Cheap flights from Illinois to Italy from $242

The cheapest month to fly to Italy from Illinois is in February. Flight prices, which tend to average around $629, 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 Illinois during January instead. Flights to Italy in January, while not as cheap as those in February, still average around $639.

According to our data, Sunday is the cheapest day to fly to Italy from Illinois. The lowest ticket price found for a Sunday departure recently was $946. 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 Illinois to Italy for around $1,055.

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

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 $829 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 $782 on momondo.

There are 4 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.

You could potentially save up to 61% on your flight if you consider stops on a Illinois to Italy flight.

British Airways, SWISS, and American Airlines are the most popular carriers operating from Illinois to Italy

United Airlines, ITA Airways and Lufthansa are the top three most popular airlines that fly to Italy from Illinois according to our data. United Airlines is the first choice among our users, with 33% of people opting to fly with this airline when traveling to Italy. Keep in mind that there are 15 different airlines that fly to Italy on a routine basis, so you have a few additional options to choose from.

As of October 2026, there are 18 flights per day flying from Illinois to Italy. The most common time of day flights depart is 3:00PM, with 76% of flights taking off in the afternoon.

As of October 2026, there are 129 flights per week flying from Illinois to Italy. The most common day of the week flights depart is Fri, with 17% of flights taking off on this day.