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 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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Find the cheapest flights from Italy to Chicago

Recent round-trip flight deals from Italy to Chicago

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
5:45 pm - 3:25 pmBLQ-ORD
28h 40m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 4:55 pmORD-BLQ
14h 45m1 stop
$448TAP AIR PORTUGAL
Find Deal
Thu, Dec 4 - Wed, Dec 10
TAP AIR PORTUGAL Logo
7:15 pm - 3:25 pmFLR-ORD
27h 10m1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pmORD-FLR
16h 20m1 stop
$452TAP AIR PORTUGAL
Find Deal
Thu, Dec 4 - Wed, Dec 10
British Airways Logo
11:25 am - 5:00 pmLIN-ORD
12h 35m1 stop
British Airways Logo
6:45 pm - 2:30 pmORD-LIN
12h 45m1 stop
$632British Airways
Find Deal
Wed, Feb 18 - Mon, Feb 23
British Airways Logo
7:20 am - 1:50 pmBLQ-ORD
13h 30m1 stop
British Airways Logo
11:40 am - 11:40 amORD-BLQ
17h 00m2 stops
$635British Airways
Find Deal
Thu, Feb 26 - Mon, Mar 2
American Airlines Logo
12:40 pm - 10:49 amBLQ-ORD
29h 09m2 stops
American Airlines Logo
8:35 pm - 12:55 pmORD-BLQ
33h 20m1 stop
$636American Airlines
Find Deal
Thu, Dec 4 - Wed, Dec 10
American Airlines Logo
6:50 am - 5:00 pmBLQ-ORD
17h 10m2 stops
American Airlines Logo
1:18 pm - 11:40 amORD-BLQ
15h 22m2 stops
$649American Airlines
Find Deal
Thu, Feb 26 - Mon, Mar 2
Lufthansa Logo
6:40 am - 1:10 pmVRN-ORD
13h 30m1 stop
Lufthansa Logo
9:50 pm - 8:35 pmORD-VRN
15h 45m1 stop
$667Lufthansa
Find Deal
Fri, Dec 5 - Mon, Dec 8
Lufthansa Logo
6:35 am - 1:10 pmVRN-ORD
13h 35m2 stops
Lufthansa Logo
9:50 pm - 3:40 pmORD-VRN
10h 50m1 stop
$668Lufthansa
Find Deal
Fri, Dec 5 - Mon, Dec 8
United Airlines Logo
6:40 am - 3:20 pmVRN-ORD
15h 40m1 stop
United Airlines Logo
2:24 pm - 1:50 pmORD-VRN
16h 26m2 stops
$683United Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8
United Airlines Logo
6:40 am - 3:20 pmVRN-ORD
15h 40m1 stop
United Airlines Logo
3:20 pm - 1:50 pmORD-VRN
15h 30m1 stop
$684United Airlines
Find Deal
Fri, Dec 5 - Mon, Dec 8

TAP AIR PORTUGAL flights from Italy to Chicago O'Hare Intl Airport

Our best TAP AIR PORTUGAL deals on Italy to Chicago O'Hare Intl Airport flight tickets
TAP AIR PORTUGAL
Dec 4
BLQ5:45 pmBologna Guglielmo Marconi
28h 40m
1 stop
ORD3:25 pmChicago O'Hare Intl
Dec 10
ORD7:10 pmChicago O'Hare Intl
14h 45m
1 stop
BLQ4:55 pmBologna Guglielmo Marconi
TAP AIR PORTUGAL
Dec 4
FLR7:15 pmFlorence Peretola
27h 10m
1 stop
ORD3:25 pmChicago O'Hare Intl
Dec 10
ORD7:10 pmChicago O'Hare Intl
16h 20m
1 stop
FLR6:30 pmFlorence Peretola
TAP AIR PORTUGAL
Dec 4
BLQ5:45 pmBologna Guglielmo Marconi
28h 40m
1 stop
ORD3:25 pmChicago O'Hare Intl
Dec 10
ORD7:10 pmChicago O'Hare Intl
14h 45m
1 stop
BLQ4:55 pmBologna Guglielmo Marconi

