$277 Find Cheap Flights from Illinois to Sicily

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Good to know

Low seasonJanuary
High seasonJuly
Cheapest flight$277
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago to Catania

FAQs for booking flights from Illinois to Sicily

  • How does KAYAK find such low prices on flights from Illinois 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 Illinois to Sicily.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Illinois 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 Illinois 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 Illinois 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 Illinois 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 Illinois 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 day to fly to Sicily?

    Based on KAYAK data, the cheapest day to fly to Sicily is Tuesday where round-trip tickets can be as cheap as $883. On the other hand, the most expensive day to fly is Thursday, where round-trip prices are $1,286 on average.

  • 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.

  • What is the cheapest month to fly from Illinois to Sicily?

    The cheapest month for flights from Illinois to Sicily is April, when tickets cost $741 (return) on average. On the other hand, the most expensive months are June and March, when the average cost of round-trip tickets is $1,311 and $1,140 respectively.

  • How far in advance should I book a flight from Illinois to Sicily?

    To get a below average price on the flight from Illinois to Sicily, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 3 weeks before departure.

  • How long is the flight to Sicily?

    An average nonstop flight from Illinois to Sicily takes 19h 35m, covering a distance of 5142 miles. The shortest route is Chicago Midway Airport (MDW) to Palermo (PMO) with an average flight time of 13h 40m.

  • What are the most popular destinations in Sicily?

    Based on KAYAK flight searches, the most popular destination is Palermo (47% of total searches to Sicily). The next most popular destinations are Catania (41%) and Lamezia Terme (12%).

Top 5 airlines serving from Illinois to Sicily

 
Need help choosing which airline to fly with from Illinois 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 1628 reviews
7.4Comfort
6.7Entertainment
7.6Boarding
8.2Crew
7.0Food
Airline reviews

The meal was wonderful and strawberry ice cream was a plus.

8.0 ExcellentAnonymous, Jun 2025ZRH - ORD
Read more SWISS reviews

The meal was wonderful and strawberry ice cream was a plus.

Absolutely amazing! Best airline i have flown with, huge difference to United!

Clean, efficient and quick response time when we missed our connecting flight.

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.

They didn't give us Nothing to eat, come on..... 1 package of chips and a glass of soda won't do anything to the company

The cushion of the seats are old and very thin. The food can be more tasty or come with salt packages

The biggest let down was with booking experience through Kayak. I booked a flight with checked bags on Kayak. Right away I got a message from travel agency that the flight is not confirmed and to call them. I called them and they said the flight I have booked is no longer available with the price I have booked it for and I can book it with about $100 more. I already had other options I could book with cheaper price so I asked them to cancel my booking. Then they said I can have the ticket with the same price but a date change which was not working for me as I had to be there for a seminar. So again I said no then they said they will cover the charges and confirm my flight. When comes time for check-in I see I have no checked bag option which means the travel agency deceived me saying I can have my booking as I had booked it. And at that point I ended up paying $155 for my checked bag going back and forth. I am extremely angry and unhappy with this experience

PLEASE DONT TAKE FORCEFULLY(SIZE APPROPRIATE) CARRY ONS FROM PASSENGERS WHO FOR SOME REASON NEED TO KEEP IT

It was great. My seat was comfortable. The bathrooms were clean . The service was superb . I travel a lot and I have been in 64 counties. I wish I could fly first class, even though I could , but I prefer to budget my yearly travelling expense on actual visiting , not on flight. Anyway, my point is that your economy was far much better than other airlines as good as Air France. The flight attendants and all crew were polite and very helpful and respectful. Thank you for making my long trip tolerable.

I slept the whole flight so I can't tell you about the food and there was no entertainment offered. Crew was very nice, seats were comfortable in business, and boarding was easy.

Bad experience; they are not good anymore. They charge too much for luggage seat are so uncomfortable, Flight delays which may miss your next flight, they don’t care if you miss the flight or not. Zero customer services for front desk representatives Istanbul's airport I’m not using this airline any more.

