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$298+ Cheap flights from O'Hare Intl (ORD) to Sicily

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CTA
Aug 25 — Sep 11
Tue 8/25
Tue 9/1
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Sicily

Cheapest flights from O'Hare Intl to Sicily
Explore the most affordable flight options available from O'Hare Intl to Sicily. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 26, 2026.

This Bravofly deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Bravofly is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:10 pm
ORD
-
CTA
1 stop29h 10m
Turkish Airlines
Mon 9/149:20 am
CTA
-
ORD
1 stop31h 20m
Turkish Airlines
Deal found 7/24$644
This Turkish Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2111:25 am
ORD
-
PMO
1 stop24h 10m
Turkish Airlines
Tue 10/207:35 pm
PMO
-
ORD
1 stop21h 05m
Turkish Airlines
Deal found 7/22$646
This FlightHub deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:45 am
ORD
-
CTA
1 stop13h 55m
Turkish Airlines
Tue 11/247:10 pm
CTA
-
ORD
1 stop21h 50m
Turkish Airlines
Deal found 7/22$648
This Booking.com deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/158:10 pm
ORD
-
CTA
1 stop15h 15m
Turkish Airlines
Fri 10/237:25 pm
CTA
-
ORD
1 stop21h 15m
Turkish Airlines
Deal found 7/25$649
This Gotogate deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/78:10 pm
ORD
-
CTA
1 stop29h 10m
Turkish Airlines
Mon 9/219:20 am
CTA
-
ORD
1 stop31h 20m
Turkish Airlines
Deal found 7/26$651
This Justfly.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/158:10 pm
ORD
-
PMO
1 stop15h 25m
Turkish Airlines
Tue 9/297:35 pm
PMO
-
ORD
1 stop21h 05m
Turkish Airlines
Deal found 7/24$656
This Justfly.com deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1711:45 am
ORD
-
CTA
1 stop13h 55m
Turkish Airlines
Mon 11/239:40 am
CTA
-
ORD
1 stop15h 40m
Turkish Airlines
Deal found 7/24$658
This Mytrip deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:25 am
ORD
-
PMO
2 stops29h 15m
Multiple Airlines
Tue 9/156:15 am
PMO
-
ORD
2 stops34h 25m
Multiple Airlines
Deal found 7/24$660
This Turkish Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/98:10 pm
ORD
-
PMO
1 stop29h 15m
Turkish Airlines
Sat 10/177:35 pm
PMO
-
ORD
1 stop21h 05m
Turkish Airlines
Deal found 7/21$666
This Gotogate deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/811:25 am
ORD
-
CTA
1 stop14h 00m
Turkish Airlines
Tue 9/297:25 pm
CTA
-
ORD
1 stop21h 15m
Turkish Airlines
Deal found 7/23$669
This FlightHub deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1611:25 am
ORD
-
PMO
1 stop14h 00m
Turkish Airlines
Wed 9/237:40 pm
PMO
-
ORD
1 stop21h 00m
Turkish Airlines
Deal found 7/24$671
This FlightHub deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1811:25 am
ORD
-
CTA
1 stop14h 00m
Turkish Airlines
Fri 11/207:10 pm
CTA
-
ORD
1 stop30h 10m
Turkish Airlines
Deal found 7/21$673

Find flight deals from O'Hare Intl to Sicily

Keep the following information in mind while searching for O'Hare Intl to Sicily flight deals. Data was last updated July 26, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$644
(Bravofly)

One-way from

$298
(Trip.com)

Popular in

June

Cheapest in

February

Average price

$1,178
Provider with most accurate pricing for Chicago (CHI)-Catania Fontanarossa flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Catania Fontanarossa flights.
Search Deals
From Chicago O'Hare Intl to Sicily
Search Deals
One-way flight from Chicago O'Hare Intl to Sicily
Search Deals
Highest demand for flights based on searches. 28% potential increase in price ($357 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($66 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Sicily that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 26, 2026.
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 - CTA

