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Italy

$178+ Cheap flights from Illinois 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Illinois to Italy

Cheapest flights from Illinois to Italy
Explore the most affordable flight options available from Illinois to Italy. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This oojo deal was found by Cheapflights users on 10/30. 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 11/98:25 pmORD - FCO
1 stop15h 20mTAP AIR PORTUGAL
Sat 11/227:35 pmFCO - ORD
1 stop26h 10mTAP AIR PORTUGAL
Deal found 10/30$408
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 11/127:10 pmORD - FCO
1 stop21h 55mTAP AIR PORTUGAL
Sat 11/227:35 pmFCO - ORD
1 stop26h 10mTAP AIR PORTUGAL
Deal found 10/29$412
This FlightHub deal was found by Cheapflights users on 10/30. 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.
Wed 11/127:10 pmORD - FCO
1 stop21h 55mTAP AIR PORTUGAL
Wed 12/36:00 amFCO - ORD
1 stop16h 00mTAP AIR PORTUGAL
Deal found 10/30$414
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
Sun 11/308:25 pmORD - FCO
1 stop15h 20mTAP AIR PORTUGAL
Sun 12/145:45 amFCO - ORD
1 stop16h 00mTAP AIR PORTUGAL
Deal found 10/28$417
This FlightHub deal was found by Cheapflights users on 10/29. 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.
Sun 11/98:25 pmORD - FCO
1 stop32h 00mTAP AIR PORTUGAL
Wed 12/36:00 amFCO - ORD
1 stop16h 00mTAP AIR PORTUGAL
Deal found 10/29$418
This oojo deal was found by Cheapflights users on 10/29. 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 12/107:10 pmORD - FCO
1 stop33h 15mTAP AIR PORTUGAL
Tue 12/2312:15 pmFCO - ORD
1 stop33h 45mTAP AIR PORTUGAL
Deal found 10/29$420
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 12/107:10 pmORD - FCO
1 stop33h 15mTAP AIR PORTUGAL
Wed 12/176:00 amFCO - ORD
1 stop16h 00mTAP AIR PORTUGAL
Deal found 10/29$422
This FlightHub deal was found by Cheapflights users on 10/29. 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.
Wed 11/127:10 pmORD - FCO
1 stop21h 55mTAP AIR PORTUGAL
Tue 11/187:35 pmFCO - ORD
1 stop26h 25mTAP AIR PORTUGAL
Deal found 10/29$425
This KAYAK deal was found by Cheapflights users on 10/28. 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.
Mon 12/16:30 pmORD - FCO
1 stop12h 30mIcelandair
Thu 12/1111:25 amFCO - ORD
1 stop12h 55mIcelandair
Deal found 10/28$426
This oojo deal was found by Cheapflights users on 10/30. 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 stop20h 50mTAP AIR PORTUGAL
Sun 11/235:45 amFCO - ORD
1 stop16h 00mTAP AIR PORTUGAL
Deal found 10/30$427
This oojo deal was found by Cheapflights users on 10/29. 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.
Tue 12/26:30 pmORD - FCO
1 stop12h 30mIcelandair
Thu 12/1111:25 amFCO - ORD
1 stop12h 55mIcelandair
Deal found 10/29$430
This oojo deal was found by Cheapflights users on 10/30. 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
Sat 11/224:40 pmFCO - ORD
1 stop29h 05mTAP AIR PORTUGAL
Deal found 10/30$431

Cheap flight deals from Illinois to Italy

Keep the following information in mind while searching for Illinois to Italy flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$408
(oojo)

One-way from

$178
(Trip.com)

Popular in

June

Cheapest in

February

Average price

$745

Good round-trip deal

$761 or less

Good one-way deal

$449 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 Illinois to Italy
Search Deals
One-way flight from Illinois to Italy
Search Deals
Highest demand for flights based on searches. 23% potential increase in price ($231 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($33 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals
Price to beat on a round-trip flight from Illinois to Italy.
Search Deals
Price to beat on a one-way flight from Illinois to Italy.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Illinois 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 30, 2025.
Use the filters below to find and compare flights from Illinois to Italy that are best for you.

