What airlines fly to Sicily?

Turkish Airlines, ITA Airways and Lufthansa are the top three most popular airlines that fly to Sicily from Chicago according to our data. Turkish Airlines is the first choice among our users, with 31% of people opting to fly with this airline when traveling to Sicily. Keep in mind that there are 4 different airlines that fly to Sicily on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Chicago to Sicily?

Lufthansa, SWISS, and Delta are the most popular carriers operating from Chicago to Sicily

When did momondo last update prices for flights from Chicago to Sicily?

Prices for flights from Chicago to Sicily were last updated today.

How many operators does momondo search for flights from Chicago to Sicily?

As of May 2026, there are 4 operators available to choose from for flights from Chicago to Sicily.

How old do you have to be to fly from Chicago to Sicily?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Sicily.

What documentation or ID do you need to fly to Sicily?

The required travel and health documents for your Sicily trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sicily. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$371 Cheap Flights from Chicago to Sicily in 2026

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Find the cheapest flights from Chicago to Sicily

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

2:20 pm - 9:00 am

ORD

PMO

11h 40m

1 stop

11:50 am - 6:15 pm

PMO

ORD

13h 25m

1 stop

$761Multiple Airlines

Sun, Aug 16 - Thu, Aug 27

7:05 pm - 2:05 pm

ORD

PMO

12h 00m

1 stop

9:45 am - 3:55 pm

PMO

ORD

13h 10m

1 stop

$765SWISS

Sun, Aug 16 - Thu, Aug 27

9:40 pm - 9:00 am

ORD

PMO

28h 20m

2 stops

9:45 am - 3:55 pm

PMO

ORD

13h 10m

1 stop

$772SWISS

Sun, Aug 16 - Thu, Aug 27

7:05 pm - 2:05 pm

ORD

PMO

12h 00m

1 stop

11:50 am - 7:55 pm

PMO

ORD

15h 05m

2 stops

$781Multiple Airlines

Sun, Aug 16 - Thu, Aug 27

11:25 am - 6:35 pm

ORD

PMO

24h 10m

1 stop

9:25 am - 9:40 am

PMO

ORD

31h 15m

1 stop

$783Turkish Airlines

Mon, Sep 21 - Thu, Oct 1

11:25 am - 6:35 pm

ORD

PMO

24h 10m

1 stop

7:35 pm - 9:40 am

PMO

ORD

21h 05m

1 stop

$784Turkish Airlines

Tue, Sep 29 - Wed, Oct 14

3:35 pm - 11:00 am

ORD

PMO

12h 25m

1 stop

6:10 pm - 12:35 pm

PMO

ORD

25h 25m

1 stop

$798Lufthansa

Mon, Aug 10 - Wed, Aug 19

7:15 pm - 5:50 pm

ORD

CTA

15h 35m

1 stop

6:40 pm - 4:10 pm

CTA

ORD

28h 30m

1 stop

$817Scandinavian Airlines

Sat, Aug 15 - Sun, Aug 23

3:00 pm - 10:55 am

ORD

CTA

12h 55m

1 stop

7:15 pm - 1:10 pm

CTA

ORD

24h 55m

1 stop

$877ITA Airways

Sun, Aug 16 - Mon, Aug 24

3:00 pm - 11:00 pm

ORD

SUF

25h 00m

1 stop

7:15 pm - 1:10 pm

SUF

ORD

24h 55m

1 stop

$1,144ITA Airways

Sun, Aug 2 - Fri, Aug 14

Scandinavian Airlines flights from Chicago to Sicily

Our best Scandinavian Airlines deals on Chicago to Sicily flight tickets

Scandinavian Airlines

Aug 15

ORD7:15 pmChicago O'Hare Intl

15h 35m

1 stop

CTA5:50 pmCatania Fontanarossa

Aug 23

CTA6:40 pmCatania Fontanarossa

28h 30m

1 stop

ORD4:10 pmChicago O'Hare Intl

$817

Scandinavian Airlines

Oct 2

ORD7:15 pmChicago O'Hare Intl

14h 55m

1 stop

PMO5:10 pmPalermo Punta Raisi

Oct 11

PMO5:35 pmPalermo Punta Raisi

29h 35m

1 stop

ORD4:10 pmChicago O'Hare Intl

$824

Scandinavian Airlines

Oct 2

ORD7:15 pmChicago O'Hare Intl

14h 55m

1 stop

PMO5:10 pmPalermo Punta Raisi

Oct 11

PMO5:35 pmPalermo Punta Raisi

29h 35m

1 stop

ORD4:10 pmChicago O'Hare Intl

$825

ITA Airways flights from Chicago to Sicily

Our best ITA Airways deals on Chicago to Sicily flight tickets

ITA Airways

Aug 16

ORD3:00 pmChicago O'Hare Intl

12h 55m

1 stop

CTA10:55 amCatania Fontanarossa

Aug 24

CTA7:15 pmCatania Fontanarossa

24h 55m

1 stop

ORD1:10 pmChicago O'Hare Intl

$877

ITA Airways

Aug 15

ORD3:00 pmChicago O'Hare Intl

12h 55m

1 stop

CTA10:55 amCatania Fontanarossa

Aug 24

CTA4:30 pmCatania Fontanarossa

27h 40m

1 stop

ORD1:10 pmChicago O'Hare Intl

$927

ITA Airways

Aug 15

ORD3:00 pmChicago O'Hare Intl

22h 15m

2 stops

CTA8:15 pmCatania Fontanarossa

Aug 24

CTA10:15 amCatania Fontanarossa

33h 55m

1 stop

ORD1:10 pmChicago O'Hare Intl

$944

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

