What airlines fly to Sicily?

Turkish Airlines, ITA Airways and SWISS 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 34% 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?

KLM, Air Canada, and Turkish Airlines 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 February 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.

$248 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.

7:15 pm - 5:50 pm

ORD

CTA

15h 35m

1 stop

6:40 pm - 4:10 pm

CTA

ORD

28h 30m

1 stop

$480Scandinavian Airlines

Sat, Apr 4 - Sun, Apr 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

$510Scandinavian Airlines

Sat, Apr 4 - Sun, Apr 12

11:25 am - 8:25 am

ORD

PMO

14h 00m

1 stop

7:35 pm - 6:15 pm

PMO

ORD

29h 40m

1 stop

$541Turkish Airlines

Thu, Apr 9 - Tue, Apr 14

11:25 am - 8:25 am

ORD

PMO

14h 00m

1 stop

7:35 pm - 9:40 am

PMO

ORD

21h 05m

1 stop

$544Turkish Airlines

Wed, Apr 22 - Tue, Apr 28

5:10 pm - 3:00 pm

ORD

PMO

14h 50m

1 stop

10:15 am - 2:15 pm

PMO

ORD

35h 00m

1 stop

$582Multiple Airlines

Sun, Aug 16 - Thu, Aug 27

5:45 pm - 3:00 pm

ORD

PMO

14h 15m

2 stops

10:15 am - 2:15 pm

PMO

ORD

35h 00m

1 stop

$586Multiple Airlines

Mon, Aug 10 - Thu, Aug 27

4:20 pm - 7:35 am

ORD

PMO

32h 15m

1 stop

4:10 pm - 2:30 pm

PMO

ORD

29h 20m

1 stop

$587KLM

Tue, Aug 4 - Tue, Aug 18

3:00 pm - 12:00 pm

ORD

CTA

14h 00m

1 stop

9:30 pm - 1:10 pm

CTA

ORD

22h 40m

1 stop

$606ITA Airways

Wed, Aug 5 - Wed, Aug 19

2:05 pm - 2:25 pm

MDW

PMO

17h 20m

2 stops

6:10 am - 6:36 pm

PMO

MDW

19h 26m

2 stops

$697KLM

Wed, Apr 8 - Wed, Apr 15

8:45 am - 10:30 am

ORD

SUF

18h 45m

2 stops

6:15 am - 6:23 pm

SUF

ORD

19h 08m

2 stops

$817ITA Airways

Tue, Apr 7 - Wed, Apr 22

Turkish Airlines flights from Chicago to Sicily

Our best Turkish Airlines deals on Chicago to Sicily flight tickets

Turkish Airlines

Apr 9

ORD11:25 amChicago O'Hare Intl

14h 00m

1 stop

PMO8:25 amPalermo Punta Raisi

Apr 14

PMO7:35 pmPalermo Punta Raisi

29h 40m

1 stop

ORD6:15 pmChicago O'Hare Intl

$541

Turkish Airlines

Apr 22

ORD11:25 amChicago O'Hare Intl

14h 00m

1 stop

PMO8:25 amPalermo Punta Raisi

Apr 28

PMO7:35 pmPalermo Punta Raisi

21h 05m

1 stop

ORD9:40 amChicago O'Hare Intl

$544

Turkish Airlines

Apr 22

ORD11:25 amChicago O'Hare Intl

24h 00m

1 stop

CTA6:25 pmCatania Fontanarossa

Apr 28

CTA7:25 pmCatania Fontanarossa

21h 15m

1 stop

ORD9:40 amChicago O'Hare Intl

$547

SWISS flights from Chicago to Sicily

Our best SWISS deals on Chicago to Sicily flight tickets

SWISS

May 1

ORD2:20 pmChicago O'Hare Intl

22h 30m

1 stop

SUF7:50 pmLamezia Terme Intl

May 9

SUF8:45 pmLamezia Terme Intl

22h 50m

1 stop

ORD12:35 pmChicago O'Hare Intl

$991

SWISS

Mar 13

ORD5:55 pmChicago O'Hare Intl

20h 05m

2 stops

CTA8:00 pmCatania Fontanarossa

Mar 19

CTA9:10 amCatania Fontanarossa

14h 10m

1 stop

ORD5:20 pmChicago O'Hare Intl

$1,079

SWISS

Mar 13

ORD5:55 pmChicago O'Hare Intl

20h 05m

2 stops

CTA8:00 pmCatania Fontanarossa

Mar 19

CTA9:10 amCatania Fontanarossa

14h 10m

1 stop

ORD5:20 pmChicago O'Hare Intl

$1,277

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 4/4

7:15 pm-5:50 pm

1 stop15h 35m

Catania Fontanarossa

Sun 4/19

6:40 pm-4:10 pm

1 stop28h 30m

$480

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 4/4

7:15 pm-5:50 pm

1 stop15h 35m

Catania Fontanarossa

Sun 4/12

6:40 pm-4:10 pm

1 stop28h 30m

$510

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 4/9

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Tue 4/14

7:35 pm-6:15 pm

1 stop29h 40m

$541

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 4/22

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Tue 4/28

7:35 pm-9:40 am

1 stop21h 05m

$544

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 8/16

5:10 pm-3:00 pm

1 stop14h 50m

Palermo Punta Raisi

Thu 8/27

10:15 am-2:15 pm

1 stop35h 00m

$582

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 8/10

5:45 pm-3:00 pm

2 stops14h 15m

Palermo Punta Raisi

Thu 8/27

10:15 am-2:15 pm

1 stop35h 00m

$586

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 8/4

4:20 pm-7:35 am

1 stop32h 15m

Palermo Punta Raisi

Tue 8/18

4:10 pm-2:30 pm

1 stop29h 20m

$587

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Wed 8/5

3:00 pm-12:00 pm

1 stop14h 00m

Catania Fontanarossa

Wed 8/19

9:30 pm-1:10 pm

1 stop22h 40m

$606

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 4/8

2:05 pm-2:25 pm

2 stops17h 20m

Palermo Punta Raisi

Wed 4/15

6:10 am-6:36 pm

2 stops19h 26m

$697

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Tue 4/7

8:45 am-10:30 am

2 stops18h 45m

Lamezia Terme Intl

Wed 4/22

6:15 am-6:23 pm

2 stops19h 08m

$817

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, January 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 $710. If you don’t want to visit Sicily in January, then you should wait until February to fly from Chicago, when ticket prices are also cheap, with an average price of $712.

Can stopping save me money on Chicago to Sicily flights?

You could potentially save up to 1% 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	11h 40m
Direct flights	None

The fastest flight from Chicago to Sicily takes 11h 40m

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

Search flight deals

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 February 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 7.3 4,240 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $607	Free Cancellation	Rating 7.6 1,883 reviews	Search SWISS flights
ITA Airways	PriceFrom $736	Free Cancellation	Rating 6.7 1,152 reviews	Search ITA Airways flights
Lufthansa	PriceFrom $778	Free Cancellation	Rating 6.8 7,814 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.