I’ve been traveling for 20 years. I tried Turkish airline for the first time horrible horrible service and it would be my last time even if I get offer for a free ticket, I will not accept it. They have races and the worst Flight attendant

It wasn't good. I didn’t understand. They changed 320 dollars for 2 luggage. My ticket was regular and I paid almost 1200.00 dollars. Why they did charge? I want my money back.. thanks Yılmaz polat

Very punctual, the onboard staff was friendly and correct, the flight was fortunately very calm, the toilets were clean, in short, an excellent experience Thanks

Ordered Vegan meal - it was ok, but not exceptional. Seat ok row 39 middle section aisle. Nearly full flight - crew was busy but they did the best they could. There was a USB A port at the seat. I listened to my own music and only looked at flight information. One nice thing was the connection information was made available in the screen.

Very nice and friendly crew. Boarding system can be improved.

The Etickets had been changed (Why?) without notice ; Hence, that caused troubles when checking in. Not until I contacted my ticket agent and was given correct Etickets could I then check in.

Cleanliness of seats, trays, storage pockets need more attention, but everything else was good.

A great airline, no complaints at all. My experience with Cheap Tickets was very disappointing however. Two hours after purchasing the flight they called to tell me that the ticket price had gone up. I’ve never heard of such a thing. That is called false advertising; I will never use this ticketing service again and will warn all friends to never use it.

One of the worst check in process at the DIA as well as the boarding counter Changed seat at the last minute and assigned middle seat while I paid for window seat. Requested many times but to no avail . horrible customer service and very poor process Requesting refund for seat that was changed last minute

6+ hour delay, the worst possible flight I’ve ever had in my life.

The flight was delayed an hour and no one announced that from the gate, but other than that, everything was smooth and easy!

Not clear about check-in and extra prices for baggage

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.

The staff was not at pleasant as those on the first leg of our trip.

Boarding was easy and well organized, Breakfast was not very good.

We had a 3 hour delay and then a long taxi to take off. It would have been helpful for the pilot to have communicated more about what was going on. There was no A/C during the wait, and the cabin must have been more than 85 to 90 degrees. The crew gave water to the people in the front but by the time they go to the back of the plane they stopped giving out water. Eventually I went back and asked for some in the rear of the plane (for a second time). The food was close to inedible. I thought on an Italian flight that the pasta would be better than the chick, but honestly, a Swanson's TV dinner would have been better. I had a bite or two to keep my blood sugar up, but basically I couldn't eat it.

Boarding was chaotic. Service was poor. Attendant was slow and rude. In business class, I was not offered a drink until 1.5 hrs,after takeoff. Food was inedible.

Terrible. They canceled 2 flights and then sent everyone by BUS from Rome. They should make amends by offering some sort of compensation.

We ordered a gluten free meal and never got it!

The seats are horribly uncomfortable. We were in premium economy and paid a premium price yet, the seats were the worst! You could feel every structural bar in the seat, there was no padding, no amenities kit, and the leg rests were broken. Duct tape was holding another seat together. When we arrived at our final destination, Venice, my suitcase was ripped open, and my clothes were about to fall out of the bag. I would’ve been more comfortable if I flew a paper airplane across the Atlantic.

I don't like anything in this flight the food was bad the service was bad the flight was old and not connected to the screen no intertainments at all and it was long trip was bad intertainments the crew not helping

The company tries shamelessly to squeeze every dollar)Euro out of its passengers. During the check-in the force you to go through the seat selection, you can skip it. They will assign you the worst seat available, then show you the other available seats on the map, for a fee. But they won't show you the fee until you click on it. And once you do click, there's no way to unselect it!! You will get stuck and forced to pay for that seat. Cheaters!!

Seats weren’t comfortable. Both of our seat backs were either almost straight vertical or laying back into the laps of the people behind us, which is a weird angle to try to get some sleep even on a plane. No in between. Also, neither seat would spring forward like they should.

There wasn't a time for neither food morning entertainment in a short one hour hop over.

Flight on time, flight assistants super nice, business class very comfortable. The whole experience was very good.

