Cheap flights from Illinois to Italy from $291

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Illinois to Italy departing on 10/19. 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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Cheap round-trip flights

Enter your travel dates to find the best prices.
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$616Scandinavian Airlines
Sun, Aug 23 - Thu, Aug 27
Scandinavian Airlines Logo
7:15 pm - 7:05 pm
ORD
-
FLR
16h 50m
1 stop
Scandinavian Airlines Logo
7:55 pm - 4:10 pm
FLR
-
ORD
27h 15m
1 stop
$617Scandinavian Airlines
Mon, Oct 5 - Thu, Oct 15
TAP AIR PORTUGAL Logo
6:00 pm - 6:00 pm
ORD
-
FLR
17h 00m
1 stop
TAP AIR PORTUGAL Logo
6:50 pm - 4:00 pm
FLR
-
ORD
28h 10m
1 stop
$682TAP AIR PORTUGAL
Thu, Oct 1 - Thu, Oct 15
TAP AIR PORTUGAL Logo
6:00 pm - 10:50 am
ORD
-
FLR
33h 50m
1 stop
TAP AIR PORTUGAL Logo
12:05 pm - 12:40 pm
FLR
-
ORD
31h 35m
1 stop
$687TAP AIR PORTUGAL
Wed, Oct 7 - Wed, Oct 14
Multiple Airlines Logo
7:25 pm - 9:50 pm
ORD
-
MXP
19h 25m
2 stops
Multiple Airlines Logo
7:25 pm - 4:30 pm
MXP
-
ORD
27h 05m
2 stops
$764Multiple Airlines
Sat, Oct 17 - Sat, Oct 31
British Airways Logo
9:15 pm - 5:50 pm
ORD
-
MXP
13h 35m
1 stop
British Airways Logo
7:05 am - 1:50 pm
MXP
-
ORD
13h 45m
1 stop
$766British Airways
Tue, Aug 18 - Sun, Aug 30
Turkish Airlines Logo
8:10 pm - 5:45 pm
ORD
-
MXP
14h 35m
1 stop
Turkish Airlines Logo
6:50 am - 9:40 am
MXP
-
ORD
33h 50m
1 stop
$771Turkish Airlines
Fri, Sep 25 - Tue, Oct 6
Multiple Airlines Logo
6:30 pm - 12:25 pm
ORD
-
MXP
34h 55m
3 stops
Multiple Airlines Logo
4:50 pm - 3:30 pm
MXP
-
ORD
29h 40m
2 stops
$774Multiple Airlines
Sun, Nov 8 - Sat, Nov 14
British Airways Logo
9:35 pm - 4:25 pm
STL
-
FCO
11h 50m
1 stop
British Airways Logo
8:15 pm - 7:30 pm
FCO
-
STL
30h 15m
1 stop
$795British Airways
Tue, Aug 11 - Tue, Aug 18
Turkish Airlines Logo
8:10 pm - 11:35 pm
ORD
-
FCO
20h 25m
1 stop
Turkish Airlines Logo
3:35 pm - 9:40 am
FCO
-
ORD
25h 05m
1 stop
$828Turkish Airlines
Wed, Sep 2 - Mon, Oct 5

British Airways flights from Illinois to Italy

Our best British Airways deals on Illinois to Italy flight tickets
British Airways
Aug 18
ORD9:15 pmChicago O'Hare Intl
13h 35m
1 stop
MXP5:50 pmMilan Malpensa
Aug 24
MXP7:40 amMilan Malpensa
13h 10m
1 stop
ORD1:50 pmChicago O'Hare Intl
$766
British Airways
Oct 21
ORD5:00 pmChicago O'Hare Intl
22h 20m
1 stop
FLR10:20 pmFlorence Peretola
Nov 4
FLR12:10 pmFlorence Peretola
32h 40m
1 stop
ORD1:50 pmChicago O'Hare Intl
$792
British Airways
Aug 11
STL9:35 pmLambert-St Louis
11h 50m
1 stop
FCO4:25 pmRome Fiumicino
Aug 18
FCO8:15 pmRome Fiumicino
30h 15m
1 stop
STL7:30 pmLambert-St Louis
$795

ITA Airways flights from Illinois to Italy

Our best ITA Airways deals on Illinois to Italy flight tickets
ITA Airways
Aug 11
ORD3:00 pmChicago O'Hare Intl
13h 40m
1 stop
LIN11:40 amMilan Linate
Aug 18
LIN11:30 amMilan Linate
32h 40m
1 stop
ORD1:10 pmChicago O'Hare Intl
$798
ITA Airways
Aug 1
ORD3:00 pmChicago O'Hare Intl
9h 25m
FCO7:25 amRome Fiumicino
Aug 13
FCO9:20 amRome Fiumicino
10h 50m
ORD1:10 pmChicago O'Hare Intl
$877
ITA Airways
May 28
ORD3:00 pmChicago O'Hare Intl
12h 10m
1 stop
LIN10:10 amMilan Linate
Jun 29
LIN7:00 amMilan Linate
13h 10m
1 stop
ORD1:10 pmChicago O'Hare Intl
$1,082

momondo 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, momondo users made 832,500 searches. Data last updated May 16, 2026.
Use the filters below to find and compare flights from Illinois to Italy that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Sun 8/23

