Cheap Chicago to Italy flights
Compare flights from Chicago to Italy
Find the cheapest month or even day of the year to fly
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Where in Italy would you like to go?
There are lots of destinations to choose from when you're planning your trip from Chicago to Italy.Flying from Chicago to Italy
The things to know before you go.Cheapest flight ticket found | £299 |
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Cheapest month to fly | October |
Average flight time | 8 hrs, 53 mins |
Places to go | 42 |
Most popular airline | Alaska Airlines |
Average flights per week | 147 |
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.Chicago to Italy flight deals
Looking for a cheap flight ticket from Chicago to Italy? Whether you're looking for a direct flight, return flight or one way ticket we've got you.Flights from Chicago to Italy FAQs
Cheapest flights to Italy from Chicago
- Chicago to Rome from £299Price found 16 Jun 2024, 06:52
- Chicago to Milan from £358Price found 17 Jun 2024, 18:31
- Chicago to Venice from £375Price found 15 Jun 2024, 12:01
- Chicago to Bologna from £381Price found 17 Jun 2024, 00:40
- Chicago to Florence from £400Price found 17 Jun 2024, 13:52
- Chicago to Bari from £401Price found 17 Jun 2024, 13:39
- Chicago to Naples from £403Price found 14 Jun 2024, 21:52
- Chicago to Pisa from £414Price found 17 Jun 2024, 15:16
- Chicago to Brindisi from £430Price found 16 Jun 2024, 02:03
- Chicago to Palermo from £432Price found 17 Jun 2024, 12:57
- Chicago to Catania from £432Price found 16 Jun 2024, 16:35
- Chicago to Turin from £448Price found 15 Jun 2024, 16:16
How to find cheap flights from Chicago to Italy
Looking for flight tickets from Chicago to Italy? Round-trip tickets start from £299 and one-way flights from Chicago to Italy start from £153
Here are some tips on how to secure the best flight price and make your journey as smooth as possible.
- Simply hit "search." From American Airlines to international carriers like Emirates, we've compared flights from all major airlines and online travel agents to find the cheapest Chicago to Italy flights. And with us, there are no hidden fees – what you see is what you pay.
- Compare cheap Chicago to Italy flight deals from over 1,000 providers. Then choose the cheapest plane tickets or fastest journeys. Flight tickets to Italy start from £153 one-way.
- Flex your dates to secure the best fares for your Chicago to Italy ticket. If your travel dates are flexible, use Skyscanner's "Whole month" tool to find the cheapest month, and even day to fly from Chicago to Italy.
- Set up a Price Alert. We price-check with over 1,000 travel companies so you don't have to. You can easily track the price of your airline tickets from Chicago to Italy by creating an alert. Whenever prices go up or down, you'll get an email or push notification to help make sure you get the best possible flight deal.
- Look for direct flights. Only interested in direct flights from Chicago to Italy? Make sure to tick "Direct flights only" when performing a search. If there are direct Chicago to Italy flights available, these will appear in the results.
- Find the cheapest Business Class flights from Chicago to Italy. Check the difference in price of your plane ticket to Italy from Chicago when traveling in Economy, Premium Economy, Business or First Class. Note that not all cabin classes are available for every destination or airline.
- Include nearby airports in your search. Widen your search for Chicago to Italy flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure and destination point and could help you save money.
- Search for flights on the go. To get the best flight booking experience on the go, download our app and search for cheap flight tickets from Chicago to Italy when out and about.
Combine your flight from Chicago to Italy with hotels and car rental
Once you've secured your plane ticket, we'll also help you discover the best prices and exclusive rates for hotels in Italy or close by. Lastly, compare hundreds of car rental companies at once so that you get the best car rental deals for your trip.
Compare Chicago to Italy flight tickets with other routes using the everywhere search
Not quite yet set on flying to Italy from Chicago? You can easily browse other destinations by searching flights to "Everywhere" – this will allow you to find the cheapest place to travel to.
Italy hotels and car hire
Did you know we can help you plan the rest of your trip from Chicago to Italy? Get exclusive deals and great rates for hotels and car hire in Italy.Prices shown on this page are estimated lowest prices only. Found in the last 45 days.