Cheap flights from Italy to Chicago from $254

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 5/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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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
7:15 pm - 3:25 pm
FLR
-
ORD
27h 10m
1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pm
ORD
-
FLR
16h 20m
1 stop
$453TAP AIR PORTUGAL
Thu, Feb 5 - Wed, Feb 11
TAP AIR PORTUGAL Logo
7:15 pm - 3:25 pm
FLR
-
ORD
27h 10m
1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 6:30 pm
ORD
-
FLR
16h 20m
1 stop
$455TAP AIR PORTUGAL
Thu, Feb 5 - Wed, Feb 11
British Airways Logo
1:55 pm - 3:25 pm
NAP
-
ORD
32h 30m
1 stop
British Airways Logo
10:45 pm - 11:50 am
ORD
-
NAP
31h 05m
1 stop
$591British Airways
Mon, Mar 2 - Sun, Mar 8
British Airways Logo
10:00 am - 1:30 pm
FCO
-
ORD
10h 30mnonstop
British Airways Logo
10:20 pm - 5:30 pm
ORD
-
FCO
12h 10m
1 stop
$592British Airways
Thu, Apr 30 - Mon, May 4
American Airlines Logo
12:50 pm - 5:00 pm
BLQ
-
ORD
35h 10m
1 stop
American Airlines Logo
8:35 pm - 7:20 pm
ORD
-
BLQ
15h 45m
1 stop
$605American Airlines
Wed, Feb 11 - Sun, Feb 15
Lufthansa Logo
6:45 am - 3:20 pm
VCE
-
ORD
15h 35m
1 stop
Lufthansa Logo
10:35 pm - 6:30 pm
ORD
-
VCE
12h 55m
1 stop
$605Lufthansa
Sat, Feb 14 - Fri, Feb 27
American Airlines Logo
1:55 pm - 3:25 pm
NAP
-
ORD
32h 30m
1 stop
American Airlines Logo
9:35 pm - 11:50 am
ORD
-
NAP
32h 15m
1 stop
$607American Airlines
Mon, Mar 2 - Sun, Mar 8
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
6:50 pm - 1:45 pm
ORD
-
FLR
11h 55m
1 stop
$609United Airlines
Thu, Feb 19 - Mon, Feb 23
United Airlines Logo
6:30 am - 3:20 pm
FLR
-
ORD
15h 50m
1 stop
United Airlines Logo
4:10 pm - 2:00 pm
ORD
-
FLR
14h 50m
1 stop
$611United Airlines
Tue, Feb 17 - Tue, Feb 24
Lufthansa Logo
6:00 am - 11:00 am
TRN
-
ORD
12h 00m
1 stop
Lufthansa Logo
9:40 pm - 4:40 pm
ORD
-
TRN
12h 00m
1 stop
$613Lufthansa
Tue, Apr 14 - Tue, May 5

SWISS flights from Italy to Chicago O'Hare Intl Airport

Our best SWISS deals on Italy to Chicago O'Hare Intl Airport flight tickets
SWISS
Feb 16
VCE7:15 pmVenice Marco Polo
28h 05m
1 stop
ORD4:20 pmChicago O'Hare Intl
Feb 23
ORD6:50 pmChicago O'Hare Intl
12h 20m
1 stop
VCE2:10 pmVenice Marco Polo
$619
SWISS
Feb 6
FCO8:15 pmRome Fiumicino
27h 05m
1 stop
ORD4:20 pmChicago O'Hare Intl
Feb 22
ORD6:50 pmChicago O'Hare Intl
17h 35m
1 stop
FCO7:25 pmRome Fiumicino
$629
SWISS
Feb 14
VCE10:35 amVenice Marco Polo
12h 45m
1 stop
ORD4:20 pmChicago O'Hare Intl
Feb 27
ORD5:50 pmChicago O'Hare Intl
18h 05m
2 stops
VCE6:55 pmVenice Marco Polo
$645

