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$282+ 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 4/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CTA
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:15 pm
ORD
-
CTA
1 stop15h 35m
Scandinavian Airlines
Sun 4/266:40 pm
CTA
-
ORD
1 stop28h 30m
Scandinavian Airlines
Deal found 2/3$458
This Cheapflightsfares deal was found by Cheapflights users on 2/3. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/162:20 pm
ORD
-
PMO
1 stop11h 40m
SWISS
Thu 8/279:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/3$488
This Kiwi.com deal was found by Cheapflights users on 2/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/156:50 pm
ORD
-
PMO
1 stop16h 35m
SWISS
Mon 3/27:15 pm
PMO
-
ORD
1 stop28h 05m
SWISS
Deal found 2/1$492
This oojo deal was found by Cheapflights users on 2/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:50 pm
ORD
-
PMO
1 stop16h 35m
SWISS
Tue 3/33:20 pm
PMO
-
ORD
1 stop32h 00m
SWISS
Deal found 2/2$512
This FlightHub deal was found by Cheapflights users on 2/1. 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.
Sat 2/148:20 pm
ORD
-
PMO
1 stop14h 25m
Turkish Airlines
Sun 2/226:45 pm
PMO
-
ORD
1 stop30h 40m
Turkish Airlines
Deal found 2/1$523
This Cheapflightsfares deal was found by Cheapflights users on 2/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/167:05 pm
ORD
-
PMO
1 stop12h 00m
SWISS
Tue 8/259:45 am
PMO
-
ORD
1 stop13h 10m
SWISS
Deal found 2/1$524
This Justfly.com deal was found by Cheapflights users on 1/31. 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.
Mon 4/278:10 pm
ORD
-
PMO
1 stop15h 25m
Turkish Airlines
Sat 5/97:35 pm
PMO
-
ORD
1 stop21h 05m
Turkish Airlines
Deal found 1/31$531
This CheapOair deal was found by Cheapflights users on 2/2. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/236:50 pm
ORD
-
PMO
1 stop12h 40m
Multiple Airlines
Thu 3/512:15 pm
PMO
-
ORD
2 stops31h 46m
Multiple Airlines
Deal found 2/2$533
This Justfly.com deal was found by Cheapflights users on 2/2. 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.
Fri 4/2411:25 am
ORD
-
CTA
1 stop14h 00m
Turkish Airlines
Sun 5/37:25 pm
CTA
-
ORD
1 stop21h 15m
Turkish Airlines
Deal found 2/2$533
This oojo deal was found by Cheapflights users on 2/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/48:20 pm
ORD
-
PMO
1 stop29h 10m
Turkish Airlines
Wed 3/116:45 pm
PMO
-
ORD
1 stop30h 40m
Turkish Airlines
Deal found 2/2$538
This oojo deal was found by Cheapflights users on 2/2. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/311:25 am
ORD
-
CTA
1 stop14h 00m
Turkish Airlines
Fri 5/87:25 pm
CTA
-
ORD
1 stop21h 15m
Turkish Airlines
Deal found 2/2$540
This Justfly.com deal was found by Cheapflights users on 2/1. 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.
Wed 2/48:20 pm
ORD
-
PMO
1 stop29h 10m
Turkish Airlines
Wed 2/116:45 pm
PMO
-
ORD
1 stop22h 20m
Turkish Airlines
Deal found 2/1$544

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$458
(Kiwi.com)

One-way from

$282
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$711
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. 20% potential increase in price ($237 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($40 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 3, 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

O'Hare Intl

Fly to

Sicily

Route

Depart

Return

Price

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 2/23

6:50 pm-2:30 pm

1 stop12h 40m

Palermo Punta Raisi

Thu 3/5

12:15 pm-1:01 pm

2 stops31h 46m

$533

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sat 4/11

11:25 am-8:25 am

1 stop14h 00m

Palermo Punta Raisi

Sat 4/18

7:35 pm-9:40 am

1 stop21h 05m

$538

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 3/4

8:20 pm-9:20 am

2 stops30h 00m

Palermo Punta Raisi

Wed 3/11

6:45 pm-7:25 pm

1 stop30h 40m

$562

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Thu 2/26

6:50 pm-8:55 am

1 stop31h 05m

Palermo Punta Raisi

Fri 3/6

12:10 pm-6:25 pm

1 stop13h 15m

$565

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 3/4

8:20 pm-8:30 am

1 stop29h 10m

Palermo Punta Raisi

Sun 3/8

6:45 pm-11:05 am

1 stop22h 20m

$582

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Wed 3/4

8:20 pm-6:25 pm

1 stop15h 05m

Catania Fontanarossa

Sun 3/8

7:25 pm-7:25 pm

1 stop30h 00m

$584

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

8:10 pm-6:35 pm

1 stop15h 25m

Palermo Punta Raisi

Sat 5/9

7:35 pm-6:15 pm

1 stop29h 40m

$593

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

11:25 am-11:05 pm

2 stops28h 40m

Palermo Punta Raisi

Sat 5/9

3:10 pm-9:40 am

2 stops25h 30m

$596

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 3/28

8:10 pm-8:25 am

1 stop29h 15m

Catania Fontanarossa

Wed 4/8

9:25 am-9:40 am

1 stop31h 15m

$601

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 5/6

8:45 am-12:40 pm

2 stops20h 55m

Palermo Punta Raisi

Tue 5/19

11:20 pm-2:53 pm

3 stops22h 33m

$651

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/3

Showing 1-10 of 42 results
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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 $332). Flying from Chicago O'Hare Intl Airport to Sicily in June is currently the most expensive (average of $1,049). 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.

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 February 3, 2026.
Read through reviews of airlines operating flights from Chicago O'Hare Intl Airport to Sicily, such as SWISS, Turkish Airlines, and Lufthansa. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
SWISS
7.6
Good
1,864 reviews
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
Turkish Airlines
7.3
Good
4,210 reviews
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
Lufthansa
6.8
Okay
7,759 reviews
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.
ITA Airways
6.7
Okay
1,144 reviews
SWISS
7.6
Good
1,864 reviews

Boarding

7.7

Food

7.1

Entertainment

6.8

Comfort

7.4

Crew

8.3

Overall

7.6

Reviews

1 / 20
10.0
Excellent

Henriette,Dec 2025

FRA - GVA

My experience as a first time Flyer wasfinr except that both times when I flew to Frankfurt and also back to ORTambo my baggage go delayed. That was a bit of an awkward experience. Inve I can understand but twice I knew that I used connecting flights but who that happened to my my bag is really a bit out of the ordinary Although I must say the service to found my bag in Frankfurt was really excellent. Now I am waiting for my baggage to be send to my home airport Bram Fiacher in Bloemfontein. Hope I get it also so soon.

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 12h 40m. Chicago O'Hare Intl Airport and Sicily are separated by a distance of 5001 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 Lufthansa from $476 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 $332). Flying from Chicago O'Hare Intl Airport to Sicily in June is currently the most expensive (average of $1,049). 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

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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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$488Average$761FlexibilityNo cancel feeOn-time77%
SWISSCheapest$619Average$1,255FlexibilityNo cancel feeOn-time79%
ITA AirwaysCheapest$753Average$1,089FlexibilityNo cancel feeOn-time81%
LufthansaCheapest$776Average$1,220FlexibilityNo cancel feeOn-time76%

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