$225 Find Cheap Flights from Chicago O'Hare Airport to Sicily

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 1/12. 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.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Sicily

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sicily, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Sicily, as well as popular online travel agencies
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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$539
Catania
Catania1 stop$491
Palermo
Palermo1 stop$539
Catania
Catania1 stop$491

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

Sun, Mar 1 - Sun, Mar 8
Turkish Airlines Logo
11:50 am - 8:35 amORD-CTA
13h 45m1 stop
Turkish Airlines Logo
7:25 pm - 11:05 amCTA-ORD
21h 40m1 stop
$491Turkish Airlines
Find Deal
Tue, Mar 24 - Tue, Apr 7
Turkish Airlines Logo
12:50 pm - 8:35 amORD-CTA
13h 45m1 stop
Turkish Airlines Logo
7:20 pm - 6:15 pmCTA-ORD
29h 55m1 stop
$509Turkish Airlines
Find Deal
Fri, Nov 28 - Sat, Dec 13
KLM Logo
4:25 pm - 3:25 pmORD-CTA
16h 00m1 stop
KLM Logo
4:10 pm - 2:20 pmCTA-ORD
29h 10m1 stop
$536KLM
Find Deal
Sat, Nov 29 - Fri, Dec 12
Lufthansa Logo
9:50 pm - 5:25 pmORD-PMO
12h 35m1 stop
Lufthansa Logo
12:10 pm - 8:05 pmPMO-ORD
14h 55m2 stops
$539Lufthansa
Find Deal
Fri, Nov 28 - Sat, Dec 13
KLM Logo
4:25 pm - 3:25 pmORD-CTA
16h 00m1 stop
KLM Logo
6:00 am - 5:46 pmCTA-ORD
18h 46m2 stops
$545KLM
Find Deal
Thu, Nov 27 - Thu, Dec 4
Lufthansa Logo
9:50 pm - 11:20 amORD-PMO
30h 30m1 stop
Lufthansa Logo
12:15 pm - 8:05 pmPMO-ORD
14h 50m1 stop
$551Lufthansa
Find Deal
Tue, Mar 10 - Tue, Mar 24
ITA Airways Logo
1:10 pm - 9:30 amORD-CTA
14h 20m2 stops
ITA Airways Logo
6:00 am - 6:45 pmCTA-ORD
18h 45m2 stops
$609ITA Airways
Find Deal
Sun, Mar 1 - Wed, Mar 11
ITA Airways Logo
8:50 am - 11:40 amORD-PMO
19h 50m2 stops
ITA Airways Logo
6:10 am - 6:28 pmPMO-ORD
18h 18m2 stops
$610ITA Airways
Find Deal
Thu, Feb 19 - Mon, Mar 23
SWISS Logo
6:50 pm - 2:00 pmORD-SUF
12h 10m1 stop
SWISS Logo
7:05 pm - 5:20 pmSUF-ORD
28h 15m2 stops
$690SWISS
Find Deal
Wed, Dec 3 - Fri, Dec 12
SWISS Logo
6:50 pm - 8:05 amORD-CTA
30h 15m1 stop
SWISS Logo
8:55 am - 4:20 pmCTA-ORD
14h 25m2 stops
$815SWISS
Find Deal
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.

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 $554 (return) on average. On the other hand, the most expensive months are June and December, when the average cost of round-trip tickets is $1,310 and $1,291 respectively.

What’s the cheapest day of the week to fly from Chicago O'Hare Airport to Sicily?

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Sicily clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Sicily on a Tuesday and more expensive on a Thursday. On your return trip to Chicago O'Hare Airport, you should consider flying back on a Tuesday, and avoid Fridays for better deals.

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 1 week before departure. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonDecember
Cheapest flight$225
Best time to beat the crowds but there is an average 33% increase in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago to Catania

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.

  • What is the cheapest time of day to fly to Sicily?

