Italy

$213+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — NAP
Feb 28 — Mar 71
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Cheap 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 January 29, 2026.

This oojo deal was found by Cheapflights users on 1/27. 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 4/226:00 pm
ORD
-
FLR
1 stop17h 05m
TAP AIR PORTUGAL
Thu 4/306:50 pm
FLR
-
ORD
1 stop28h 10m
TAP AIR PORTUGAL
Deal found 1/27$382
This oojo deal was found by Cheapflights users on 1/27. 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 4/296:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Thu 5/147:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 1/27$382
This oojo deal was found by Cheapflights users on 1/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:00 pm
ORD
-
FLR
1 stop17h 00m
TAP AIR PORTUGAL
Fri 4/246:45 pm
FLR
-
ORD
1 stop28h 30m
TAP AIR PORTUGAL
Deal found 1/28$383
This oojo deal was found by Cheapflights users on 1/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 pm
ORD
-
NAP
1 stop34h 40m
TAP AIR PORTUGAL
Thu 4/167:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Deal found 1/28$386
This oojo deal was found by Cheapflights users on 1/26. 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 4/46:15 pm
ORD
-
NAP
1 stop17h 05m
TAP AIR PORTUGAL
Fri 4/2412:30 pm
NAP
-
ORD
1 stop34h 45m
TAP AIR PORTUGAL
Deal found 1/26$388
This oojo deal was found by Cheapflights users on 1/26. 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 4/156:00 pm
ORD
-
FLR
1 stop17h 05m
TAP AIR PORTUGAL
Tue 4/2811:50 am
FLR
-
ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 1/26$389
This oojo deal was found by Cheapflights users on 1/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/86:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Fri 4/2412:30 pm
NAP
-
ORD
1 stop34h 45m
TAP AIR PORTUGAL
Deal found 1/28$389
This oojo deal was found by Cheapflights users on 1/27. 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 4/266:00 pm
ORD
-
FLR
1 stop17h 00m
TAP AIR PORTUGAL
Tue 5/511:50 am
FLR
-
ORD
1 stop35h 10m
TAP AIR PORTUGAL
Deal found 1/27$390
This Vliegwinkel deal was found by Cheapflights users on 1/28. 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 Vliegwinkel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/18:25 pm
ORD
-
FLR
1 stop15h 05m
TAP AIR PORTUGAL
Sat 2/1412:20 pm
FLR
-
ORD
1 stop33h 25m
TAP AIR PORTUGAL
Deal found 1/28$400
This CrystalTravel deal was found by Cheapflights users on 1/27. 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 CrystalTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/257:20 pm
ORD
-
MXP
1 stop16h 50m
Scandinavian Airlines
Mon 3/211:15 am
MXP
-
ORD
1 stop12h 30m
Scandinavian Airlines
Deal found 1/27$427
This oojo deal was found by Cheapflights users on 1/27. 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 2/227:10 pm
ORD
-
MXP
1 stop17h 00m
Scandinavian Airlines
Sun 3/18:00 pm
MXP
-
ORD
1 stop27h 45m
Scandinavian Airlines
Deal found 1/27$428
This oojo deal was found by Cheapflights users on 1/28. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:15 pm
ORD
-
MXP
1 stop16h 55m
Scandinavian Airlines
Fri 4/2411:45 am
MXP
-
ORD
2 stops35h 25m
Scandinavian Airlines
Deal found 1/28$430

Find flight deals from Illinois to Italy

Keep the following information in mind while searching for Illinois to Italy flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(oojo)

One-way from

$213
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$587

Good round-trip deal

$791 or less

Good one-way deal

$563 or less
Provider with most accurate pricing for Chicago (CHI)-Rome (ROM) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Rome (ROM) flights.
From Illinois to Italy
One-way flight from Illinois to Italy
Highest demand for flights based on searches. 22% potential increase in price ($220 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($32 potential savings vs. average RT price).
Average for round-trip flights in January 2026
Price to beat on a round-trip flight from Illinois to Italy.
Price to beat on a one-way flight from Illinois to Italy.

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 January 29, 2026.
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

St. LouisRome

STL - FCO

STLFCO

Lambert-St Louis

Wed 2/25

7:41 am-7:45 am

1 stop17h 04m

Rome Fiumicino

Wed 3/4

1:15 pm-2:42 pm

2 stops32h 27m

$488

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Mon 2/23

7:20 pm-12:05 pm

2 stops33h 45m

Milan Malpensa

Thu 2/26

11:15 am-4:45 pm

1 stop12h 30m

$504

St. LouisRome

STL - FCO

STLFCO

Lambert-St Louis

Tue 2/24

10:13 am-10:30 am

1 stop17h 17m

Rome Fiumicino

Sun 3/1

6:10 am-8:43 pm

2 stops21h 33m

$510

St. LouisRome

STL - FCO

STLFCO

Lambert-St Louis

Sat 2/28

5:01 pm-10:30 am

1 stop34h 29m

Rome Fiumicino

Mon 3/9

11:40 am-11:58 pm

1 stop18h 18m

$514

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Mon 2/23

5:10 pm-2:55 pm

1 stop14h 45m

Rome Fiumicino

Tue 3/3

7:25 am-6:45 pm

1 stop18h 20m

$516

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Tue 4/7

10:40 am-11:30 am

2 stops17h 50m

Florence Peretola

Tue 4/14

7:55 pm-4:10 pm

1 stop27h 15m

$523

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 2/18

9:35 am-10:30 am

2 stops17h 55m

Rome Fiumicino

Wed 4/1

12:45 pm-2:15 pm

1 stop32h 30m

$533

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 2/22

12:45 pm-10:30 am

1 stop14h 45m

Rome Fiumicino

Tue 3/10

9:05 am-5:54 pm

1 stop14h 49m

$533

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Sun 2/22

12:45 pm-10:30 am

1 stop14h 45m

Rome Fiumicino

Wed 3/4

12:40 pm-10:31 pm

1 stop16h 51m

$538

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

Tue 2/24

10:49 am-10:30 am

1 stop16h 41m

Rome Fiumicino

Fri 3/6

12:40 pm-10:31 pm

1 stop16h 51m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

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 $332). Flying from Illinois to Italy in June is currently the most expensive (average of $566). 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.

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 United Airlines, Scandinavian Airlines, and Delta fly from Illinois to Italy in about 17h 04m. The time it takes to get you to your destination can typically vary by up to 16h 41m. Illinois and Italy are separated by a distance of 5050 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 Allegiant Air, which is currently one of the cheapest options available, starting at $45. Southwest flights start at $59 while deals on Delta start at $93 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 $332). Flying from Illinois to Italy in June is currently the most expensive (average of $566). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Illinois to Italy

See prices for flight routes from nearby airports that may be better suited for you.

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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$230Average$1,186FlexibilityNo cancel feeOn-time77%
TAP AIR PORTUGALCheapest$337Average$486FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$390Average$864FlexibilityNo cancel feeOn-time67%
IcelandairCheapest$392Average$549FlexibilityNo cancel feeOn-time76%
Scandinavian AirlinesCheapest$410Average$557FlexibilityNo cancel feeOn-time77%
SWISSCheapest$414Average$1,024FlexibilityNo cancel feeOn-time79%
KLMCheapest$455Average$968FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$455Average$878FlexibilityNo cancel feeOn-time70%
Air FranceCheapest$458Average$845FlexibilityNo cancel feeOn-time77%
DeltaCheapest$462Average$1,005FlexibilityNo cancel feeOn-timeN/A

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