What is the cheapest airline that flies from Chicago O'Hare Intl to Sicily?

American Airlines, Turkish Airlines, and British Airways are the most popular carriers operating from Chicago O'Hare Intl to Sicily

What airlines fly to Sicily?

SWISS, Lufthansa and Turkish Airlines are the top three most popular airlines that fly to Sicily from Chicago O'Hare Intl Airport according to our data. SWISS is the first choice among our users, with 28% 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.

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Sicily?

Prices for flights from Chicago O'Hare Intl Airport to Sicily are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Sicily?

The number of operators available for flights from Chicago O'Hare Intl Airport to Sicily is 4 as of November 2026.

How old do you have to be to fly from Chicago O'Hare Intl Airport to Sicily?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Sicily.

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

The travel and health documents required for your trip to Sicily can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sicily. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$252 Cheap Flights from Chicago O'Hare Intl Airport to Sicily in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago O'Hare Intl Airport to Sicily

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:15 pm - 6:10 pmORD Chicago O'Hare Intl-CTA Catania Fontanarossa

14h 55m1 stop Istanbul

9:35 am - 6:20 pmCTA Catania Fontanarossa-ORD Chicago O'Hare Intl

15h 45m1 stop Istanbul

$685Turkish Airlines

Wed, Jan 13 - Wed, Jan 20

11:45 am - 6:10 pmORD Chicago O'Hare Intl-CTA Catania Fontanarossa

23h 25m1 stop Istanbul

7:10 pm - 10:00 amCTA Catania Fontanarossa-ORD Chicago O'Hare Intl

21h 50m1 stop Istanbul

$685Turkish Airlines

Thu, Jan 14 - Thu, Jan 21

6:30 pm - 9:50 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

20h 20m2 stops Reykjavik Keflavik Intl Rome Fiumicino

6:30 am - 5:20 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

17h 50m2 stops Rome Fiumicino Reykjavik Keflavik Intl

$699Multiple Airlines

Fri, Jan 15 - Sat, Feb 13

6:30 pm - 9:50 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

20h 20m2 stops Reykjavik Keflavik Intl Rome Fiumicino

6:30 am - 5:20 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

17h 50m2 stops Rome Fiumicino Reykjavik Keflavik Intl

$715Multiple Airlines

Sat, Nov 28 - Fri, Dec 11

7:05 pm - 2:05 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 00m1 stop Zurich

9:45 am - 3:55 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

13h 10m1 stop Zurich

$1,033SWISS

Sun, Apr 4 - Fri, Apr 23

7:05 pm - 2:05 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 00m1 stop Zurich

9:45 am - 3:55 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

13h 10m1 stop Zurich

$1,034SWISS

Sun, Apr 4 - Fri, Apr 23

10:50 pm - 5:20 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 30m1 stop Munich Franz Josef Strauss

12:10 pm - 8:03 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

37h 53m2 stops Frankfurt am Main Detroit Metropolitan Wayne County

$1,112Lufthansa

Sun, Mar 21 - Sat, Mar 27

5:20 pm - 5:20 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

18h 00m2 stops Frankfurt am Main Munich Franz Josef Strauss

6:25 pm - 12:55 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

25h 30m2 stops Munich Franz Josef Strauss Frankfurt am Main

$1,136Lufthansa

Sun, Mar 21 - Sun, Mar 28

8:52 am - 2:25 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

22h 33m2 stops Washington, D.C. Dulles Intl Rome Fiumicino

6:10 am - 6:44 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

19h 34m2 stops Rome Fiumicino Washington, D.C. Dulles Intl

$1,514ITA Airways

Tue, Dec 1 - Tue, Mar 9

9:10 am - 2:20 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

22h 10m2 stops Boston Logan Intl Rome Fiumicino

6:10 am - 8:40 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

21h 30m2 stops Rome Fiumicino Boston Logan Intl

$1,663ITA Airways

Fri, Dec 4 - Fri, Mar 12

Cheap last minute flights

Enter your travel dates to find the best prices.

