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$178+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Nov 22 — Nov 291
Sat 11/22
Sat 11/29
1 adult, Economy
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Cheap 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 October 23, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$423
(Kiwi.com)

One-way from

$178
(Trip.com)

Popular in

June

Cheapest in

February

Average price

$747

Good round-trip deal

$767 or less

Good one-way deal

$449 or less
Provider with most accurate pricing for Chicago (CHI)-Rome (ROM) flight deals.
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From Chicago O'Hare Intl to Italy
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One-way flight from Chicago O'Hare Intl to Italy
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Highest demand for flights based on searches. 23% potential increase in price ($233 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Chicago O'Hare Intl to Italy.
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Price to beat on a one-way flight from Chicago O'Hare Intl to Italy.
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Find 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 October 23, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:33 pmORD - VCE
2 stops32h 57mScandinavian Airlines
Thu 11/2011:20 amVCE - ORD
1 stop12h 25mScandinavian Airlines
Deal found 10/22$423
This Kiwi.com deal was found by Cheapflights users on 10/22. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/88:36 amORD - FCO
1 stop22h 54mMultiple Airlines
Fri 12/127:10 pmFCO - ORD
1 stop26h 47mMultiple Airlines
Deal found 10/22$430
This AirNGo deal was found by Cheapflights users on 10/23. 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 AirNGo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/269:25 pmORD - FCO
1 stop20h 40mTAP AIR PORTUGAL
Tue 11/117:35 pmFCO - ORD
1 stop26h 25mTAP AIR PORTUGAL
Deal found 10/23$431
This KAYAK deal was found by Cheapflights users on 10/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:33 pmORD - VCE
2 stops32h 57mScandinavian Airlines
Fri 11/2111:20 amVCE - ORD
1 stop12h 25mScandinavian Airlines
Deal found 10/21$431
This FlightHub deal was found by Cheapflights users on 10/22. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:30 pmORD - FCO
1 stop12h 30mIcelandair
Wed 12/1711:25 amFCO - ORD
1 stop12h 55mIcelandair
Deal found 10/22$435
This KAYAK deal was found by Cheapflights users on 10/21. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/126:33 pmORD - VCE
2 stops32h 57mScandinavian Airlines
Sun 11/1611:05 amVCE - ORD
1 stop12h 40mScandinavian Airlines
Deal found 10/21$441
This oojo deal was found by Cheapflights users on 10/23. 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.
Fri 11/148:15 pmORD - FCO
1 stop32h 10mTAP AIR PORTUGAL
Fri 11/216:00 amFCO - ORD
1 stop16h 25mTAP AIR PORTUGAL
Deal found 10/23$442
This oojo deal was found by Cheapflights users on 10/21. 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 11/267:20 pmORD - MXP
1 stop16h 50mScandinavian Airlines
Wed 12/38:00 pmMXP - ORD
1 stop27h 45mScandinavian Airlines
Deal found 10/21$443
This oojo deal was found by Cheapflights users on 10/22. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/168:25 pmORD - FCO
1 stop15h 20mTAP AIR PORTUGAL
Thu 11/204:40 pmFCO - ORD
1 stop29h 45mTAP AIR PORTUGAL
Deal found 10/22$443
This Booking.com deal was found by Cheapflights users on 10/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:20 pmORD - MXP
1 stop30h 05mScandinavian Airlines
Fri 12/129:15 amMXP - ORD
1 stop14h 30mScandinavian Airlines
Deal found 10/20$444
This Cheapflightsfares deal was found by Cheapflights users on 10/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/177:20 pmORD - MXP
1 stop16h 50mScandinavian Airlines
Mon 11/249:15 amMXP - ORD
1 stop14h 30mScandinavian Airlines
Deal found 10/20$447
This Mytrip deal was found by Cheapflights users on 10/23. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:30 pmORD - FCO
1 stop12h 30mIcelandair
Sat 12/1311:25 amFCO - ORD
1 stop12h 55mIcelandair
Deal found 10/23$449

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 October 23, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Italy that are best for you.

