Cheapest flight ticket found	₹ 57,744
Cheapest month to fly	November
Average flight time	9 hrs, 9 mins
Places to go	43
Most popular airline	Lufthansa
Average flights per week	133

Cheapest time to fly from Chicago to Italy

Looking for the cheapest ticket prices to Italy from Chicago? We can help you pick the cheapest month to fly.

Aug

from ₹ 65,324

Sep

Oct

Nov

Dec

Jan

Feb

Mar

Apr

May

Jun

Jul

Chicago to Italy flight deals

Looking for a cheap last-minute deal or the best return flight from Chicago to Italy? If you want to travel next month, return fares start from ₹ 62,316. Find the lowest prices on one-way and return flight tickets right here.

Rome.₹ 57,744 per passenger.Departing Fri, 6 Nov, returning Mon, 16 Nov.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Fri, 6 Nov, arriving in Rome Fiumicino.Inbound indirect flight with Icelandair, departs from Rome Fiumicino on Mon, 16 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 57,744, select.

Milan.₹ 61,109 per passenger.Departing Wed, 14 Oct, returning Tue, 20 Oct.Return flight with Air Serbia.Outbound indirect flight with Air Serbia, departs from Chicago O'Hare International on Wed, 14 Oct, arriving in Milan Malpensa.Inbound indirect flight with Air Serbia, departs from Milan Malpensa on Tue, 20 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 61,109, select.

Naples.₹ 61,919 per passenger.Departing Thu, 8 Oct, returning Thu, 15 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Naples International.Inbound indirect flight with TAP Air Portugal, departs from Naples International on Thu, 15 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 61,919, select.

Bologna.₹ 62,316 per passenger.Departing Thu, 24 Sep, returning Wed, 30 Sep.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Bologna International.Inbound indirect flight with TAP Air Portugal, departs from Bologna International on Wed, 30 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 62,316, select.

Venice.₹ 65,946 per passenger.Departing Fri, 2 Oct, returning Fri, 16 Oct.Return flight with Icelandair.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Fri, 2 Oct, arriving in Venice Marco Polo.Inbound indirect flight with Icelandair, departs from Venice Marco Polo on Fri, 16 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 65,946, select.

Florence.₹ 66,057 per passenger.Departing Thu, 8 Oct, returning Thu, 22 Oct.Return flight with TAP Air Portugal.Outbound indirect flight with TAP Air Portugal, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Florence.Inbound indirect flight with TAP Air Portugal, departs from Florence on Thu, 22 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 66,057, select.

Palermo.₹ 66,600 per passenger.Departing Tue, 10 Nov, returning Wed, 9 Dec.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Tue, 10 Nov, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Wed, 9 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 66,600, select.

Catania.₹ 66,622 per passenger.Departing Wed, 14 Oct, returning Fri, 23 Oct.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Wed, 14 Oct, arriving in Catania Fontanarossa.Inbound indirect flight with Turkish Airlines, departs from Catania Fontanarossa on Fri, 23 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 66,622, select.

Turin.₹ 66,685 per passenger.Departing Tue, 29 Sep, returning Tue, 6 Oct.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Tue, 29 Sep, arriving in Turin.Inbound indirect flight with Turkish Airlines, departs from Turin on Tue, 6 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 66,685, select.

Bari.₹ 66,737 per passenger.Departing Wed, 14 Apr, returning Wed, 21 Apr.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Wed, 14 Apr, arriving in Bari.Inbound indirect flight with Turkish Airlines, departs from Bari on Wed, 21 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 66,737, select.

Trieste.₹ 68,719 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines and Ryanair.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Trieste.Inbound indirect flight with Ryanair, departs from Trieste on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 68,719, select.

Pisa.₹ 68,844 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines and Ryanair.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Pisa International.Inbound indirect flight with Ryanair, departs from Pisa International on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 68,844, select.

Lamezia Terme.₹ 69,648 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines and Ryanair.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Lamezia Terme.Inbound indirect flight with Ryanair, departs from Lamezia Terme on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 69,648, select.

Ancona.₹ 70,353 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Frontier Airlines and Ryanair.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Ancona.Inbound indirect flight with Ryanair, departs from Ancona on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 70,353, select.

Salerno.₹ 72,286 per passenger.Departing Tue, 10 Nov, returning Tue, 17 Nov.Return flight with Iberia.Outbound indirect flight with Iberia, departs from Chicago O'Hare International on Tue, 10 Nov, arriving in Salerno Costa d'Amalfi.Inbound indirect flight with Iberia, departs from Salerno Costa d'Amalfi on Tue, 17 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 72,286, select.

Cagliari.₹ 73,275 per passenger.Departing Mon, 28 Sep, returning Mon, 5 Oct.Return flight with Icelandair and easyJet.Outbound indirect flight with Icelandair, departs from Chicago O'Hare International on Mon, 28 Sep, arriving in Cagliari.Inbound indirect flight with easyJet, departs from Cagliari on Mon, 5 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From ₹ 73,275, select.

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Flights from Chicago to Italy FAQs

What is the cheapest flight to Italy from Chicago?

