Cheap Flights from Chicago O'Hare International Airport to Sicily from $1,351 Return

Flight deals from Chicago O'Hare International Airport to Sicily

Looking for a cheap last-minute deal or the best return flight from Chicago O'Hare International Airport to Sicily? If you want to travel next month, return fares start from $2,435. Find the lowest prices on one-way and return tickets right here.

Palermo.$1,351 per passenger.Departing Tue, 18 Aug, returning Tue, 15 Sep.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Tue, 18 Aug, arriving in Palermo.Inbound indirect flight with Turkish Airlines, departs from Palermo on Tue, 15 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,351, select.

Catania.$1,448 per passenger.Departing Thu, 8 Oct, returning Tue, 13 Oct.Return flight with Turkish Airlines.Outbound indirect flight with Turkish Airlines, departs from Chicago O'Hare International on Thu, 8 Oct, arriving in Catania Fontanarossa.Inbound indirect flight with Turkish Airlines, departs from Catania Fontanarossa on Tue, 13 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From $1,448, select.

Trapani.$2,414 per passenger.Departing Fri, 3 Jul, returning Fri, 10 Jul.Return flight with ITA Airways.Outbound indirect flight with ITA Airways, departs from Chicago O'Hare International on Fri, 3 Jul, arriving in Trapani Birgi.Inbound indirect flight with ITA Airways, departs from Trapani Birgi on Fri, 10 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From $2,414, select.

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Flying from Chicago O'Hare International Airport to Sicily

Arm yourself with these facts on the fly.

Cheapest flight found	$1,351
Cheapest month to fly	August

How to find cheap flights from Chicago O'Hare International Airport to Sicily

We've compared the best online travel agents and flight providers on the internet to find the cheapest plane tickets from Chicago O'Hare International Airport to Sicily. Other savvy travellers recently found return flights from $1,351 and one-way tickets from $651. Ready to join them? Here are a few tips to help you do it the smart way.

Fly in August

The cheapest time to fly from Chicago O'Hare International Airport to Sicily is currently August.

Flex your dates for the best rates

If you’re flexible on your departure dates, you can use Skyscanner's whole month tool to find the cheapest day of the year to fly from Chicago O'Hare International Airport to anywhere you choose in Sicily.

Watch as fares rise and fall

With Price Alerts, we'll let you know when flight prices from Chicago O'Hare International Airport to your chosen airport in Sicily go up or down so you can book when the time is just right.

Relax – these are fee-free flight tickets

With us, there are no added fees – the Sicily Airport to Sicily flight price you see when you search with us is what you pay to the provider.

Frequently asked questions

Are there any direct flights from Chicago O'Hare International Airport to Sicily?

There are currently no direct flights from Chicago O'Hare International Airport to Sicily, but we've found some other routes to Italy – check them out now.

What is the average price of a flight from Chicago O'Hare International Airport to Sicily?

We looked at all of the upcoming return flights from Chicago O'Hare International Airport to Sicily we could find over the next 12 months. It looks like $1,351 is the best price. This is good, compared to the average Sicily ticket price of $1,738.

What is the cheapest month to fly from Chicago O'Hare International Airport to Sicily?

The cheapest month to fly from Chicago O'Hare International Airport to Trapani Birgi Airport is currently July.
The cheapest month to fly from Chicago O'Hare International Airport to Palermo Airport is currently August.
And the cheapest month to fly from Chicago O'Hare International Airport to Catania Fontanarossa Airport is usually October.

Which upcoming date is cheapest to fly from Chicago O'Hare International Airport to Sicily on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago O'Hare International Airport to Sicily on Tuesday, 18 August 2026.

If I'm flying from Chicago O'Hare International Airport, where in Sicily is cheapest to fly into?

If you're flying from Chicago O'Hare International, the cheapest city in Sicily to fly into is Palermo. The cheapest airport serving Palermo at the moment is Palermo.