What airlines fly to Sicily?

ITA Airways, Turkish Airlines and SWISS are the top three most popular airlines that fly to Sicily from Chicago according to our data. ITA Airways is the first choice among our users, with 38% 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 is the most popular carrier 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 January 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.

$247 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 35m1 stop

6:40 pm - 4:10 pm

CTA

ORD

28h 30m1 stop

$424Scandinavian Airlines

sáb., abr. 18 - dom., abr. 26

6:50 pm - 6:25 pm

ORD

PMO

16h 35m1 stop

9:45 am - 3:55 pm

PMO

ORD

13h 10m1 stop

$491SWISS

dom., mar. 1 - mar., mar. 31

7:15 pm - 5:15 pm

ORD

CTA

15h 00m1 stop

6:40 pm - 4:10 pm

CTA

ORD

28h 30m1 stop

$494Scandinavian Airlines

mié., abr. 8 - dom., abr. 19

7:50 pm - 8:25 am

ORD

PMO

29h 35m1 stop

7:35 pm - 9:40 am

PMO

ORD

21h 05m1 stop

$537Turkish Airlines

mié., abr. 8 - mié., abr. 22

11:50 am - 6:25 pm

ORD

CTA

23h 35m1 stop

9:35 am - 7:25 pm

CTA

ORD

15h 50m1 stop

$539Turkish Airlines

jue., mar. 5 - mié., mar. 11

6:50 pm - 6:25 pm

ORD

PMO

16h 35m1 stop

11:10 am - 10:03 pm

PMO

ORD

17h 53m2 stops

$554Multiple Airlines

dom., mar. 1 - mar., mar. 31

7:20 pm - 11:55 pm

ORD

PMO

21h 35m2 stops

7:55 am - 4:45 pm

PMO

ORD

15h 50m2 stops

$567Multiple Airlines

sáb., feb. 21 - sáb., feb. 28

8:15 pm - 6:30 pm

ORD

SUF

39h 15m2 stops

11:15 am - 2:45 pm

SUF

ORD

58h 30m2 stops

$712TAP AIR PORTUGAL

vie., feb. 20 - vie., feb. 27

8:15 pm - 6:30 pm

ORD

SUF

15h 15m2 stops

11:15 am - 3:00 pm

SUF

ORD

34h 45m2 stops

$745TAP AIR PORTUGAL

vie., ene. 23 - mar., ene. 27

3:40 pm - 6:30 pm

ORD

SUF

19h 50m1 stop

6:15 am - 1:05 pm

SUF

ORD

13h 50m1 stop

$746Lufthansa

mar., abr. 7 - mié., abr. 22

ITA Airways flights from Chicago to Sicily

Our best ITA Airways deals on Chicago to Sicily flight tickets

ITA Airways

Mar 24

ORD1:06 pmChicago O'Hare Intl

18h 14m

2 stops

CTA1:20 pmCatania Fontanarossa

Mar 29

CTA4:30 pmCatania Fontanarossa

34h 55m

2 stops

ORD8:25 pmChicago O'Hare Intl

$677

ITA Airways

Mar 24

ORD1:06 pmChicago O'Hare Intl

15h 49m

2 stops

CTA10:55 amCatania Fontanarossa

Mar 29

CTA9:30 pmCatania Fontanarossa

29h 55m

2 stops

ORD8:25 pmChicago O'Hare Intl

$698

ITA Airways

Mar 4

ORD9:17 amChicago O'Hare Intl

18h 38m

2 stops

CTA10:55 amCatania Fontanarossa

Mar 8

CTA6:00 amCatania Fontanarossa

18h 35m

2 stops

ORD5:35 pmChicago O'Hare Intl

$728

Turkish Airlines flights from Chicago to Sicily

Our best Turkish Airlines deals on Chicago to Sicily flight tickets

Turkish Airlines

Apr 8

ORD7:50 pmChicago O'Hare Intl

29h 35m

1 stop

PMO8:25 amPalermo Punta Raisi

Apr 22

PMO7:35 pmPalermo Punta Raisi

21h 05m

1 stop

ORD9:40 amChicago O'Hare Intl

$537

Turkish Airlines

Mar 5

ORD11:50 amChicago O'Hare Intl

23h 35m

1 stop

CTA6:25 pmCatania Fontanarossa

Mar 11

CTA9:35 amCatania Fontanarossa

31h 30m

1 stop

ORD11:05 amChicago O'Hare Intl

$539

Turkish Airlines

Apr 1

ORD11:25 amChicago O'Hare Intl

14h 00m

1 stop

PMO8:25 amPalermo Punta Raisi

Apr 30

PMO9:25 amPalermo Punta Raisi

31h 15m

1 stop

ORD9:40 amChicago O'Hare Intl

$543

Fly from

Fly to

Route

Depart

Return

Price

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

sáb. 4/18

7:15 pm-5:50 pm

1 stop15h 35m

Catania Fontanarossa

dom. 4/26

6:40 pm-4:10 pm

1 stop28h 30m

$424

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

dom. 3/1

6:50 pm-6:25 pm

1 stop16h 35m

Palermo Punta Raisi

mar. 3/31

9:45 am-3:55 pm

1 stop13h 10m

$491

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

mié. 4/8

7:15 pm-5:15 pm

1 stop15h 00m

Catania Fontanarossa

dom. 4/19

6:40 pm-4:10 pm

1 stop28h 30m

$494

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 4/8

7:50 pm-8:25 am

1 stop29h 35m

Palermo Punta Raisi

mié. 4/22

7:35 pm-9:40 am

1 stop21h 05m

$537

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

jue. 3/5

11:50 am-6:25 pm

1 stop23h 35m

Catania Fontanarossa

mié. 3/11

9:35 am-7:25 pm

1 stop15h 50m

$539

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

dom. 3/1

6:50 pm-6:25 pm

1 stop16h 35m

Palermo Punta Raisi

mar. 3/31

11:10 am-10:03 pm

2 stops17h 53m

$554

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

sáb. 2/21

7:20 pm-11:55 pm

2 stops21h 35m

Palermo Punta Raisi

sáb. 2/28

7:55 am-4:45 pm

2 stops15h 50m

$567

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

vie. 2/20

8:15 pm-6:30 pm

2 stops39h 15m

Lamezia Terme Intl

vie. 2/27

11:15 am-2:45 pm

2 stops58h 30m

$712

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

vie. 1/23

8:15 pm-6:30 pm

2 stops15h 15m

Lamezia Terme Intl

mar. 1/27

11:15 am-3:00 pm

2 stops34h 45m

$745

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

mar. 4/7

3:40 pm-6:30 pm

1 stop19h 50m

Lamezia Terme Intl

mié. 4/22

6:15 am-1:05 pm

1 stop13h 50m

$746

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, February 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 $711. If you don’t want to visit Sicily in February, then you should wait until January to fly from Chicago, when ticket prices are also cheap, with an average price of $716.

Can stopping save me money on Chicago to Sicily flights?

You could potentially save up to 5% 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	13h 45m
Direct flights	None

The fastest flight from Chicago to Sicily takes 13h 45m

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 January 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 4,154 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $743	Free Cancellation	Rating 7.5 1,843 reviews	Search SWISS flights
ITA Airways	PriceFrom $763	Free Cancellation	Rating 6.7 1,126 reviews	Search ITA Airways flights
Lufthansa	PriceFrom $776	Free Cancellation	Rating 6.8 7,697 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.