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Cheap flights from Chicago to Italy from $235

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Italy departing on 2/3. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago to Italy

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Italy that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Italy.

Cheap last minute flights

Planning a quick getaway from Chicago to Italy? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Italy, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Italy

Find recent round-trip train or bus tickets from Chicago to Italy.

All round-trip flight deals to Italy

The cheapest plane tickets to Italy found on KAYAK recently.
8:25 pm - 3:50 pmORD-FCO
12h 25m1 stop
7:35 pm - 3:30 pmFCO-ORD
26h 55m1 stop
$426TAP AIR PORTUGAL
Find Deal
Sun, Feb 2 - Sat, Feb 8
7:40 pm - 7:10 pmORD-MXP
16h 30m1 stop
11:20 am - 5:50 pmMXP-ORD
13h 30m1 stop
$442Scandinavian Airlines
Find Deal
Mon, Feb 17 - Mon, Feb 24
8:00 pm - 9:00 amORD-FCO
30h 00m2 stops
11:15 am - 1:10 pmFCO-ORD
31h 55m2 stops
$518United Airlines
Find Deal
Sat, Mar 8 - Wed, Mar 19
9:07 pm - 8:30 amORD-FCO
29h 23m1 stop
11:15 am - 1:11 pmFCO-ORD
31h 56m1 stop
$520United Airlines
Find Deal
Sun, Mar 16 - Thu, Mar 27
7:05 am - 10:35 amORD-NAP
20h 30m2 stops
6:35 am - 9:24 pmNAP-ORD
21h 49m2 stops
$575ITA Airways
Find Deal
Sat, Feb 1 - Tue, Feb 4
5:00 pm - 12:05 pmORD-FCO
12h 05m1 stop
1:10 pm - 8:08 pmFCO-ORD
13h 58m1 stop
$577British Airways
Find Deal
Thu, Feb 27 - Thu, Mar 6
10:05 am - 10:35 amORD-NAP
17h 30m2 stops
6:35 am - 9:24 pmNAP-ORD
21h 49m2 stops
$579ITA Airways
Find Deal
Sat, Feb 1 - Tue, Feb 4
10:45 pm - 4:45 pmORD-FCO
12h 00m1 stop
11:05 am - 2:30 pmFCO-ORD
10h 25mnonstop
$579British Airways
Find Deal
Tue, Mar 25 - Mon, Apr 7
3:55 pm - 1:10 pmORD-NAP
14h 15m1 stop
6:15 pm - 6:25 pmNAP-ORD
31h 10m1 stop
$611Lufthansa
Find Deal
Sun, Jan 26 - Tue, Feb 11
9:25 pm - 3:05 pmORD-FCO
10h 40m1 stop
7:45 pm - 7:25 pmFCO-ORD
29h 40m1 stop
$618Lufthansa
Find Deal
Tue, Mar 4 - Sun, Mar 16
5:50 am - 11:05 amORD-BGY
46h 15m2 stops
Mon, Feb 3
5:50 am - 7:30 pmORD-MXP
30h 40m2 stops
Mon, Feb 3
3:55 pm - 12:25 pmORD-FCO
13h 30m2 stops
$315Lufthansa
Find Deal
Wed, Jan 22
9:25 pm - 5:50 pmORD-FCO
13h 25m2 stops
$321Lufthansa
Find Deal
Wed, Feb 12
5:00 pm - 12:50 pmORD-FCO
12h 50m1 stop
$387British Airways
Find Deal
Mon, Feb 3
5:00 pm - 12:50 pmORD-FCO
12h 50m1 stop
$389British Airways
Find Deal
Mon, Feb 24
4:45 pm - 7:45 amORD-FCO
9h 00mnonstop
$408United Airlines
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Mon, Mar 17
10:05 am - 10:35 amORD-NAP
17h 30m2 stops
$414ITA Airways
Find Deal
Sun, Feb 16
10:05 am - 2:25 pmORD-NAP
21h 20m2 stops
$417ITA Airways
Find Deal