    The cheapest time of day to fly to Sicily is generally in the morning, when round-trip flights cost $759 on average. Morning departures are around 23% cheaper than evening flights, on average. The most expensive time of day to fly to Sicily is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,178.

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.

Reviews of the top 4 airlines serving from O'Hare Intl to Sicily

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Sicily. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from O'Hare Intl to Sicily? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.5
SWISSOverall score based on 1776 reviews
8.2Crew
7.7Boarding
7.1Food
6.8Entertainment
7.4Comfort
Airline reviews

Food used to be better and comfort was not attainable after 5 hours everything starts hurting.

10.0 ExcellentAnonymous, Sep 2025DEN - ZRH
Read more SWISS reviews

Food used to be better and comfort was not attainable after 5 hours everything starts hurting.

horrible.. they cause such a problem and my daughter 14 years old was stranded in san francisco

The cabin was warm and few used the blankets. I should’ve upgraded.

I can’t even the whole trip was a catastrophe

Poor. Seats uncomfortable. No leg room. Hot and humid the whole trip. Food and staffs were ok.

The seats were so close together, when the man in front of me put his seat back, the screen in front of me was 9 inches from my face. There is no way to lean forward if I needed to pick something up. It was pretty uncomfortable for a ten hour flight. I was very surprised.

The food was good. Most the staff was pleasant. The flight would be drastically improved with WiFi on a long international flight.

Each flight we took was late with little or no updates or information.

All the flight to USA were arranged to E terminal whereas from Dubrovnik arriving on Zurich is on A80, have to walk all the way from A to E, even need transfer bus , for short transfer time like in an hour, we have to work fast, as soon as arrived at E, it is about time to boarding, pretty tight schedule, I hope Zurich airport can make some rearrangement so that transfer people do not have to walk long way. For short transfer time people, such as 50 min, this is even impossible if still like this.

When I needed to get my bag off of the plane so that I could take a train because the connection was 4 hours later, they took 2 hours to take my bag off making me take the train and miss my flight simultaneously. The seat size on the plane is too small for an average aged woman let alone a middle-aged man. It's unacceptable and I will not fly Boeing again.

My flight was canceled 1 minute before boarding. The customer service was owful, no one could tell us what was going happened. I spent 30hrs instead of 15 from Washington DC to Brussels. No apologie or help

Boeing 777 is a bad choice for a such a long flight.

The staff at IST airport could have been more helpful. Too much wasted time and the plane from IST to KHI was just horrible. The plane was not clean and smelled bad!

This is my 2nd time with the Turkish airline. Would definitely recommend. In stability we connected to Indiago would not recommend, very cramped seating. No inflight entertainment..service was inferior.

I wouldn't know what the flight was like. AI canceled my flight reservation!! There's no way to speak to an actual human to fix the issue! NEVER AGAIN! ALWAYS BOOK YOUR FLIGHT DIRECTLY WITH THE AIRLINE NEVER GO THROUGH KAYAK OR JUSTFLY.COM!!

Paying extra for premium seats was wasted. Turkish Airlines takes 2 seats for bassinet. The lady next to me had a baby with bassinet Bassinet was in front of my seat

Rude staff. I would avoid using the word racist but definitely partially or discriminatory. My 72 yrs old mother who is also disabled was traveling on this flight. She was the second passenger boarded to the plane. The First elderly couple ahead of my mother were allowed to use the airplane bathroom but my mother was denied entry stating it was for safety reasons. My mother objected the the couple in front of her were allowed but hostess still stated that due to the flight safety reasons she can’t use it. Even my mother explained that he is using blood pressure medication that’s why she have to use the restroom frequently but the crew continued arguing her. At one point the Mae attendent even suggested that if that’s the case my mother can urinate in her seat. The level of disrespect against an elderly lady is beyond my comprehension. This matter will be taken to the social media to shame the employees involved.

my experience was great with Turkish airlines . the problem i encountered was with kayak booking. When I booked . it showed that im allowed a bag . and when I got to the airport, i had to pay $165 for one bag.