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Thu 8/27

7:55 pm-4:10 pm

1 stop27h 15m

$616

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Mon 10/5

7:15 pm-7:05 pm

1 stop16h 50m

Florence Peretola

Thu 10/15

7:55 pm-4:10 pm

1 stop27h 15m

$617

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Thu 10/1

6:00 pm-6:00 pm

1 stop17h 00m

Florence Peretola

Thu 10/15

6:50 pm-4:00 pm

1 stop28h 10m

$682

ChicagoFlorence

ORD - FLR

ORDFLR

Chicago O'Hare Intl

Wed 10/7

6:00 pm-10:50 am

1 stop33h 50m

Florence Peretola

Wed 10/14

12:05 pm-12:40 pm

1 stop31h 35m

$687

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sat 10/17

7:25 pm-9:50 pm

2 stops19h 25m

Milan Malpensa

Sat 10/31

7:25 pm-4:30 pm

2 stops27h 05m

$764
Quickest round-trip

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Tue 8/18

9:15 pm-5:50 pm

1 stop13h 35m

Milan Malpensa

Sun 8/30

7:05 am-1:50 pm

1 stop13h 45m

$766

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Fri 9/25

8:10 pm-5:45 pm

1 stop14h 35m

Milan Malpensa

Tue 10/6

6:50 am-9:40 am

1 stop33h 50m

$771

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

Sun 11/8

6:30 pm-12:25 pm

3 stops34h 55m

Milan Malpensa

Sat 11/14

4:50 pm-3:30 pm

2 stops29h 40m

$774

St. LouisRome

STL - FCO

STLFCO

Lambert-St Louis

Tue 8/11

9:35 pm-4:25 pm

1 stop11h 50m

Rome Fiumicino

Tue 8/18

8:15 pm-7:30 pm

1 stop30h 15m

$795

ChicagoRome

ORD - FCO

ORDFCO

Chicago O'Hare Intl

Wed 9/2

8:10 pm-11:35 pm

1 stop20h 25m

Rome Fiumicino

Mon 10/5

3:35 pm-9:40 am

1 stop25h 05m

$828

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 Italy from

How to get the cheapest flight ticket from Illinois to Italy

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 Italy?

The cheapest month to fly to Italy from Illinois is in November. Flight prices, which tend to average around $574, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of November, then book flights to Italy from Illinois during March instead. Flights to Italy in March, while not as cheap as those in November, still average around $668.

What is the cheapest day to depart on your flight to Italy?

According to our data, Monday is the cheapest day to fly to Italy from Illinois. The lowest ticket price found for a Monday departure recently was $889. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. When flying out on a Thursday, the most expensive travel day of the week, you can expect to see flight prices from Illinois to Italy for around $1,017.

What is the cheapest Illinois to Italy flight route?

Fly from Chicago O'Hare Intl to Rome Fiumicino for the best Illinois - Italy flight prices

How far in advance should I book a flight from Illinois to Italy?

You are more likely to see cheaper flights to Italy from Illinois when booking weeks ahead of your departure date. In general, you can expect to find flights to Italy for around $783 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Italy from Illinois for as low as $751 on momondo.

Can stopping save me money on Illinois to Italy flights?

No. A direct flight is the cheapest option for a flight between Illinois to Italy.

Cheap Illinois to Italy flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Illinois to Italy

Best Price Found

$528

Fastest flight time

8h 30m

Direct flights

Every day

Airports in Italy

416 airports
The best one-way flight to Italy from Illinois in the past 72 hours is $528. The best round-trip flight deal from Illinois to Italy found on momondo in the last 72 hours is $889.
The fastest flight from Illinois to Italy takes 8h 30m
Direct flights go from Illinois to Italy every day.
There are 416 airports in Italy. From Illinois there are direct flights to Milan Malpensa (MXP).

Frequently asked questions about flying from Illinois to Italy

  • When did momondo last update prices for flights from Illinois to Italy?

    Prices for flights from Illinois to Italy are refreshed on a daily basis.

  • How many operators does momondo search for flights from Illinois to Italy?

  • How old do you have to be to fly from Illinois to Italy?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Illinois to Italy.

  • What documentation or ID do you need to fly to Italy?

    The travel and health documents required for your trip to Italy can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Italy. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Illinois to Italy?

Best airlines flying from Illinois to Italy

Compare and see reviews for airlines that fly from Illinois to Italy with momondo
Airline
Rating
Free Cancellation
Price
TAP AIR PORTUGALPriceFrom $337Free CancellationRating
7.2
2,253 reviews
Search TAP AIR PORTUGAL flights
Turkish AirlinesPriceFrom $375Free CancellationRating
7.4
4,368 reviews
Search Turkish Airlines flights
Air CanadaPriceFrom $384Free CancellationRating
7.1
11,046 reviews
Search Air Canada flights
IcelandairPriceFrom $395Free CancellationRating
7.0
654 reviews
Search Icelandair flights
Scandinavian AirlinesPriceFrom $410Free CancellationRating
7.4
1,778 reviews
Search Scandinavian Airlines flights
KLMPriceFrom $455Free CancellationRating
7.8
1,517 reviews
Search KLM flights
British AirwaysPriceFrom $455Free CancellationRating
6.7
7,982 reviews
Search British Airways flights
Air FrancePriceFrom $458Free CancellationRating
7.4
1,589 reviews
Search Air France flights
DeltaPriceFrom $481Free CancellationRating
7.9
8,455 reviews
Search Delta flights
IberiaPriceFrom $489Free CancellationRating
7.0
3,218 reviews
Search Iberia flights

Why use momondo?

Why should I use momondo to find a flight deal from Illinois to Italy?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Illinois to Italy. momondo saves you time and could save you money on your trip.

Can I find flights from Illinois to Italy with flexible booking policies on momondo?

momondo does allow users to show only those flights to Italy from Illinois which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Illinois to Italy?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Italy from Illinois.

I’m not ready to book a flight from Illinois to Italy right now. Can momondo alert me if prices change?

Price alerts on flights to Italy from Illinois 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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1 adult
Mon 6/15
Mon 6/22

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