8:10 pm - 9:50 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

18h 40m2 stops Lisbon Humberto Delgado Rome Fiumicino

6:30 am - 3:30 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

40h 00m2 stops Rome Fiumicino Lisbon Humberto Delgado

$801Multiple Airlines

Sun, Nov 8 - Sat, Nov 14

8:10 pm - 10:20 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

19h 10m2 stops Lisbon Humberto Delgado Rome Fiumicino

12:25 pm - 3:30 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

34h 05m2 stops Barcelona-El Prat Lisbon Humberto Delgado

$810Multiple Airlines

Fri, Nov 6 - Thu, Dec 17

8:10 pm - 12:20 amORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

21h 10m2 stops Lisbon Humberto Delgado Madrid Barajas

7:15 pm - 3:30 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

27h 15m2 stops Madrid Barajas Lisbon Humberto Delgado

$844Multiple Airlines

Sun, Nov 8 - Sat, Nov 14

11:45 am - 11:05 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

28h 20m2 stops Istanbul Rome Fiumicino

6:45 pm - 10:00 amPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

22h 15m1 stop Istanbul

$935Turkish Airlines

Mon, Nov 9 - Wed, Nov 18

11:45 am - 7:50 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

25h 05m2 stops Istanbul Rome Fiumicino

12:35 pm - 6:20 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

36h 45m2 stops Rome Fiumicino Istanbul

$1,184Turkish Airlines

Mon, Nov 9 - Wed, Nov 18

11:45 am - 11:05 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

28h 20m2 stops Istanbul Rome Fiumicino

9:35 am - 6:20 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

15h 45m1 stop Istanbul

$1,251Turkish Airlines

Fri, Nov 6 - Fri, Nov 13

8:50 am - 7:50 pmORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

28h 00m2 stops Washington, D.C. Dulles Intl Rome Fiumicino

8:35 pm - 8:40 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

31h 05m2 stops Rome Fiumicino Boston Logan Intl

$1,723ITA Airways

Sun, Nov 8 - Sat, Nov 14

4:20 pm - 11:20 amORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 00m1 stop Frankfurt am Main

10:05 am - 1:10 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

34h 05m1 stop Rome Fiumicino

$1,795Lufthansa

Fri, Nov 6 - Fri, Nov 13

4:20 pm - 11:20 amORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 00m1 stop Frankfurt am Main

10:05 am - 1:10 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

34h 05m1 stop Rome Fiumicino

$1,834Lufthansa

Fri, Nov 6 - Fri, Nov 13

4:20 pm - 11:20 amORD Chicago O'Hare Intl-PMO Palermo Punta Raisi

12h 00m1 stop Frankfurt am Main

10:05 am - 1:10 pmPMO Palermo Punta Raisi-ORD Chicago O'Hare Intl

34h 05m1 stop Rome Fiumicino

$1,893Lufthansa

Fri, Nov 6 - Fri, Nov 13

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Turkish Airlines flights from Chicago O'Hare Intl Airport to Sicily

Our best Turkish Airlines deals on Chicago O'Hare Intl Airport to Sicily flight tickets

Turkish Airlines

Jan 13

ORD8:15 pmChicago O'Hare Intl

14h 55m

1 stop

CTA6:10 pmCatania Fontanarossa

Jan 20

CTA9:35 amCatania Fontanarossa

15h 45m

1 stop

ORD6:20 pmChicago O'Hare Intl

$685

Turkish Airlines

Apr 21

ORD11:20 amChicago O'Hare Intl

24h 15m

1 stop

PMO6:35 pmPalermo Punta Raisi

Apr 28

PMO9:20 amPalermo Punta Raisi

15h 50m

1 stop

ORD6:10 pmChicago O'Hare Intl

$694

Turkish Airlines

Feb 10

ORD8:15 pmChicago O'Hare Intl

29h 20m

1 stop

PMO8:35 amPalermo Punta Raisi

Feb 24

PMO6:45 pmPalermo Punta Raisi

22h 15m

1 stop

ORD10:00 amChicago O'Hare Intl

$695

British Airways flights from Chicago O'Hare Intl Airport to Sicily

Our best British Airways deals on Chicago O'Hare Intl Airport to Sicily flight tickets

British Airways

Apr 21

ORD10:10 amChicago O'Hare Intl

18h 00m

2 stops

PMO11:10 amPalermo Punta Raisi

Apr 28

PMO12:40 pmPalermo Punta Raisi

13h 19m

1 stop

ORD6:59 pmChicago O'Hare Intl

$812

British Airways

Apr 19

ORD7:25 pmChicago O'Hare Intl

16h 30m

1 stop

CTA6:55 pmCatania Fontanarossa

Apr 22

CTA12:05 pmCatania Fontanarossa

35h 20m

1 stop

ORD4:25 pmChicago O'Hare Intl

$814

British Airways

Apr 21

ORD10:10 amChicago O'Hare Intl

18h 00m

2 stops

PMO11:10 amPalermo Punta Raisi

Apr 28

PMO12:40 pmPalermo Punta Raisi

32h 40m

2 stops

ORD2:20 pmChicago O'Hare Intl

$821

momondo Fare Finder

Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Sicily that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoCatania

