:55 pmChicago O'Hare Intl
Oct 28
ORD10:50 pmChicago O'Hare Intl
12h 35m
1 stop
NAP5:25 pmNaples
United Airlines
Nov 7
VCE6:45 amVenice Marco Polo
15h 10m
2 stops
ORD2:55 pmChicago O'Hare Intl
Nov 14
ORD1:36 pmChicago O'Hare Intl
12h 19m
1 stop
VCE8:55 amVenice Marco Polo
United Airlines
Oct 9
NAP2:00 pmNaples
14h 26m
1 stop
ORD9:26 pmChicago O'Hare Intl
Oct 17
ORD8:40 amChicago O'Hare Intl
18h 00m
1 stop
NAP9:40 amNaples

Lufthansa flights from Italy to Chicago O'Hare Intl Airport

Our best Lufthansa deals on Italy to Chicago O'Hare Intl Airport flight tickets
Lufthansa
Oct 21
NAP6:40 amNaples
13h 15m
1 stop
ORD12:55 pmChicago O'Hare Intl
Nov 5
ORD9:50 pmChicago O'Hare Intl
12h 35m
1 stop
NAP5:25 pmNaples
Lufthansa
Nov 8
LIN6:10 amMilan Linate
14h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
Nov 15
ORD9:50 pmChicago O'Hare Intl
14h 00m
1 stop
LIN6:50 pmMilan Linate
Lufthansa
Oct 30
LIN2:50 pmMilan Linate
12h 15m
1 stop
ORD9:05 pmChicago O'Hare Intl
Nov 13
ORD9:50 pmChicago O'Hare Intl
14h 00m
1 stop
LIN6:50 pmMilan Linate

momondo Fare Finder

 
Customize your flight search to find flights from Italy to Chicago O'Hare Intl Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated September 25, 2025.
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

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 11/6

7:15 pm-3:15 pm

1 stop27h 00m

Chicago O'Hare Intl

Wed 11/12

7:10 pm-6:30 pm

1 stop16h 20m

$461

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Sat 11/15

5:50 pm-2:45 pm

1 stop27h 55m

Chicago O'Hare Intl

Fri 11/28

8:15 pm-5:00 pm

1 stop13h 45m

$469

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 10/23

6:40 am-2:55 pm

1 stop15h 15m

Chicago O'Hare Intl

Tue 10/28

10:50 pm-5:25 pm

1 stop12h 35m

$533

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Fri 11/7

6:45 am-2:55 pm

2 stops15h 10m

Chicago O'Hare Intl

Fri 11/14

1:36 pm-8:55 am

1 stop12h 19m

$541

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 11/6

3:05 pm-5:00 pm

1 stop32h 55m

Chicago O'Hare Intl

Tue 11/11

1:15 pm-12:35 pm

2 stops40h 20m

$555

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 11/6

3:05 pm-3:25 pm

1 stop31h 20m

Chicago O'Hare Intl

Tue 11/11

9:45 pm-12:35 pm

1 stop31h 50m

$556

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 2/19

12:40 pm-5:00 pm

1 stop35h 20m

Chicago O'Hare Intl

Mon 2/23

11:45 am-11:50 am

2 stops17h 05m

$558

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 11/6

3:05 pm-5:00 pm

1 stop32h 55m

Chicago O'Hare Intl

Tue 11/11

8:40 pm-12:35 pm

1 stop32h 55m

$558

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 10/9

6:50 am-2:15 pm

1 stop14h 25m

Chicago O'Hare Intl

Mon 10/13

10:30 pm-10:05 pm

1 stop16h 35m

$598

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 10/9

6:50 am-2:15 pm

1 stop14h 25m

Chicago O'Hare Intl

Mon 10/13

4:30 pm-10:05 pm

1 stop22h 35m

$600

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

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

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

The month of November is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Italy averaging around $623.

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 Thursday when prices can be found for as low as $739. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday 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 $864.

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

Flying to Chicago O'Hare Intl Airport from Italy in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $655 when looking at flights departing in the afternoon. Try not to purchase tickets in the evening because they tend to be around $863. Of course, these prices can vary depending on the time of year and what airport you fly to.

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

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

How far in advance should I book a flight 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 $733 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 $465 on momondo.

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

There are 4 cabin classes available to choose from on Italy to Chicago O'Hare Intl 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 O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Italy to Chicago O'Hare Intl Airport.

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

$590

Fastest flight time

9h 50m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Italy in the past 72 hours is $590. The best round-trip flight deal from Italy to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $682.
The fastest flight from Italy to Chicago O'Hare Intl Airport takes 9h 50m
Direct flights go from Italy to Chicago O'Hare Intl Airport every day.
  • 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?

  • 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?

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 AirwaysPriceFrom $525Free CancellationRating
6.7
7,399 reviews
Search British Airways flights
American AirlinesPriceFrom $536Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
IberiaPriceFrom $550Free CancellationRating
7.0
2,952 reviews
Search Iberia flights
United AirlinesPriceFrom $585Free CancellationRating
7.4
8,928 reviews
Search United Airlines flights
ITA AirwaysPriceFrom $658Free CancellationRating
6.7
1,046 reviews
Search ITA Airways flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Rockford
Schaumburg
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Hammond
Orland Park
Tinley Park
Elgin
Aurora
Janesville
Benton Harbor

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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1 adult
Sat 10/25
Sat 11/1

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