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$262+ Cheap flights from O'Hare Intl (ORD) to Italy

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Aug 26 — Sep 21
Wed 8/26
Wed 9/2
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Italy

Cheapest flights from O'Hare Intl to Italy
Explore the most affordable flight options available from O'Hare Intl to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 27, 2026.

This lol.travel deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:45 pm
ORD
-
VCE
1 stop15h 30m
TAP AIR PORTUGAL
Wed 9/97:10 pm
VCE
-
ORD
1 stop24h 30m
TAP AIR PORTUGAL
Deal found 7/22$586
This oojo deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:00 pm
ORD
-
NAP
1 stop17h 20m
TAP AIR PORTUGAL
Thu 10/157:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 7/25$598
This oojo deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:05 pm
ORD
-
NAP
1 stop17h 15m
TAP AIR PORTUGAL
Sat 10/247:10 pm
NAP
-
ORD
1 stop28h 20m
TAP AIR PORTUGAL
Deal found 7/26$600
This oojo deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Wed 10/1412:30 pm
NAP
-
ORD
1 stop31h 10m
TAP AIR PORTUGAL
Deal found 7/26$605
This Bravofly deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:10 pm
ORD
-
NAP
1 stop16h 40m
Turkish Airlines
Tue 9/158:50 pm
NAP
-
ORD
1 stop19h 50m
Turkish Airlines
Deal found 7/24$606
This oojo deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/136:00 pm
ORD
-
VCE
1 stop17h 15m
TAP AIR PORTUGAL
Wed 9/237:10 pm
VCE
-
ORD
1 stop24h 30m
TAP AIR PORTUGAL
Deal found 7/26$606
This oojo deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/196:05 pm
ORD
-
NAP
1 stop17h 15m
TAP AIR PORTUGAL
Wed 9/3012:30 pm
NAP
-
ORD
1 stop31h 10m
TAP AIR PORTUGAL
Deal found 7/23$607
This Bravofly deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:10 pm
ORD
-
NAP
1 stop16h 40m
Turkish Airlines
Wed 9/168:50 pm
NAP
-
ORD
1 stop19h 50m
Turkish Airlines
Deal found 7/26$608
This oojo deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/158:10 pm
ORD
-
VCE
1 stop13h 50m
TAP AIR PORTUGAL
Tue 11/245:55 pm
VCE
-
ORD
1 stop28h 35m
TAP AIR PORTUGAL
Deal found 7/26$608
This oojo deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:00 pm
ORD
-
VCE
1 stop33h 45m
TAP AIR PORTUGAL
Tue 10/67:15 pm
VCE
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 7/26$610
This oojo deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:00 pm
ORD
-
VCE
1 stop33h 45m
TAP AIR PORTUGAL
Wed 8/267:10 pm
VCE
-
ORD
1 stop24h 30m
TAP AIR PORTUGAL
Deal found 7/23$611
This TAP AIR PORTUGAL deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 pm
ORD
-
MXP
1 stop15h 25m
TAP AIR PORTUGAL
Wed 9/165:30 pm
MXP
-
ORD
1 stop26h 10m
TAP AIR PORTUGAL
Deal found 7/26$613

Find flight deals from O'Hare Intl to Italy

Keep the following information in mind while searching for O'Hare Intl to Italy flight deals. Data was last updated July 27, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$586
(lol.travel)

One-way from

$262
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$895

Good round-trip deal

$776 or less

Good one-way deal

$422 or less
Provider with most accurate pricing for Chicago (CHI)-Rome (ROM) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Rome (ROM) flights.
Search Deals
From Chicago O'Hare Intl to Italy
Search Deals
One-way flight from Chicago O'Hare Intl to Italy
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($146 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals
Price to beat on a round-trip flight from Chicago O'Hare Intl to Italy.
Search Deals
Price to beat on a one-way flight from Chicago O'Hare Intl to Italy.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Italy 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, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 9/21