The cheapest flight from Chicago to Italy costs ₹ 57,744.

Explore the different prices of flights from Chicago to Italy and find the best option for you.

When is it the cheapest time to fly from Chicago to Italy?

The cheapest month to fly from Chicago to Italy is November. See if any of these flights in November suit you.

What is the cheapest Chicago to Italy flight route?

We've taken a look at the year ahead using our flights calendar. The cheapest flight route from Chicago to Italy is Chicago to Rome Fiumicino. You can buy a ticket to fly this route from ₹ 57,744.

Take a look at Chicago to Rome Fiumicino flights.

How long is the flight from Chicago to Italy?

The average flight time from Chicago to Italy is 9 hours and 13 minutes.

What is the cheapest airline that flies to Italy from Chicago?

Looking at the year ahead, the cheapest airline flying to Italy from Chicago is Icelandair.

Explore Icelandair flight ticket options today.

If this airline doesn't suit you, the second cheapest airline is ITA Airways.

Cheapest flights to Italy from Chicago

How to find cheap flights from Chicago to Italy

Book a return flight from Chicago to Italy starting at ₹ 57,744, the cheapest price currently available.
That fare takes you from Chicago to Rome Fiumicino in Rome.
For one-way travel, the lowest available price right now is ₹ 26,871.
Happy to let the deals decide your next stop? Enter 'Italy' in the 'To' field to discover the lowest fares for different cities.
With roughly 35 international airports, Italy has no shortage of arrival options.
Widen your search by choosing 'Add nearby airports.' This will compare prices across the closest airports at both your departure and destination points, which could help you find a better deal.
The earlier you book, the better. Fares are more likely to go up as your trip date gets closer, not fall.
Get notified when fares change by setting up a Price Alert. Download the Skyscanner app to get real-time updates on your phone.

Best time to fly from Chicago to Italy

November is usually the cheapest month to hop on a flight from Chicago to Italy.
In general, flying in the middle of the week can help you cut costs. Tuesdays and Wednesdays often mean lower fares.
Peak travel season in Italy runs through June, July and August. July is the busiest month and the perfect time to visit if you want to catch everything in full swing.
For a more laid-back experience, January, February and March are worth considering. March is the quietest month.

Flights from Chicago to Italy: what to expect

When flying from Chicago, you can leave from Chicago O'Hare International Airport (ORD) or Chicago Midway Airport (MDW).
From Chicago, you can fly nonstop to around three airports across Italy.
Roughly 20 direct flights operate every week between Chicago and destinations across Italy.
These are the main airlines flying this route:
When it comes to the most popular routes from Chicago to Italy, Rome, Milan and Naples sit high on the travel wishlist.
The fastest flight reaches Milan in about 8 hours 40 minutes, compared to roughly 9 hours 35 minutes if you're travelling to Naples.
The average journey on this route comes in at around 9 hours 10 minutes.

Popular places to visit in Italy

Milan

A leading destination for Chicago to Italy flights, this city in Lombardy lands at the top of any well-planned itinerary. From Leonardo's Last Supper Museum and Teatro alla Scala to Milan Cathedral, the highlights come thick and fast.
You can travel to Milan through Milan Malpensa Airport (MXP), Milan Bergamo Airport (BGY) or Milan Linate Airport (LIN).
Check out the selection of hotels in Milan and pair your trip with a stay that fits your budget and style.

Rome

The biggest highlights in this Lazio city include Vatican Museums, St. Peter's Basilica and Vatican Hill.
You can fly in through Rome Fiumicino Airport (FCO) or Rome Ciampino Airport (CIA).
Check out hotels in Rome and find a stay that lines up with your plans.

Venice

Well-known attractions to squeeze in while you're in this part of Veneto include Grand Canal, Centro Storico di Venezia and Saint Mark's Basilica.
You can arrive through Venice Marco Polo Airport (VCE) or Venice Treviso Airport (TSF), depending on what works best for your route.
Pick up a deal on where you'll stay by browsing the list of hotels in Venice.

Visiting Italy for the first time? Here's what you need to know

Know the entry rules before you go. Rules can vary depending on your passport, reason for travel and length of stay. Always check with official sources like your airline, travel agent or the local embassy.
You'll be using the euro (EUR) for all your purchases. Debit and credit cards are widely accepted in most places.
Rome is the capital of Italy, which has a population of around 59 million.
You won't need to adjust your watch while travelling around this destination, with only one standard time zone of UTC+1 in place.
Pick the season that matches how you like to travel, whether that's cooler, hotter or somewhere in between. August is one of the warmest months in Italy.
Temperatures are often coolest around January.
July is generally the driest month, while May is the wettest.
Headline events on the local calendar include Venice Carnival, the Venice Film Festival and the Infiorata flower festival. Line up your Chicago to Italy flight around occasions like these to experience something beyond the usual.

Complete your trip with hotels and a car rental

A cheap flight from Chicago to Italy will get you there. Your next move is planning the stay. Discover the best prices and exclusive rates for hotels in Italy. Want to travel on your own schedule? Also browse the range of car rental options in Italy.