Air Canada flights from Italy to Chicago O'Hare Intl Airport

Our best Air Canada deals on Italy to Chicago O'Hare Intl Airport flight tickets
Air Canada
Nov 21
FCO9:45 amRome Fiumicino
16h 45m
2 stops
ORD7:30 pmChicago O'Hare Intl
Nov 26
ORD12:50 pmChicago O'Hare Intl
13h 05m
1 stop
FCO8:55 amRome Fiumicino
Air Canada
Dec 4
FCO7:05 amRome Fiumicino
17h 43m
2 stops
ORD5:48 pmChicago O'Hare Intl
Feb 4
ORD2:00 pmChicago O'Hare Intl
14h 05m
1 stop
FCO11:05 amRome Fiumicino
Air Canada
Dec 4
FCO7:05 amRome Fiumicino
17h 43m
2 stops
ORD5:48 pmChicago O'Hare Intl
Feb 4
ORD3:35 pmChicago O'Hare Intl
14h 50m
2 stops
FCO1:25 pmRome Fiumicino

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 November 13, 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

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 12/4

5:45 pm-3:25 pm

1 stop28h 40m

Chicago O'Hare Intl

Wed 12/10

7:10 pm-4:55 pm

1 stop14h 45m

$448

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 12/4

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 12/10

7:10 pm-6:30 pm

1 stop16h 20m

$452

MilanChicago

LIN - ORD

LINORD

Milan Linate

Wed 2/18

11:25 am-5:00 pm

1 stop12h 35m

Chicago O'Hare Intl

Mon 2/23

6:45 pm-2:30 pm

1 stop12h 45m

$632

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 2/26

7:20 am-1:50 pm

1 stop13h 30m

Chicago O'Hare Intl

Mon 3/2

11:40 am-11:40 am

2 stops17h 00m

$635

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 12/4

12:40 pm-10:49 am

2 stops29h 09m

Chicago O'Hare Intl

Wed 12/10

8:35 pm-12:55 pm

1 stop33h 20m

$636

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Thu 2/26

6:50 am-5:00 pm

2 stops17h 10m

Chicago O'Hare Intl

Mon 3/2

1:18 pm-11:40 am

2 stops15h 22m

$649

VeronaChicago

VRN - ORD

VRNORD

Verona

Fri 12/5

6:40 am-1:10 pm

1 stop13h 30m

Chicago O'Hare Intl

Mon 12/8

9:50 pm-8:35 pm

1 stop15h 45m

$667

VeronaChicago

VRN - ORD

VRNORD

Verona

Fri 12/5

6:35 am-1:10 pm

2 stops13h 35m

Chicago O'Hare Intl

Mon 12/8

9:50 pm-3:40 pm

1 stop10h 50m

$668

VeronaChicago

VRN - ORD

VRNORD

Verona

Fri 12/5

6:40 am-3:20 pm

1 stop15h 40m

Chicago O'Hare Intl

Mon 12/8

2:24 pm-1:50 pm

2 stops16h 26m

$683

VeronaChicago

VRN - ORD

VRNORD

Verona

Fri 12/5

6:40 am-3:20 pm

1 stop15h 40m

Chicago O'Hare Intl

Mon 12/8

3:20 pm-1:50 pm

1 stop15h 30m

$684

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 $600.

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 $729. 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 $830.

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 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 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 $736 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 $524 on momondo.

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

There are 3 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?

You could potentially save up to 9% on your flight if you consider stops on a Italy to Chicago O'Hare Intl Airport flight.

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

$450

Fastest flight time

9h 40m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Italy in the past 72 hours is $450. The best round-trip flight deal from Italy to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $707.
The fastest flight from Italy to Chicago O'Hare Intl Airport takes 9h 40m
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
7,521 reviews
Search British Airways flights
American AirlinesPriceFrom $536Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights
IberiaPriceFrom $550Free CancellationRating
7.0
3,012 reviews
Search Iberia flights
United AirlinesPriceFrom $585Free CancellationRating
7.4
9,017 reviews
Search United Airlines flights
SWISSPriceFrom $600Free CancellationRating
7.5
1,784 reviews
Search SWISS flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
South Haven
Schaumburg
Rockford
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Orland Park
Racine
Hammond
Tinley Park
Janesville
Aurora
Elgin
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 12/13
Sat 12/20

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