$298 Find Cheap Flights from Chicago O'Hare Airport to Sicily - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Sicily departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Cheap Flights from O'Hare Intl to Sicily

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Palermo
Palermo1 stop$656
Catania
Catania1 stop$640
Palermo
Palermo1 stop$656
Catania
Catania1 stop$640

Book Cheap O'Hare Intl to Sicily Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Sicily that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Sicily

Mon, Sep 7 - Mon, Sep 21
Turkish Airlines Logo
8:10 pm - 8:20 am
ORD
-
CTA
29h 10m
1 stop
Turkish Airlines Logo
9:20 am - 9:40 am
CTA
-
ORD
31h 20m
1 stop
$640Turkish Airlines
Mon, Sep 7 - Mon, Sep 14
Turkish Airlines Logo
8:10 pm - 8:20 am
ORD
-
CTA
29h 10m
1 stop
Turkish Airlines Logo
9:20 am - 9:40 am
CTA
-
ORD
31h 20m
1 stop
$644Turkish Airlines
Tue, Sep 8 - Tue, Sep 15
Multiple Airlines Logo
11:25 am - 11:40 pm
ORD
-
PMO
29h 15m
2 stops
Multiple Airlines Logo
6:15 am - 9:40 am
PMO
-
ORD
34h 25m
2 stops
$660Multiple Airlines
Tue, Sep 8 - Tue, Sep 15
Multiple Airlines Logo
11:25 am - 11:40 pm
ORD
-
PMO
29h 15m
2 stops
Multiple Airlines Logo
6:15 am - 9:40 am
PMO
-
ORD
34h 25m
2 stops
$667Multiple Airlines
Sun, Aug 16 - Thu, Aug 27
ITA Airways Logo
3:00 pm - 9:05 pm
ORD
-
PMO
23h 05m
1 stop
ITA Airways Logo
6:10 am - 1:10 pm
PMO
-
ORD
14h 00m
1 stop
$705ITA Airways
Wed, Aug 12 - Wed, Aug 19
ITA Airways Logo
3:00 pm - 9:05 pm
ORD
-
PMO
23h 05m
1 stop
ITA Airways Logo
3:10 pm - 1:10 pm
PMO
-
ORD
29h 00m
1 stop
$743ITA Airways
Sun, Aug 16 - Thu, Aug 27
Lufthansa Logo
9:40 pm - 10:20 am
ORD
-
PMO
29h 40m
2 stops
Lufthansa Logo
11:50 am - 7:55 pm
PMO
-
ORD
15h 05m
2 stops
$856Lufthansa
Fri, Aug 14 - Mon, Aug 24
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
2:55 pm - 12:35 pm
PMO
-
ORD
28h 40m
1 stop
$860SWISS
Fri, Aug 14 - Tue, Aug 25
SWISS Logo
2:20 pm - 9:00 am
ORD
-
PMO
11h 40m
1 stop
SWISS Logo
9:45 am - 3:55 pm
PMO
-
ORD
13h 10m
1 stop
$860SWISS
Sat, Aug 15 - Mon, Aug 24
Lufthansa Logo
9:40 pm - 5:30 pm
ORD
-
PMO
12h 50m
1 stop
Lufthansa Logo
6:10 pm - 12:55 pm
PMO
-
ORD
25h 45m
2 stops
$873Lufthansa
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Sicily flights

Get data-powered insights and trends into flights from O'Hare Intl to Sicily to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Sicily?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago O'Hare Intl Airport to Sicily departing in September.

Flight prices are below average for this route right now.

Flights to Sicily from Chicago O'Hare Intl Airport usually cost between $782 and $1,063 in September.
The lowest price found in the past 5 days was $640 on Turkish Airlines (Sep 7-Sep 21).

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Sicily, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago O'Hare Intl Airport to Sicily is January, when tickets cost $662 (return) on average. On the other hand, the most expensive months are May and June, when the average cost of round-trip tickets is $1,487 and $1,346 respectively.