11:25 am-6:35 pm

1 stop24h 10m

Palermo Punta Raisi

Tue 10/20

7:35 pm-9:40 am

1 stop21h 05m

$646

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

Tue 9/8

8:10 pm-7:05 pm

1 stop15h 55m

Venice Marco Polo

Tue 9/15

2:00 pm-9:40 am

1 stop26h 40m

$647

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Mon 10/19

8:10 pm-6:25 pm

1 stop15h 15m

Catania Fontanarossa

Mon 11/16

9:40 am-10:00 am

1 stop31h 20m

$648

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 9/9

8:10 pm-8:45 am

1 stop29h 35m

Milan Malpensa

Tue 10/20

6:50 am-9:40 am

1 stop33h 50m

$649

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

Sun 9/13

8:10 pm-1:05 pm

1 stop33h 55m

Venice Marco Polo

Sun 9/20

9:55 am-9:40 am

1 stop30h 45m

$649

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

Sun 10/11

8:10 pm-8:20 am

1 stop29h 10m

Venice Marco Polo

Mon 12/7

9:35 am-6:20 pm

1 stop15h 45m

$649

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Tue 10/20

7:25 pm-9:20 pm

2 stops18h 55m

Bergamo Orio Al Serio

Sun 10/25

8:30 pm-5:45 pm

2 stops27h 15m

$744

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Mon 9/21

9:55 am-5:40 pm

2 stops24h 45m

Bergamo Orio Al Serio

Mon 9/28

12:35 pm-12:35 pm

2 stops31h 00m

$769

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 11/30

9:35 pm-1:15 pm

Nonstop8h 40m

Milan Malpensa

Mon 12/7

7:20 pm-4:20 pm

1 stop28h 00m

$776

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Thu 11/26

9:35 pm-1:15 pm

Nonstop8h 40m

Milan Malpensa

Wed 12/16

11:20 am-8:05 pm

1 stop15h 45m

$778

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/23

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from O'Hare Intl to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Italy

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Italy?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Italy (average of $612). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $1,069). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to IT?

Find hourly flight availability from O'Hare Intl to Italy. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 27, 2026.

When flying from Chicago O'Hare Intl Airport to Italy, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago O'Hare Intl Airport to Italy

Explore weekly flight availability from O'Hare Intl to Italy. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 27, 2026.

The most flights from ORD to IT0 are scheduled on a Monday (4 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

How often are flights from Chicago to Italy delayed?

About 30% of weekly flights between Chicago and Italy have experienced delays in the past year, with the average delay time being 158 minutes.

What is the most punctual flight time for Chicago to Italy flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Italy flights?

Over the last year, ITA Airways have had the lowest number of delays on this route, with just 25% of flights being delayed.

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Italy?

To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Italy, you should look to book at least 31 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

Reviews of airlines servicing Italy

Get insights into the airlines that provide service to Italy. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Italy. Reviews last updated July 27, 2026.
Read reviews from past customers who have flown Turkish Airlines,United Airlines, andAmerican Airlines from Chicago O'Hare Intl Airport to Italy. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you
Turkish Airlines
7.4
Good
4,451 reviews
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you
United Airlines
7.4
Good
10,041 reviews
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you
American Airlines
7.1
Good
11,839 reviews
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you
Lufthansa
6.8
Okay
8,159 reviews
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you
ITA Airways
6.7
Okay
1,299 reviews
Turkish Airlines
7.4
Good
4,451 reviews

Food

7.5

Boarding

7.3

Comfort

7.3

Overall

7.4

Entertainment

7.5

Crew

7.8

Reviews

1 / 20
8.0
Excellent

Muhammad,Jan 2026

ORD - DFW

Great, customer service agent at O’hare was able to change the flight due to snow storm. Thank you

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Italy. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Italy?

    A quick flight from Chicago O'Hare Intl Airport to Italy can take about 8h 40m. Turkish Airlines provides one of the quickest options available for as low as $778. There are 4508 mi between Chicago O'Hare Intl Airport and Italy. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Italy one-way?

    $186 is the cheapest one-way deal found within the past few days, from TAP AIR PORTUGAL. You may also be able to find cheap deals on ITA Airways and Icelandair, with prices starting from $243 and $252, respectively.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Italy?

    The most popular route from Chicago O'Hare Intl Airport to Italy is Chicago O'Hare Intl - Rome Fiumicino. You may also consider Chicago O'Hare Intl - Milan Malpensa or Chicago O'Hare Intl - Naples.

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Italy?

    Consider American Airlines (72%), Finnair (72%) or Iberia (72%) when booking your flight. These represent the most reliable airlines when flying from Chicago O'Hare Intl Airport to Italy.

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Italy?

    On average you can expect to pay $1,336 for a flight from Chicago O'Hare Intl Airport to Italy. The cheapest flight overall is $418 while the most popular route, (Chicago O'Hare Intl - Rome Fiumicino) is currently priced at $551.

  • Can I find deals for flights from O'Hare Intl to Italy that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Italy?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Italy.

  • Can I find deals for business class flights from O'Hare Intl to Italy?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Italy by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Italy?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Italy (average of $612). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $1,069). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 10 airlines flying from O'Hare Intl to Italy

Discover the top 10 airlines that operate flights from O'Hare Intl to Italy. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$337Average$528FlexibilityNo cancel feeOn-timeN/A
Turkish AirlinesCheapest$375Average$667FlexibilityNo cancel feeOn-time77%
Air CanadaCheapest$384Average$914FlexibilityNo cancel feeOn-time67%
IcelandairCheapest$395Average$706FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$420Average$643FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$455Average$864FlexibilityNo cancel feeOn-time70%
LufthansaCheapest$493Average$1,109FlexibilityNo cancel feeOn-time76%
FinnairCheapest$495Average$1,208FlexibilityNo cancel feeOn-time76%
United AirlinesCheapest$496Average$1,014FlexibilityNo cancel feeOn-time69%
DeltaCheapest$502Average$900FlexibilityNo cancel feeOn-timeN/A

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