Book cheap flights from Illinois to Sicily

Recent round-trip flight deals

8/9Sat
2 stops
21h 55mORD-PMO
8/27Wed
2 stops
36h 40mPMO-ORD
$646
9/9Tue
2 stops
18h 55mORD-PMO
9/18Thu
3 stops
36h 01mPMO-ORD
$657
8/10Sun
1 stopITA Airways
12h 55mORD-CTA
8/26Tue
1 stopITA Airways
24h 55mCTA-ORD
$701
8/3Sun
1 stopSWISS
11h 55mORD-PMO
8/19Tue
1 stopSWISS
17h 05mPMO-ORD
$731
8/3Sun
1 stopITA Airways
24h 30mORD-PMO
8/19Tue
1 stopITA Airways
28h 00mPMO-ORD
$736
8/10Sun
1 stopSWISS
16h 40mORD-PMO
8/25Mon
1 stopSWISS
28h 10mPMO-ORD
$737
10/2Thu
1 stopTurkish Airlines
13h 55mORD-PMO
10/10Fri
1 stopTurkish Airlines
31h 20mPMO-ORD
$750
10/2Thu
1 stopTurkish Airlines
13h 55mORD-PMO
10/10Fri
1 stopTurkish Airlines
31h 20mPMO-ORD
$762
10/1Wed
1 stopLufthansa
11h 40mORD-PMO
10/23Thu
2 stopsLufthansa
15h 05mPMO-ORD
$786
10/1Wed
1 stopLufthansa
11h 40mORD-PMO
10/15Wed
2 stopsLufthansa
26h 00mPMO-ORD
$791

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Recent one-way flight deals

7/30Wed
2 stops
15h 15mORD-CTA
$277
7/30Wed
2 stops
15h 15mORD-CTA
$279
9/8Mon
2 stops
53h 28mORD-CTA
$291
7/23Wed
2 stopsITA Airways
25h 28mORD-PMO
$547
7/23Wed
1 stopITA Airways
13h 30mORD-PMO
$548
7/30Wed
1 stopSWISS
26h 05mORD-PMO
$598
7/31Thu
1 stopLufthansa
12h 35mORD-PMO
$614
8/8Fri
1 stopLufthansa
17h 30mSTL-CTA
$667
7/31Thu
1 stopSWISS
17h 55mORD-CTA
$783
10/17Fri
1 stopTurkish Airlines
23h 50mORD-PMO
$2,318

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Last minute flights from Illinois to Sicily

Last minute flight, train and bus deals

6/21Sat
multi-stop
15h 10mORD-PMO
7/12Sat
multi-stop
20h 30mPMO-ORD
$1,165
6/21Sat
multi-stop
15h 10mORD-PMO
7/11Fri
multi-stop
14h 00mPMO-ORD
$1,170
6/21Sat
multi-stopITA Airways
15h 40mORD-PMO
7/12Sat
multi-stopITA Airways
29h 00mPMO-ORD
$1,171
6/21Sat
multi-stop
15h 10mORD-PMO
7/13Sun
multi-stop
14h 05mPMO-ORD
$1,182
6/21Sat
multi-stopITA Airways
22h 40mORD-CTA
6/28Sat
multi-stopITA Airways
32h 30mCTA-ORD
$1,205
6/19Thu
multi-stopTurkish Airlines
29h 35mORD-CTA
6/26Thu
multi-stopTurkish Airlines
21h 25mCTA-ORD
$1,597
6/21Sat
multi-stopLufthansa
18h 25mORD-PMO
7/11Fri
multi-stopLufthansa
15h 05mPMO-ORD
$2,039
6/17Tue
multi-stopSWISS
22h 10mORD-CTA
6/23Mon
multi-stopSWISS
22h 25mCTA-ORD
$2,056
6/17Tue
multi-stopLufthansa
12h 25mORD-CTA
6/23Mon
multi-stopLufthansa
25h 20mCTA-ORD
$2,107
6/20Fri
multi-stopSWISS
13h 35mORD-CTA
6/21Sat
multi-stopSWISS
50h 30mCTA-ORD
$6,472

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Everything you need to know for your flight to Sicily

Cabin class types available on flights to Illinois

Cabin classes available on flights to Illinois. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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