How far in advance should I book a flight from Chicago O'Hare Intl Airport to Sicily?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Sicily, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Chicago O'Hare Intl Airport to Sicily, you should book around 2 weeks before departure, which saves you about 34% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

February

Cheapest flight

$298
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from Chicago O'Hare Airport to Palermo

FAQs - booking Sicily flights

  • What are some common layovers on the route from Chicago O'Hare Airport to Sicily?

    Flights from Chicago O'Hare (ORD) to Sicily usually involve at least one layover, as direct flights to the island are not typically available. Common layover points include major European hubs like Rome's Leonardo da Vinci–Fiumicino Airport (FCO), Milan Malpensa Airport (MXP), Istanbul Airport (IST), Munich International Airport (MUC), or Frankfurt Airport (FRA). From these cities, you can find connecting flights to Sicily's main airports, such as Falcone Borsellino Airport (PMO) in Palermo or Fontanarossa Airport (CTA) in Catania.

  • If I want to visit the Valley of the Temples, which airport should I fly to?

    To visit the Valley of the Temples, a renowned archaeological site in Sicily, you should fly into Falcone Borsellino Airport (PMO) in Palermo or Vincenzo Florio Airport Trapani-Birgi (TPS). Both airports offer access to this area, but Palermo is larger with more flight options. The Valley of the Temples is located near Agrigento, about a two-hour drive from Palermo and a slightly shorter drive from Trapani.

  • Which airlines offer Wi-Fi on board? Is it free or with a fee?

    On routes from Chicago O'Hare to Sicily, airlines like ITA Airways, Lufthansa, and United Airlines typically provide Wi-Fi on board. However, the Wi-Fi service – whether it's complimentary or requires payment – depends on the airline. Lufthansa, for example, often charges for Wi-Fi based on how much you use it, whereas other airlines may offer free basic Wi-Fi or messaging services. To get precise information about Wi-Fi availability and costs, it's best to contact the airline directly before your flight.

  • How can I make my flight from Chicago O'Hare to Sicily more sustainable?

    To reduce the environmental impact of your flight, consider choosing airlines that prioritize sustainability. Airlines like Lufthansa and United Airlines have been focusing on reducing their carbon footprints through initiatives such as using more fuel-efficient aircraft and offering carbon offset programs for passengers. Also, opting for flights with fewer layovers can help minimize fuel consumption.

  • How does KAYAK find such low prices on flights from Chicago O'Hare Airport to Sicily?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago O'Hare Airport to Sicily.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago O'Hare Airport to Sicily?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Sicily is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago O'Hare Airport to Sicily?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago O'Hare Airport to Sicily with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago O'Hare Airport to Sicily?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago O'Hare Airport to Sicily up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Sicily

  • Your journey to Sicily begins at Chicago O'Hare International Airport (ORD), a major hub for United Airlines, American Airlines, and Spirit Airlines. American Airlines, United Airlines, and many European airlines such as Lufthansa, ITA Airways, SWISS, and TAP Air Portugal operate from O'Hare International Airport, offering flights to Europe with connections to Sicily.
  • Sicily is served by three main airports: Falcone Borsellino Airport (PMO) in Palermo, Vincenzo Florio Airport Trapani-Birgi (TPS) in Trapani for the western part of the island, and Catania-Fontanarossa Airport (CTA) in Catania for the eastern part. You can choose the airport that best aligns with your final destination in Sicily.
  • While direct flights from Chicago to Sicily are not common, airlines such as United Airlines, Lufthansa, and Turkish Airlines provide routes with just one stop, typically in European hubs like Istanbul (IST) or Munich (MUC). Flights with TAP Air Portugal, Iberia, and ITA Airways typically have two stops.
  • At Chicago O'Hare International Airport, families traveling with children can take advantage of several facilities, such as play areas for kids, nursing rooms, and family restrooms, ensuring a comfortable and stress-free experience.
  • On long-haul flights like the one from Chicago to Sicily, consider upgrading your seat for added comfort. Airlines such as American and United Airlines offer premium economy or business class upgrades, which include additional legroom, priority boarding, and better in-flight service.

Everything you need to know for your flight from O'Hare Intl to Sicily

Information on your arrival and departure airports