Iberia flights from Italy to Chicago O'Hare Intl Airport

Our best Iberia deals on Italy to Chicago O'Hare Intl Airport flight tickets
Iberia
Feb 13
NAP6:20 amNaples
15h 35m
1 stop
ORD2:55 pmChicago O'Hare Intl
Feb 20
ORD5:40 pmChicago O'Hare Intl
13h 30m
1 stop
NAP2:10 pmNaples
$634
Iberia
Jan 29
NAP2:55 pmNaples
31h 00m
1 stop
ORD2:55 pmChicago O'Hare Intl
Feb 2
ORD6:25 pmChicago O'Hare Intl
21h 00m
2 stops
NAP10:25 pmNaples
$675
Iberia
Feb 2
LIN11:35 amMilan Linate
34h 20m
1 stop
ORD2:55 pmChicago O'Hare Intl
Feb 9
ORD11:44 amChicago O'Hare Intl
24h 56m
2 stops
LIN7:40 pmMilan Linate
$688

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 January 21, 2026.
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 2/5

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 2/11

7:10 pm-6:30 pm

1 stop16h 20m

$453

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/5

7:15 pm-3:25 pm

1 stop27h 10m

Chicago O'Hare Intl

Wed 2/11

7:10 pm-6:30 pm

1 stop16h 20m

$455

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

1:55 pm-3:25 pm

1 stop32h 30m

Chicago O'Hare Intl

Sun 3/8

10:45 pm-11:50 am

1 stop31h 05m

$591

RomeChicago

FCO - ORD

FCOORD

Rome Fiumicino

Thu 4/30

10:00 am-1:30 pm

Nonstop10h 30m

Chicago O'Hare Intl

Mon 5/4

10:20 pm-5:30 pm

1 stop12h 10m

$592

BolognaChicago

BLQ - ORD

BLQORD

Bologna Guglielmo Marconi

Wed 2/11

12:50 pm-5:00 pm

1 stop35h 10m

Chicago O'Hare Intl

Sun 2/15

8:35 pm-7:20 pm

1 stop15h 45m

$605

VeniceChicago

VCE - ORD

VCEORD

Venice Marco Polo

Sat 2/14

6:45 am-3:20 pm

1 stop15h 35m

Chicago O'Hare Intl

Fri 2/27

10:35 pm-6:30 pm

1 stop12h 55m

$605

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

1:55 pm-3:25 pm

1 stop32h 30m

Chicago O'Hare Intl

Sun 3/8

9:35 pm-11:50 am

1 stop32h 15m

$607

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Thu 2/19

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Mon 2/23

6:50 pm-1:45 pm

1 stop11h 55m

$609

FlorenceChicago

FLR - ORD

FLRORD

Florence Peretola

Tue 2/17

6:30 am-3:20 pm

1 stop15h 50m

Chicago O'Hare Intl

Tue 2/24

4:10 pm-2:00 pm

1 stop14h 50m

$611

TurinChicago

TRN - ORD

TRNORD

Turin Citta Di Torino

Tue 4/14

6:00 am-11:00 am

1 stop12h 00m

Chicago O'Hare Intl

Tue 5/5

9:40 pm-4:40 pm

1 stop12h 00m

$613

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 May is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Italy averaging around $563.

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 $735. 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 $879.

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 $794 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 $594 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.

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

$509

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 $509. The best round-trip flight deal from Italy to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $718.
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
7,689 reviews
Search British Airways flights
American AirlinesPriceFrom $536Free CancellationRating
7.2
11,173 reviews
Search American Airlines flights
United AirlinesPriceFrom $585Free CancellationRating
7.4
9,191 reviews
Search United Airlines flights
LufthansaPriceFrom $690Free CancellationRating
6.8
7,738 reviews
Search Lufthansa flights
IberiaPriceFrom $692Free CancellationRating
7.0
3,094 reviews
Search Iberia flights

Traveling to a place near Chicago?

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

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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Fri 2/20
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