Cheap flights from Illinois to Italy from $286

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 4/21. 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
1 adult, Economy, 0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
TAP AIR PORTUGAL Logo
6:00 pm - 10:45 am
ORD
-
VCE
33h 45m
1 stop
TAP AIR PORTUGAL Logo
7:15 pm - 4:00 pm
VCE
-
ORD
27h 45m
1 stop
$549TAP AIR PORTUGAL
dom., abr. 26 - mar., may. 12
TAP AIR PORTUGAL Logo
6:00 pm - 10:45 am
ORD
-
VCE
33h 45m
1 stop
TAP AIR PORTUGAL Logo
7:10 pm - 4:05 pm
VCE
-
ORD
27h 55m
1 stop
$550TAP AIR PORTUGAL
vie., abr. 24 - vie., may. 1
Turkish Airlines Logo
8:10 pm - 5:45 pm
ORD
-
MXP
14h 35m
1 stop
Turkish Airlines Logo
7:45 pm - 9:40 am
MXP
-
ORD
20h 55m
1 stop
$580Turkish Airlines
mar., sep. 22 - mar., oct. 6
Turkish Airlines Logo
8:10 pm - 1:05 pm
ORD
-
VCE
33h 55m
1 stop
Turkish Airlines Logo
8:00 pm - 9:40 am
VCE
-
ORD
20h 40m
1 stop
$582Turkish Airlines
dom., ago. 23 - mié., sep. 2
Scandinavian Airlines Logo
6:50 am - 10:35 am
ORD
-
MXP
20h 45m
2 stops
Scandinavian Airlines Logo
9:20 am - 4:10 pm
MXP
-
ORD
13h 50m
1 stop
$584Scandinavian Airlines
lun., may. 4 - mié., may. 13
Scandinavian Airlines Logo
7:15 pm - 8:30 am
ORD
-
MXP
30h 15m
1 stop
Scandinavian Airlines Logo
8:00 pm - 4:10 pm
MXP
-
ORD
27h 10m
1 stop
$589Scandinavian Airlines
lun., abr. 27 - mar., may. 12
Multiple Airlines Logo
7:30 am - 2:30 pm
MDW
-
FCO
24h 00m
1 stop
Multiple Airlines Logo
7:05 pm - 1:00 pm
FCO
-
MDW
24h 55m
1 stop
$594Multiple Airlines
jue., abr. 16 - dom., abr. 19
Multiple Airlines Logo
7:30 am - 2:30 pm
MDW
-
FCO
24h 00m
1 stop
Multiple Airlines Logo
7:05 pm - 7:31 pm
FCO
-
MDW
31h 26m
2 stops
$623Multiple Airlines
jue., abr. 23 - jue., abr. 30
ITA Airways Logo
3:00 pm - 11:40 am
ORD
-
LIN
13h 40m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$691ITA Airways
lun., ago. 10 - jue., ago. 27
ITA Airways Logo
3:00 pm - 10:10 am
ORD
-
LIN
12h 10m
1 stop
ITA Airways Logo
7:00 am - 1:10 pm
LIN
-
ORD
13h 10m
1 stop
$707ITA Airways
dom., ago. 9 - jue., ago. 27

Lufthansa flights from Illinois to Italy

Our best Lufthansa deals on Illinois to Italy flight tickets
Lufthansa
Aug 12
ORD9:40 pmChicago O'Hare Intl
18h 00m
2 stops
NAP10:40 pmNaples
Aug 21
NAP6:00 amNaples
13h 55m
1 stop
ORD12:55 pmChicago O'Hare Intl
$704
Lufthansa
Aug 16
ORD9:40 pmChicago O'Hare Intl
11h 55m
1 stop
FLR4:35 pmFlorence Peretola
Aug 26
FLR1:40 pmFlorence Peretola
13h 15m
1 stop
ORD7:55 pmChicago O'Hare Intl
$758
Lufthansa
Aug 16
ORD4:05 pmChicago O'Hare Intl
13h 35m
2 stops
FLR12:40 pmFlorence Peretola
Aug 26
FLR10:20 amFlorence Peretola
18h 22m
2 stops
ORD9:42 pmChicago O'Hare Intl
$800

