$325 Find Cheap Flights from Illinois to Sicily

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Low seasonJanuary
High seasonJuly
Cheapest flight$325
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly with an average 19% increase in price.
Flight from Chicago O'Hare Airport to Palermo

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 February, when tickets cost $759 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $1,271 and $1,183 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 1 week 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 45m, 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 (51% of total searches to Sicily). The next most popular destinations are Catania (42%) and Lamezia Terme (8%).

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 1588 reviews
7.6Boarding
7.0Food
7.4Comfort
6.7Entertainment
8.2Crew
Airline reviews

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

8.0 ExcellentAnonymous, Apr 2025ZRH - FLR
Read more SWISS reviews

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.

The service was flawless. The trip went great. I flew from Venice, Italy to Tampa, Florida. The issue is my bag (that I checked for free when checking into the flight) was ripped along the side when I collected it from baggage claim in Tampa, last night. I thought of talking with the Tampa baggage claim employees about it and see what could be done, but my bag isn’t a very expensive bag and I didn’t want to make a big deal of it. I’m not sure if I’ll be checking a bag anymore in the future.

My luggage did not make the connection and 4 days later I still have not received it.

It is a good airlines, very professional very good food. I wish they offered free luggage is the only thing.

I like how professional, fast and good the whole experience was.

A bit rush for transit. Food and entertainment are not available

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

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

Good overall flight. Excellent crew. Food options could be improved.

Vegan food tasted good. Restroom could be kept cleaner. Seat tray table was a bit tilted so food tray kept sliding down a bit. Flight crew can be a little more friendly, caring and approachable. Their faces lacked smiles and tone was stern.

Flight was delayed then we had to redirect for medical emergency during which time we had no information on what is the plan. The connecting flight was also delayed.

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.

It is the worst ever airline. All employees I spoke with over the phone were pompous asses.

The gate information was never populated on the Delta app or the airport displays or the desk at the Delta lounge. We found at the last minute that we had to switch terminals and just made it to our flight. Even this we found accidentally by asking an employee at another gate. On board service was poor. Seats were very poor. All in all a poor experience. At best like a Premium Economy on other airlines

No online or self check in. Sent emails in Italian language. In general, not recommended airline company.

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.

Sitting in a hotel in Chicago because I was rebooked due to a missed connection. Very frustrating.

Book cheap flights from Illinois to Sicily

Recent round-trip flight deals

9/11Thu
1 stopTurkish Airlines
13h 55mORD-PMO
10/3Fri
1 stopTurkish Airlines
15h 35mPMO-ORD
$666
10/6Mon
1 stopTurkish Airlines
35h 30mORD-PMO
10/13Mon
1 stopTurkish Airlines
19h 40mPMO-ORD
$667
9/10Wed
2 stopsITA Airways
20h 25mORD-CTA
9/16Tue
1 stopITA Airways
24h 55mCTA-ORD
$843
9/14Sun
2 stopsITA Airways
20h 10mORD-PMO
9/21Sun
1 stopITA Airways
28h 00mPMO-ORD
$846
7/21Mon
1 stopDelta
14h 50mORD-PMO
7/31Thu
2 stopsDelta
19h 28mPMO-ORD
$1,037
7/21Mon
2 stopsDelta
17h 50mORD-PMO
7/31Thu
2 stopsDelta
19h 28mPMO-ORD
$1,041
10/1Wed
1 stopLufthansa
12h 25mORD-CTA
10/10Fri
1 stopLufthansa
13h 20mCTA-ORD
$1,245
5/18Sun
1 stopSWISS
21h 20mORD-PMO
5/26Mon
1 stopSWISS
28h 10mPMO-ORD
$1,337
7/29Tue
1 stopSWISS
16h 40mORD-PMO
8/12Tue
1 stopSWISS
13h 20mPMO-ORD
$1,345
6/28Sat
1 stopLufthansa
11h 55mORD-SUF
7/6Sun
2 stopsLufthansa
52h 25mSUF-ORD
$1,354

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Recent one-way flight deals

7/5Sat
3 stops
45h 57mORD-PMO
$325
7/17Thu
2 stops
23h 00mORD-PMO
$400
5/13Tue
2 stops
32h 58mORD-PMO
$405
7/23Wed
1 stopITA Airways
15h 40mORD-PMO
$637
8/8Fri
1 stopLufthansa
17h 30mSTL-CTA
$688
7/5Sat
1 stopITA Airways
13h 30mORD-PMO
$697
8/8Fri
1 stopLufthansa
34h 30mSTL-CTA
$714
6/13Fri
1 stopTurkish Airlines
14h 00mORD-CTA
$867
6/4Wed
1 stopTurkish Airlines
15h 25mORD-CTA
$911
9/2Tue
1 stopSWISS
11h 35mORD-PMO
$8,727

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Last minute flights from Illinois to Sicily

Last minute flight, train and bus deals

5/5Mon
multi-stopTurkish Airlines
15h 20mORD-CTA
5/12Mon
multi-stopTurkish Airlines
30h 55mCTA-ORD
$1,039
5/3Sat
multi-stopTurkish Airlines
15h 25mORD-PMO
5/5Mon
multi-stopTurkish Airlines
31h 20mPMO-ORD
$1,091
5/5Mon
multi-stopITA Airways
19h 20mORD-CTA
5/12Mon
multi-stopITA Airways
27h 29mCTA-ORD
$1,117
5/3Sat
multi-stop
22h 32mORD-PMO
5/5Mon
multi-stop
31h 33mPMO-ORD
$1,162
5/5Mon
multi-stopITA Airways
17h 18mORD-CTA
5/12Mon
multi-stopITA Airways
27h 29mCTA-ORD
$1,165
5/3Sat
multi-stop
29h 51mORD-PMO
5/5Mon
multi-stop
31h 33mPMO-ORD
$1,166
5/5Mon
multi-stopLufthansa
19h 10mORD-CTA
5/12Mon
multi-stopLufthansa
33h 45mCTA-ORD
$1,385
5/5Mon
multi-stopDelta
20h 33mMDW-CTA
5/12Mon
multi-stopDelta
18h 43mCTA-MDW
$1,868
5/5Mon
multi-stopDelta
21h 51mMDW-CTA
5/12Mon
multi-stopDelta
21h 23mCTA-MDW
$2,143
5/3Sat
multi-stopLufthansa
19h 30mORD-CTA
5/5Mon
multi-stopLufthansa
15h 05mCTA-ORD
$18,102

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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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