2:20 pm-9:00 am

1 stop11h 40m

Palermo Punta Raisi

Thu 8/27

11:50 am-6:15 pm

1 stop13h 25m

$761

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

7:05 pm-2:05 pm

1 stop12h 00m

Palermo Punta Raisi

Thu 8/27

9:45 am-3:55 pm

1 stop13h 10m

$765

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

9:40 pm-9:00 am

2 stops28h 20m

Palermo Punta Raisi

Thu 8/27

9:45 am-3:55 pm

1 stop13h 10m

$772

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

7:05 pm-2:05 pm

1 stop12h 00m

Palermo Punta Raisi

Thu 8/27

11:50 am-7:55 pm

2 stops15h 05m

$781

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 9/21

11:25 am-6:35 pm

1 stop24h 10m

Palermo Punta Raisi

Thu 10/1

9:25 am-9:40 am

1 stop31h 15m

$783

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 9/29

11:25 am-6:35 pm

1 stop24h 10m

Palermo Punta Raisi

Wed 10/14

7:35 pm-9:40 am

1 stop21h 05m

$784

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 8/10

3:35 pm-11:00 am

1 stop12h 25m

Palermo Punta Raisi

Wed 8/19

6:10 pm-12:35 pm

1 stop25h 25m

$798

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 8/15

7:15 pm-5:50 pm

1 stop15h 35m

Catania Fontanarossa

Sun 8/23

6:40 pm-4:10 pm

1 stop28h 30m

$817

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sun 8/16

3:00 pm-10:55 am

1 stop12h 55m

Catania Fontanarossa

Mon 8/24

7:15 pm-1:10 pm

1 stop24h 55m

$877

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Sun 8/2

3:00 pm-11:00 pm

1 stop25h 00m

Lamezia Terme Intl

Fri 8/14

7:15 pm-1:10 pm

1 stop24h 55m

$1,144

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Sicily

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Sicily?

In general, July is the cheapest month to fly from Chicago to Sicily. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $77. If you don’t want to visit Sicily in July, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $84.

Can stopping save me money on Chicago to Sicily flights?

You could potentially save up to 26% on your flight if you consider stops on a Chicago to Sicily flight.

Cheap Chicago to Sicily flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Sicily

Fastest flight time	12h 00m
Direct flights	None

The fastest flight from Chicago to Sicily takes 12h 00m

There are no direct flights from Chicago to Sicily. There are no popular flight routes from Chicago to Sicily.

Search flight deals

Frequently asked questions about flying from Chicago to Sicily

When did momondo last update prices for flights from Chicago to Sicily?
Prices for flights from Chicago to Sicily were last updated today.
How many operators does momondo search for flights from Chicago to Sicily?
As of May 2026, there are 4 operators available to choose from for flights from Chicago to Sicily.
How old do you have to be to fly from Chicago to Sicily?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Sicily.
What documentation or ID do you need to fly to Sicily?
The required travel and health documents for your Sicily trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Sicily. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Chicago to Sicily

Compare and see reviews for airlines that fly from Chicago to Sicily with momondo

Airline	Rating	Free Cancellation	Price
Turkish Airlines	PriceFrom $488	Free Cancellation	Rating 7.4 4,399 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $596	Free Cancellation	Rating 7.5 1,964 reviews	Search SWISS flights
ITA Airways	PriceFrom $695	Free Cancellation	Rating 6.7 1,229 reviews	Search ITA Airways flights
Lufthansa	PriceFrom $778	Free Cancellation	Rating 6.8 8,032 reviews	Search Lufthansa flights

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Sicily?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Sicily from Chicago.

Can I find flights from Chicago to Sicily with flexible booking policies on momondo?

Yes. All flights to Sicily from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Sicily?

Once all potential Chicago to Sicily flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Chicago to Sicily right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Chicago to Sicily now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Sicily and let you know when they change.