SWISS flights from Illinois to Italy

Our best SWISS deals on Illinois to Italy flight tickets
SWISS
Aug 18
ORD7:05 pmChicago O'Hare Intl
11h 55m
1 stop
NAP2:00 pmNaples
Aug 25
NAP9:30 amNaples
13h 25m
1 stop
ORD3:55 pmChicago O'Hare Intl
$722
SWISS
Aug 7
ORD2:20 pmChicago O'Hare Intl
21h 35m
1 stop
FLR6:55 pmFlorence Peretola
Aug 19
FLR9:50 amFlorence Peretola
33h 45m
1 stop
ORD12:35 pmChicago O'Hare Intl
$775
SWISS
Apr 21
ORD7:05 pmChicago O'Hare Intl
12h 05m
1 stop
FLR2:10 pmFlorence Peretola
Apr 28
FLR7:45 pmFlorence Peretola
23h 50m
1 stop
ORD12:35 pmChicago O'Hare Intl
$802

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 marzo 30, 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

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

dom. 4/26

6:00 pm-10:45 am

1 stop33h 45m

Venice Marco Polo

mar. 5/12

7:15 pm-4:00 pm

1 stop27h 45m

$549

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

vie. 4/24

6:00 pm-10:45 am

1 stop33h 45m

Venice Marco Polo

vie. 5/1

7:10 pm-4:05 pm

1 stop27h 55m

$550

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

mar. 9/22

8:10 pm-5:45 pm

1 stop14h 35m

Milan Malpensa

mar. 10/6

7:45 pm-9:40 am

1 stop20h 55m

$580

ChicagoVenice

ORD - VCE

ORDVCE

Chicago O'Hare Intl

dom. 8/23

8:10 pm-1:05 pm

1 stop33h 55m

Venice Marco Polo

mié. 9/2

8:00 pm-9:40 am

1 stop20h 40m

$582

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

lun. 5/4

6:50 am-10:35 am

2 stops20h 45m

Milan Malpensa

mié. 5/13

9:20 am-4:10 pm

1 stop13h 50m

$584

ChicagoMilan

ORD - MXP

ORDMXP

Chicago O'Hare Intl

lun. 4/27

7:15 pm-8:30 am

1 stop30h 15m

Milan Malpensa

mar. 5/12

8:00 pm-4:10 pm

1 stop27h 10m

$589

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

jue. 4/16

7:30 am-2:30 pm

1 stop24h 00m

Rome Fiumicino

dom. 4/19

7:05 pm-1:00 pm

1 stop24h 55m

$594

ChicagoRome

MDW - FCO

MDWFCO

Chicago Midway

jue. 4/23

7:30 am-2:30 pm

1 stop24h 00m

Rome Fiumicino

jue. 4/30

7:05 pm-7:31 pm

2 stops31h 26m

$623

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

lun. 8/10

3:00 pm-11:40 am

1 stop13h 40m

Milan Linate

jue. 8/27

7:00 am-1:10 pm

1 stop13h 10m

$691
Quickest round-trip

ChicagoMilan

ORD - LIN

ORDLIN

Chicago O'Hare Intl

dom. 8/9

3:00 pm-10:10 am

1 stop12h 10m

Milan Linate

jue. 8/27

7:00 am-1:10 pm

1 stop13h 10m

$707

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 $545, 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 January instead. Flights to Italy in January, while not as cheap as those in November, still average around $581.

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 $887. 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 $1,002.

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 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 $780 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 $752 on momondo.

What cabin class options are available on Illinois to Italy flights?

There are 3 cabin classes available to choose from on Illinois to Italy flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

$556

Fastest flight time

8h 40m

Direct flights

Every day

Airports in Italy

416 airports
The best one-way flight to Italy from Illinois in the past 72 hours is $556. The best round-trip flight deal from Illinois to Italy found on momondo in the last 72 hours is $790.
The fastest flight from Illinois to Italy takes 8h 40m
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).
  • 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
7.1
2,185 reviews
Search TAP AIR PORTUGAL flights
Turkish AirlinesPriceFrom $375Free CancellationRating
7.4
4,292 reviews
Search Turkish Airlines flights
Air CanadaPriceFrom $384Free CancellationRating
7.1
10,862 reviews
Search Air Canada flights
IcelandairPriceFrom $395Free CancellationRating
7.0
627 reviews
Search Icelandair flights
Scandinavian AirlinesPriceFrom $403Free CancellationRating
7.3
1,731 reviews
Search Scandinavian Airlines flights
SWISSPriceFrom $414Free CancellationRating
7.5
1,907 reviews
Search SWISS flights
KLMPriceFrom $455Free CancellationRating
7.8
1,480 reviews
Search KLM flights
British AirwaysPriceFrom $455Free CancellationRating
6.7
7,834 reviews
Search British Airways flights
Air FrancePriceFrom $458Free CancellationRating
7.4
1,558 reviews
Search Air France flights
DeltaPriceFrom $462Free CancellationRating
7.9
8,360 reviews
Search Delta 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
mié. 4/29
mié. 5/6

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