ORDCTA

Chicago O'Hare Intl

Thu 10/15

8:10 pm-8:20 am

1 stop29h 10m

Catania Fontanarossa

Thu 10/22

7:25 pm-9:40 am

1 stop21h 15m

$648

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Tue 10/20

11:25 am-8:20 am

1 stop13h 55m

Catania Fontanarossa

Tue 11/17

7:10 pm-10:00 am

1 stop21h 50m

$648

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Mon 10/19

8:10 pm-6:25 pm

1 stop15h 15m

Catania Fontanarossa

Mon 11/16

9:40 am-10:00 am

1 stop31h 20m

$648

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 9/23

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Wed 10/7

7:35 pm-9:40 am

1 stop21h 05m

$742

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Mon 10/26

9:15 pm-6:10 pm

1 stop14h 55m

Catania Fontanarossa

Mon 11/16

9:40 am-10:00 am

1 stop31h 20m

$749

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 9/9

8:10 pm-8:25 am

1 stop29h 15m

Palermo Punta Raisi

Tue 9/15

7:35 pm-9:40 am

1 stop21h 05m

$767

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Mon 9/7

11:25 am-7:25 pm

2 stops25h 00m

Lamezia Terme Intl

Mon 9/14

3:20 pm-9:40 am

3 stops25h 20m

$849

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Sun 11/29

8:10 pm-11:00 pm

2 stops19h 50m

Lamezia Terme Intl

Thu 12/3

6:20 am-3:30 pm

2 stops40h 10m

$879

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Wed 8/19

3:00 pm-6:30 pm

1 stop20h 30m

Lamezia Terme Intl

Sun 8/23

6:15 am-1:10 pm

1 stop13h 55m

$896

ChicagoLamezia Terme

ORD - SUF

ORDSUF

Chicago O'Hare Intl

Tue 8/18

3:00 pm-10:30 am

1 stop12h 30m

Lamezia Terme Intl

Sun 8/23

6:15 am-1:10 pm

1 stop13h 55m

$896

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/21

Showing 1-10 of 45 resultsSorted by cheapest first
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Best time to book a flight from O'Hare Intl to Sicily

Have a flexible travel schedule? Discover the best time to fly to Sicily from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Sicily

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Sicily?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Sicily (average of $662). Flying from Chicago O'Hare Intl Airport to Sicily in May is currently the most expensive (average of $1,487). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Sicily?

Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Sicily flights typically cost between $968 and $1,221 in September.
The cheapest round-trip price found within the last 5 days was $644 on Turkish Airlines (Sep 7-Sep 14).

How far ahead should I book a flight from Chicago O'Hare Intl Airport to Sicily?

The best time to book flights from Chicago O'Hare Intl Airport to Sicily is 53 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

Reviews of airlines servicing Sicily

Get insights into the airlines that provide service to Sicily. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sicily. Reviews last updated July 26, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Sicily, such as SWISS,Turkish Airlines, andLufthansa. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
SWISS
7.5
Good
2,019 reviews

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.5

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

LAX - ZRH

I want the first option as an entree no more I ordered the Meat it was horrible. The aspect and the taste. First time on Swiss airlines ‘s Business class was surprise on the mediocre of the food. The seats are not as comfortable as in Emirates Brrtish airlines and Iberia airlines The service was ok not great The vanity xase is a joke Only socks, toothpaste and toothbrush. I just choose Swiss air because it was a direct flight. Next time I will rather have a flight nonstop that flying again with this company. I am a frequent flyer traveling 4 or 5 times a intraoceanic flight.but I do not think to flight for the moment again with Swiss. Great disappointment
SWISS
7.5
Good
2,019 reviews
SWISS
7.5
Good
2,019 reviews

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.5

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

LAX - ZRH

I want the first option as an entree no more I ordered the Meat it was horrible. The aspect and the taste. First time on Swiss airlines ‘s Business class was surprise on the mediocre of the food. The seats are not as comfortable as in Emirates Brrtish airlines and Iberia airlines The service was ok not great The vanity xase is a joke Only socks, toothpaste and toothbrush. I just choose Swiss air because it was a direct flight. Next time I will rather have a flight nonstop that flying again with this company. I am a frequent flyer traveling 4 or 5 times a intraoceanic flight.but I do not think to flight for the moment again with Swiss. Great disappointment
Turkish Airlines
7.4
Good
4,452 reviews
SWISS
7.5
Good
2,019 reviews