ORD Chicago O'Hare Intl - CTA Catania Fontanarossa

ORDCTA

Chicago O'Hare Intl

Wed 1/13

8:15 pm-6:10 pm

1 stop14h 55m

Catania Fontanarossa

Wed 1/20

9:35 am-6:20 pm

1 stop15h 45m

$685

ChicagoCatania

ORD Chicago O'Hare Intl - CTA Catania Fontanarossa

ORDCTA

Chicago O'Hare Intl

Thu 1/14

11:45 am-6:10 pm

1 stop23h 25m

Catania Fontanarossa

Thu 1/21

7:10 pm-10:00 am

1 stop21h 50m

$685

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Fri 1/15

6:30 pm-9:50 pm

2 stops20h 20m

Palermo Punta Raisi

Sat 2/13

6:30 am-5:20 pm

2 stops17h 50m

$699

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Sat 11/28

6:30 pm-9:50 pm

2 stops20h 20m

Palermo Punta Raisi

Fri 12/11

6:30 am-5:20 pm

2 stops17h 50m

$715

Quickest round-trip

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Sun 4/4

7:05 pm-2:05 pm

1 stop12h 00m

Palermo Punta Raisi

Fri 4/23

9:45 am-3:55 pm

1 stop13h 10m

$1,033

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Sun 4/4

7:05 pm-2:05 pm

1 stop12h 00m

Palermo Punta Raisi

Fri 4/23

9:45 am-3:55 pm

1 stop13h 10m

$1,034

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Sun 3/21

10:50 pm-5:20 pm

1 stop12h 30m

Palermo Punta Raisi

Sat 3/27

12:10 pm-8:03 pm

2 stops37h 53m

$1,112

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Sun 3/21

5:20 pm-5:20 pm

2 stops18h 00m

Palermo Punta Raisi

Sun 3/28

6:25 pm-12:55 pm

2 stops25h 30m

$1,136

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Tue 12/1

8:52 am-2:25 pm

2 stops22h 33m

Palermo Punta Raisi

Tue 3/9

6:10 am-6:44 pm

2 stops19h 34m

$1,514

ChicagoPalermo

ORD Chicago O'Hare Intl - PMO Palermo Punta Raisi

ORDPMO

Chicago O'Hare Intl

Fri 12/4

9:10 am-2:20 pm

2 stops22h 10m

Palermo Punta Raisi

Fri 3/12

6:10 am-8:40 pm

2 stops21h 30m

$1,663

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 O'Hare Intl Airport 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 O'Hare Intl Airport to Sicily. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $786. If you don’t want to visit Sicily in January, then you should wait until August to fly from Chicago O'Hare Intl Airport, when ticket prices are also cheap, with an average price of $808.

Can stopping save me money on Chicago O'Hare Intl Airport to Sicily flights?

You could potentially save up to 17% on your flight if you consider stops on a Chicago O'Hare Intl Airport to Sicily flight.

Cheap Chicago O'Hare Intl Airport to Sicily flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago O'Hare Intl Airport to Sicily

Best Price Found	$252
Fastest flight time	13h 50m
Direct flights	None

The best one-way flight to Sicily from Chicago O'Hare Intl Airport in the past 72 hours is $252. The best round-trip flight deal from Chicago O'Hare Intl Airport to Sicily found on momondo in the last 72 hours is $685.

The fastest flight from Chicago O'Hare Intl Airport to Sicily takes 13h 50m

There are no direct flights from Chicago O'Hare Intl Airport to Sicily. There are no popular flight routes from Chicago O'Hare Intl Airport to Sicily.

Search flight deals

Frequently asked questions about flying from Chicago O'Hare Intl Airport to Sicily

When did momondo last update prices for flights from Chicago O'Hare Intl Airport to Sicily?
Prices for flights from Chicago O'Hare Intl Airport to Sicily are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago O'Hare Intl Airport to Sicily?
The number of operators available for flights from Chicago O'Hare Intl Airport to Sicily is 4 as of November 2026.
How old do you have to be to fly from Chicago O'Hare Intl Airport to Sicily?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago O'Hare Intl Airport to Sicily.
What documentation or ID do you need to fly to Sicily?
The travel and health documents required for your trip to Sicily can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Sicily. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Chicago O'Hare Intl Airport to Sicily

Compare and see reviews for airlines that fly from Chicago O'Hare Intl Airport to Sicily with momondo

Airline	Rating	Free Cancellation	Price
Turkish Airlines	PriceFrom $567	Free Cancellation	Rating 7.4 4,471 reviews	Search Turkish Airlines flights
SWISS	PriceFrom $596	Free Cancellation	Rating 7.5 2,112 reviews	Search SWISS flights
ITA Airways	PriceFrom $645	Free Cancellation	Rating 6.8 1,414 reviews	Search ITA Airways flights
Lufthansa	PriceFrom $868	Free Cancellation	Rating 6.8 8,298 reviews	Search Lufthansa flights

Why use momondo?

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

It is quick and easy to find Chicago to Sicily flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Sicily that suits you.

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

Flights from Chicago to Sicily with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

Once you have performed a search for Chicago to Sicily flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are simply researching potential flights to Sicily, momondo offers a useful price alert feature which will track prices for flights to Sicily from Chicago and alert you when they change.