Fly from

Illinois

Fly to

Italy

Route

Depart

Return

Price

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Thu 12/11

6:30 pm-2:00 pm

1 stop12h 30m

Rome Fiumicino

Thu 12/18

11:25 am-5:20 pm

1 stop12h 55m

$457

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 1/26

10:24 am-10:25 am

2 stops17h 01m

Milan Malpensa

Mon 2/9

9:15 am-9:35 pm

2 stops19h 20m

$475

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 4/17

7:15 pm-8:30 am

1 stop30h 15m

Milan Malpensa

Thu 4/30

8:00 pm-4:10 pm

1 stop27h 10m

$477

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-3:05 pm

1 stop12h 50m

Milan Malpensa

Fri 4/24

9:20 am-4:10 pm

1 stop13h 50m

$477

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 1/11

10:24 am-10:25 am

2 stops17h 01m

Milan Malpensa

Fri 1/16

8:00 pm-8:53 pm

2 stops31h 53m

$505

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 1/24

7:00 am-10:25 am

2 stops20h 25m

Milan Malpensa

Sun 2/8

8:00 pm-9:35 pm

2 stops32h 35m

$505

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 4/18

7:15 pm-2:10 pm

1 stop11h 55m

Milan Malpensa

Fri 5/1

8:00 pm-4:10 pm

1 stop27h 10m

$507

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sat 11/15

9:05 pm-8:55 am

2 stops28h 50m

Rome Fiumicino

Wed 12/10

1:10 pm-11:43 pm

2 stops41h 33m

$513

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Fri 1/9

6:30 pm-8:20 pm

2 stops18h 50m

Florence Peretola

Fri 1/16

7:45 am-5:20 pm

2 stops16h 35m

$513

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Sun 11/9

3:45 pm-7:45 am

Nonstop9h 00m

Rome Fiumicino

Thu 11/20

7:05 am-8:05 pm

1 stop20h 00m

$518

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Showing 1-10 of 60 results
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Best time to book a flight from Illinois to Italy

Have a flexible travel schedule? Discover the best time to fly to Italy from Illinois 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 Illinois to Italy

What is the cheapest month to book a flight from Illinois to Italy?

Currently, January is the cheapest month in which you can book a flight from Illinois to Italy (average of $300). Flying from Illinois 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 IL to IT?

Find hourly flight availability from Illinois 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 30, 2025.

It’s optimal to fly from Illinois to Italy in the morning. By choosing this option you can save up to 11% on the cost of your flight, compared to a flight in the afternoon.

What is the cheapest day to fly from Illinois to Italy?

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

Travelers seeking maximum savings on their Illinois to Italy flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Related info for your journey

Find useful and relevant information for your journey from Illinois 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 Illinois to Italy?

    Airlines like Icelandair, Scandinavian Airlines, and United Airlines fly from Illinois to Italy in about 12h 30m. The time it takes to get you to your destination can typically vary by up to 16h 20m. Illinois and Italy are separated by a distance of 4808 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Illinois to Italy one-way?

    To fly one-way, consider booking your trip with Scandinavian Airlines, which is currently one of the cheapest options available, starting at $272. TAP AIR PORTUGAL flights start at $291 while deals on Lufthansa start at $432 one-way.

  • Can I find deals for flights from Illinois to Italy that include hotel bookings?

    Yes. In addition to deals on Illinois to Italy flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Illinois to Italy?

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

  • Can I find deals for business class flights from Illinois to Italy?

    Yes. Cheapflights offers flight deals from Illinois 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 Illinois to Italy?

    Currently, January is the cheapest month in which you can book a flight from Illinois to Italy (average of $300). Flying from Illinois 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.

See more FAQs

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Alternative routes for Illinois 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 Illinois to Italy

Discover the top 10 airlines that operate flights from Illinois 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$339Average$653FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$390Average$748FlexibilityNo cancel feeOn-time67%
IcelandairCheapest$392Average$647FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$414Average$563FlexibilityNo cancel feeOn-time77%
SWISSCheapest$416Average$1,026FlexibilityNo cancel feeOn-time79%
DeltaCheapest$419Average$964FlexibilityNo cancel feeOn-timeN/A
IberiaCheapest$419Average$1,190FlexibilityNo cancel feeOn-time77%
Air FranceCheapest$458Average$881FlexibilityNo cancel feeOn-time77%
Turkish AirlinesCheapest$488Average$657FlexibilityNo cancel feeOn-time77%
KLMCheapest$491Average$807FlexibilityNo cancel feeOn-time75%

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