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.5

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

LAX - ZRH

I want the first option as an entree no more I ordered the Meat it was horrible. The aspect and the taste. First time on Swiss airlines ‘s Business class was surprise on the mediocre of the food. The seats are not as comfortable as in Emirates Brrtish airlines and Iberia airlines The service was ok not great The vanity xase is a joke Only socks, toothpaste and toothbrush. I just choose Swiss air because it was a direct flight. Next time I will rather have a flight nonstop that flying again with this company. I am a frequent flyer traveling 4 or 5 times a intraoceanic flight.but I do not think to flight for the moment again with Swiss. Great disappointment
Lufthansa
6.8
Okay
8,157 reviews
SWISS
7.5
Good
2,019 reviews

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.5

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

LAX - ZRH

I want the first option as an entree no more I ordered the Meat it was horrible. The aspect and the taste. First time on Swiss airlines ‘s Business class was surprise on the mediocre of the food. The seats are not as comfortable as in Emirates Brrtish airlines and Iberia airlines The service was ok not great The vanity xase is a joke Only socks, toothpaste and toothbrush. I just choose Swiss air because it was a direct flight. Next time I will rather have a flight nonstop that flying again with this company. I am a frequent flyer traveling 4 or 5 times a intraoceanic flight.but I do not think to flight for the moment again with Swiss. Great disappointment
ITA Airways
6.7
Okay
1,299 reviews
SWISS
7.5
Good
2,019 reviews

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.5

Food

7.1

Boarding

7.7

Reviews

1 / 20
6.0
Good

Anonymous,Jul 2026

LAX - ZRH

I want the first option as an entree no more I ordered the Meat it was horrible. The aspect and the taste. First time on Swiss airlines ‘s Business class was surprise on the mediocre of the food. The seats are not as comfortable as in Emirates Brrtish airlines and Iberia airlines The service was ok not great The vanity xase is a joke Only socks, toothpaste and toothbrush. I just choose Swiss air because it was a direct flight. Next time I will rather have a flight nonstop that flying again with this company. I am a frequent flyer traveling 4 or 5 times a intraoceanic flight.but I do not think to flight for the moment again with Swiss. Great disappointment

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Sicily. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago O'Hare Intl Airport to Sicily?

    Departing from Chicago O'Hare Intl Airport to Sicily will take you 16h 35m. Chicago O'Hare Intl Airport and Sicily are separated by a distance of 5097 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Sicily one-way?

    One-way options have recently been found by users for as low as $286 on ITA Airways. Other airlines that offer cheap prices include SWISS from $453 and Turkish Airlines from $516 one-way.

  • What are the most popular routes from Chicago O'Hare Intl Airport to Sicily?

    Most travelers choose Chicago O'Hare Intl - Palermo Punta Raisi, Chicago O'Hare Intl - Catania Fontanarossa or Chicago O'Hare Intl - Lamezia Terme Intl when deciding on the best route from Chicago O'Hare Intl Airport to Sicily.

  • Can I find deals for flights from O'Hare Intl to Sicily that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Sicily flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Sicily?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Sicily.

  • Can I find deals for business class flights from O'Hare Intl to Sicily?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Sicily by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Sicily?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Sicily (average of $662). Flying from Chicago O'Hare Intl Airport to Sicily in May is currently the most expensive (average of $1,487). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 4 airlines flying from O'Hare Intl to Sicily

Discover the top 4 airlines that operate flights from O'Hare Intl to Sicily. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$488Average$683FlexibilityNo cancel feeOn-time77%
SWISSCheapest$596Average$949FlexibilityNo cancel feeOn-time79%
ITA AirwaysCheapest$646Average$1,082FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$865Average$1,308FlexibilityNo cancel feeOn-time76%

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