Sun, Feb 16
7:45 am - 9:00 amORD-FCO
19h 15m2 stops
$463United Airlines
Find Deal
Fri, Mar 21
8:25 pm - 6:45 pmORD-FCO
15h 20m1 stop
6:00 am - 3:30 pmFCO-ORD
16h 30m1 stop
$474TAP AIR PORTUGAL
Find Deal
Sun, Jan 19 - Fri, Jan 31
7:10 pm - 7:10 pmORD-MXP
17h 00m1 stop
11:20 am - 5:50 pmMXP-ORD
13h 30m1 stop
$478Scandinavian Airlines
Find Deal
Sun, Jan 19 - Thu, Jan 30
3:35 pm - 11:30 amORD-FCO
12h 55m1 stop
12:15 pm - 2:24 pmFCO-ORD
33h 09m2 stops
$513United Airlines
Find Deal
Sun, Jan 19 - Fri, Jan 31
3:35 pm - 11:30 amORD-FCO
12h 55m1 stop
12:15 pm - 7:55 pmFCO-ORD
14h 40m1 stop
$556United Airlines
Find Deal
Sun, Jan 19 - Fri, Feb 21
9:45 pm - 4:30 pmORD-FCO
11h 45m1 stop
1:10 pm - 8:08 pmFCO-ORD
13h 58m1 stop
$569British Airways
Find Deal
Sun, Jan 19 - Wed, Feb 26
9:45 pm - 4:40 pmORD-FCO
11h 55m1 stop
1:10 pm - 8:08 pmFCO-ORD
13h 58m1 stop
$619British Airways
Find Deal
Fri, Jan 17 - Tue, Feb 18
9:25 pm - 6:55 pmORD-FCO
14h 30m1 stop
1:20 pm - 6:25 pmFCO-ORD
12h 05m1 stop
$639Lufthansa
Find Deal
Sat, Jan 18 - Fri, Feb 21
9:25 pm - 6:55 pmORD-FCO
14h 30m1 stop
1:20 pm - 6:25 pmFCO-ORD
12h 05m1 stop
$689Lufthansa
Find Deal
Sat, Jan 18 - Sun, Feb 16
7:14 am - 10:45 pmORD-FLR
32h 31m2 stops
6:35 am - 9:28 pmFLR-ORD
21h 53m2 stops
$824ITA Airways
Find Deal
Sun, Jan 19 - Fri, Jan 24
7:14 am - 10:10 amORD-LIN
19h 56m2 stops
7:30 am - 9:28 pmLIN-ORD
20h 58m2 stops
$837ITA Airways
Find Deal
Sun, Jan 19 - Tue, Jan 28
5:05 pm - 9:15 amORD-FCO
9h 10mnonstop
11:05 am - 2:30 pmFCO-ORD
10h 25mnonstop
$505Iberia
Find Deal
Tue, Apr 1 - Wed, Apr 9
5:00 pm - 9:10 amORD-FCO
9h 10mnonstop
11:05 am - 2:30 pmFCO-ORD
10h 25mnonstop
$516Finnair
Find Deal
Mon, Mar 31 - Tue, Apr 8
3:35 pm - 7:55 amORD-FCO
9h 20mnonstop
9:45 am - 1:00 pmFCO-ORD
10h 15mnonstop
$526United Airlines
Find Deal
Mon, Mar 31 - Tue, Apr 8
3:35 pm - 7:55 amORD-FCO
9h 20mnonstop
9:45 am - 1:00 pmFCO-ORD
10h 15mnonstop
$576United Airlines
Find Deal
Mon, Mar 31 - Mon, Apr 7
3:00 pm - 7:25 amORD-FCO
9h 25mnonstop
9:25 am - 1:10 pmFCO-ORD
10h 45mnonstop
$590ITA Airways
Find Deal
Wed, May 7 - Wed, May 14
4:45 pm - 7:45 amORD-FCO
9h 00mnonstop
9:45 am - 2:05 pmFCO-ORD
10h 20mnonstop
$629Lufthansa
Find Deal
Mon, Mar 10 - Tue, Mar 25
4:45 pm - 7:45 amORD-FCO
9h 00mnonstop
9:45 am - 2:05 pmFCO-ORD
10h 20mnonstop
$636Lufthansa
Find Deal
Mon, Mar 10 - Tue, Mar 25
4:50 pm - 9:00 amORD-FCO
9h 10mnonstop
11:05 am - 2:30 pmFCO-ORD
10h 25mnonstop
$654British Airways
Find Deal
Sun, Mar 30 - Tue, Apr 8
3:00 pm - 7:25 amORD-FCO
9h 25mnonstop
9:25 am - 1:10 pmFCO-ORD
10h 45mnonstop
$658ITA Airways
Find Deal
Wed, May 7 - Fri, May 23
5:00 pm - 9:10 amORD-FCO
9h 10mnonstop
11:05 am - 2:30 pmFCO-ORD
10h 25mnonstop
$673British Airways
Find Deal
Wed, Apr 16 - Tue, Apr 22