Fly from

O'Hare Intl

Fly to

Italy

Route

Depart

Return

Price

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 1/18

10:40 am-10:25 am

2 stops16h 45m

Milan Malpensa

Sat 5/9

9:20 am-4:10 pm

1 stop13h 50m

$475

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 2/8

7:30 am-10:25 am

2 stops19h 55m

Milan Malpensa

Fri 2/20

11:15 am-4:45 pm

1 stop12h 30m

$485

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 12/7

7:10 am-11:05 am

2 stops20h 55m

Rome Fiumicino

Fri 1/9

7:50 pm-4:45 pm

2 stops27h 55m

$494

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 11/28

12:50 pm-1:35 pm

2 stops17h 45m

Florence Peretola

Thu 12/11

6:35 am-2:55 pm

2 stops15h 20m

$498

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 11/28

9:50 pm-4:30 pm

1 stop11h 40m

Florence Peretola

Thu 12/11

6:35 am-2:55 pm

2 stops15h 20m

$503

ChicagoBergamo

ORD - BGY

ORDBGY

Chicago O'Hare Intl

Sun 1/18

6:30 pm-8:15 pm

2 stops18h 45m

Bergamo Orio Al Serio

Sun 1/25

8:00 am-5:20 pm

2 stops16h 20m

$506

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 12/5

2:00 pm-12:35 pm

2 stops15h 35m

Florence Peretola

Fri 12/12

6:30 am-8:05 pm

1 stop20h 35m

$506

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Tue 11/25

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Sun 12/7

11:25 am-5:20 pm

1 stop12h 55m

$508

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 11/5

11:50 am-6:25 pm

1 stop23h 35m

Naples

Wed 11/12

9:15 am-10:05 am

1 stop31h 50m

$510

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 11/5

7:20 pm-6:40 pm

1 stop16h 20m

Naples

Sat 11/8

11:05 am-4:45 pm

1 stop12h 40m

$510

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 60 results
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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 $237). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $644). 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 October 23, 2025.

One of the essential ways to save on airfare from Chicago O'Hare Intl Airport to Italy is to remain as flexible as possible. Flights that are in the evening tend to be the most expensive. A flight in the morning could potentially save you up to 34% on airfare.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Italy?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Italy. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Italy flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 October 23, 2025.
Read reviews from past customers who have flown United Airlines, Turkish Airlines, and American 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.
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
United Airlines
7.4
Good
8,992 reviews
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Turkish Airlines
7.3
Good
4,023 reviews
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
American Airlines
7.2
Good
11,031 reviews
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
Lufthansa
6.8
Okay
7,514 reviews
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.
ITA Airways
6.7
Okay
1,074 reviews
United Airlines
7.4
Good
8,992 reviews

Food

6.6

Entertainment

7.1

Boarding

7.7

Crew

8.1

Comfort

7.3

Overall

7.4

Reviews

1 / 20
4.0
Okay

Tim,Sep 2025

IAD - GSP

This was pretty bad. It’s chaos at the Dulles boarding gates for the small regional jets because they use one gate to board 3-4 flights at a time. So, it’s difficult knowing where and when to go. There is little space for any size of carrry-on, so most had to gate check their bags. However, the worst of it was that our single flight attendant fell asleep before we took off and the pilot couldn’t do so until she responded to his messages. My wife had to wake her up! So we were a little late leaving. Not to be thwarted, the flight attendant fell asleep right after take off and there was no sight of her during the flight. When the aircraft touched down, a tray of unsecured canned drinks came crashing onto the aisle up front. I can only assume someone didn’t do what they were supposed to. The pilot was great, but I’m sure he must not be happy with this crew member.

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 12h 30m. Scandinavian Airlines provides one of the quickest options available for as low as $508. There are 4808 mi between Chicago O'Hare Intl Airport and Italy. This flight may include one or multiple stops.

  • 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 - Milan Linate.

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

    On average you can expect to pay $936 for a flight from Chicago O'Hare Intl Airport to Italy. The cheapest flight overall is $441 while the most popular route, (Chicago O'Hare Intl - Rome Fiumicino) is currently priced at $332.

  • 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 $237). Flying from Chicago O'Hare Intl Airport to Italy in June is currently the most expensive (average of $644). 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.

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Alternative routes for O'Hare Intl to Italy

See prices for flight routes from nearby airports that may be better suited for you.
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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 October 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$342Average$653FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$390Average$645FlexibilityNo cancel feeOn-time67%
IcelandairCheapest$392Average$645FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$414Average$564FlexibilityNo cancel feeOn-time77%
SWISSCheapest$414Average$1,029FlexibilityNo cancel feeOn-time79%
DeltaCheapest$419Average$1,010FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$422Average$1,185FlexibilityNo cancel feeOn-time77%
Air FranceCheapest$458Average$881FlexibilityNo cancel feeOn-time77%
Turkish AirlinesCheapest$488Average$656FlexibilityNo cancel feeOn-time77%
KLMCheapest$491Average$810FlexibilityNo cancel feeOn-time75%

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