Not up to Business Class standards. Two of the three toilets were out of order. The hostesses were aware and didn’t show any responsible act to do something. Food quality was not what we expect from Turkish hospitality. Overall we were not impressed and disappointed.

During mid flight, try to get a flight attendant to help I couldn’t find one Otherwise, everything was perfect

I liked Quiet people around me. Crew could have helped people with overhead luggage so they aren't moving other peoples bags around and causing problems for people that had there bags there first

The plane was delayed by two hours in Chicago which led to us missing the next flight. Lufthansa rebooked the flight and booked us a hotel for the night in Frankfurt. The level of customer service and getting us taken care of was superb. The flight crew and the service on the ground was superb.

Boarding and flight update was fantastic as I experienced about a 10-15 delayed for both flights. The food served onboard was great; the service of the flight attendants was excellent.

The row of seats were so cramped it was difficult to get in and out of your seat. I even upgraded. A long flight and sad accommodations 😵‍💫 the shorter flight was very comfortable and the seating was spacious

Complete mess. Our reservation was mistakenly cancelled. After almost missing the connection and walking all over the Munich airport, the Service desk got involved and we were run to our flight. Not all 4 of us in Business and not seated together as originally booked. This was the worst treatment I have ever had. And I travel a lot. 1K million miler.

I have flown with many airlines. My first time was several years ago. Now I remember why I avoided them for so long. Lufthanza is the only airline who has ever raised a size/weight issue with my modest standard size carry on. I had to repack three times to meet their carry-on weight criteria. (Apparently the rules of physics apply differently on Lufthansa flight than on other airlines.) In the meantime their staff was quite rude, repeating meaningless phrases like "Rules are Rules." And ignoring the additional fact that weight is also weight, whether it is in found in your carry on or in your suitcase. They eventually acknowledged that customer service and satisfaction is, for them, a low priority. Never choosing Lufthansa again.

They are professional. Nice crew. Still flying Boeing 747. Thank you for that. I love this airplane. Traditional.

There is more space in this economy seat. It felt like a better layout, not so cramped.

Connecting from Germany with not enough time to go thru TSA and security so many times. Kayak or whomever doesn’t leave you enough time between flights. I made it with 5 min before my zone was called. Too stressful

The seats were extremely uncomfortable. I spent €25 on internet and never gained access to it. A flight attendant told me she would file a complaint/report on my behalf but it put me in a very difficult situation.

Wonderful! Everyone very helpful and kind. Returning flight was cancelled but rebooking was easy.

Pretty normal flight was delayed due to traffic could have missed connecting flight to Venice but crew kept us well informed so we made it

Flight was on time and pretty standard. No Hiccups. I have no complaints, which is a lot to say about a 12 hour flight.

-The seats could be roomier -The entertainment in English could be more current! The moves were very old!!! -They served too many carbs! What happened to fruit and yogurt!!!!

We upgraded to premium economy and it made a difference in a 12 hr flight. I didn’t like that we had to deplane in the tarmac with our carryon luggage. Other than that, it was ok.

Everything was much better than I had expected, since I hadn’t heard of your airline before. I hope to take advantage of your excellent service again.

Staff were nice, we left on time and arrived early, food was good. Unfortunately, they lost one of our bags and have been unable to find it. So we are in Italy for a week for my husband‘s birthday and he does not have any of his clothing.

They gave us sandwiches as a meal twice. Snacks mid flight with cookies and a tuna panini. Then just the same tuna panini for dinner. That was it.

Top notch re cleanliness, comfort, operational. Attendants attentive, cheerful, courteous and professional. An unusually high-grade experience all around.

The staff was very good, the only thing was the air conditioning wasn't working during the boarding process so it was very hot inside the plane until we got airborne. The food wasn't great, the chicken was dry and hard to cut, the ravioli was ok and the little pizza pocket thing was pretty bad. Other than that is was a good flight all around

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

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