TAP AIR PORTUGAL flights from Chicago to Italy

Our best TAP AIR PORTUGAL deals on Chicago to Italy flight tickets
TAP AIR PORTUGAL
Feb 2
ORD8:25 pmChicago O'Hare Intl
12h 25m
1 stop
FCO3:50 pmRome Fiumicino
Feb 8
FCO7:35 pmRome Fiumicino
26h 55m
1 stop
ORD3:30 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Feb 9
ORD8:25 pmChicago O'Hare Intl
12h 25m
1 stop
FCO3:50 pmRome Fiumicino
Feb 20
FCO4:40 pmRome Fiumicino
29h 50m
1 stop
ORD3:30 pmChicago O'Hare Intl
TAP AIR PORTUGAL
Feb 9
ORD8:25 pmChicago O'Hare Intl
15h 20m
1 stop
FCO6:45 pmRome Fiumicino
Feb 20
FCO4:40 pmRome Fiumicino
29h 50m
1 stop
ORD3:30 pmChicago O'Hare Intl

Iberia flights from Chicago to Italy

Our best Iberia deals on Chicago to Italy flight tickets
Iberia
Apr 1
ORD4:25 pmChicago O'Hare Intl
12h 10m
1 stop
FCO11:35 amRome Fiumicino
Apr 9
FCO11:05 amRome Fiumicino
10h 25m
ORD2:30 pmChicago O'Hare Intl
Iberia
Apr 8
ORD11:36 amChicago O'Hare Intl
12h 29m
1 stop
FCO7:05 amRome Fiumicino
Apr 22
FCO11:05 amRome Fiumicino
10h 25m
ORD2:30 pmChicago O'Hare Intl
Iberia
Apr 20
ORD5:05 pmChicago O'Hare Intl
9h 10m
FCO9:15 amRome Fiumicino
May 2
FCO11:05 amRome Fiumicino
10h 25m
ORD2:30 pmChicago O'Hare Intl

See travel insights to Italy from

How to get the cheapest flight ticket from Chicago 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 Chicago is in February. Flight prices, which tend to average around $561, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Italy from Chicago during January instead. Flights to Italy in January, while not as cheap as those in February, still average around $564.

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

According to our data, Wednesday is the cheapest day to fly to Italy from Chicago. The lowest ticket price found for a Wednesday departure recently was $813. 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 Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Italy for around $943.

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

Our data shows that the cheapest Chicago to Italy flights are usually those with departure times in the evening. Our users have found flights to Italy in the evening for as low as $686. In contrast, the most expensive time of day to depart to Italy is in the afternoon when prices are around $897.

What is the cheapest Chicago to Italy flight route?

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

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

Most flyers found that booking tickets 46 days in advance of their planned departure date is the best time to get cheap flights to Italy. During this timeframe, flight prices are around $803. In the past 72 hours, momondo users found flights from Chicago to Italy for as low as $618.

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

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

Cheap Chicago to Italy flight deals and tips

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

Best Price Found

$235

Fastest flight time

8h 45m

Direct flights

Every day

Airports in Italy

7 airports
The best one-way flight to Italy from Chicago in the past 72 hours is $235. The best round-trip flight deal from Chicago to Italy found on momondo in the last 72 hours is $426.
The fastest flight from Chicago to Italy takes 8h 45m
Direct flights go from Chicago to Italy every day.
There are 7 airports near Italy: Milan Linate (LIN), Rome Fiumicino (FCO), Milan Malpensa (MXP), Bergamo Orio Al Serio (BGY), Venice Marco Polo (VCE), Naples (NAP), Florence Peretola (FLR)

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

    Prices for flights from Chicago to Italy refresh daily.

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Italy.

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

    The travel and health documents you'll need for your trip to Italy may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Italy. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

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


Best airlines flying from Chicago to Italy

Compare and see reviews for airlines that fly from Chicago to Italy with momondo
Airline
Rating
Free Cancellation
Price
AeroitaliaPriceFrom $41Free CancellationRating
6.5
38 reviews
Search Aeroitalia flights
IcelandairPriceFrom $370Free CancellationRating
7.1
501 reviews
Search Icelandair flights
TAP AIR PORTUGALPriceFrom $383Free CancellationRating
7.1
1,861 reviews
Search TAP AIR PORTUGAL flights
Scandinavian AirlinesPriceFrom $430Free CancellationRating
7.3
1,306 reviews
Search Scandinavian Airlines flights
Aer LingusPriceFrom $506Free CancellationRating
7.1
1,075 reviews
Search Aer Lingus flights
Air CanadaPriceFrom $506Free CancellationRating
7.0
8,571 reviews
Search Air Canada flights
LufthansaPriceFrom $510Free CancellationRating
6.7
7,092 reviews
Search Lufthansa flights
KLMPriceFrom $512Free CancellationRating
7.8
1,336 reviews
Search KLM flights
Turkish AirlinesPriceFrom $525Free CancellationRating
7.3
3,913 reviews
Search Turkish Airlines flights
United AirlinesPriceFrom $526Free CancellationRating
7.4
8,961 reviews
Search United Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Italy from Chicago.

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

All flight searches from Chicago to Italy on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Italy from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Chicago to Italy now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Italy and let you know when they change.


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