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$314+ 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 3/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — CTA
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Find 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 November 3, 2025.

This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:30 pmORD - PMO
2 stops18h 15mMultiple Airlines
Wed 12/106:00 amPMO - ORD
2 stops18h 20mMultiple Airlines
Deal found 11/3$508
This Gotogate deal was found by Cheapflights users on 11/2. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/911:50 amORD - CTA
1 stop13h 45mTurkish Airlines
Sat 11/229:35 amCTA - ORD
1 stop31h 30mTurkish Airlines
Deal found 11/2$531
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/58:20 pmORD - PMO
1 stop29h 10mTurkish Airlines
Wed 11/126:45 pmPMO - ORD
1 stop30h 40mTurkish Airlines
Deal found 11/2$546
This oojo deal was found by Cheapflights users on 11/2. 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 11/511:50 amORD - PMO
2 stops18h 55mMultiple Airlines
Wed 11/126:45 pmPMO - ORD
1 stop30h 40mMultiple Airlines
Deal found 11/2$549
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/211:50 amORD - PMO
1 stop22h 55mMultiple Airlines
Tue 12/93:15 pmPMO - ORD
2 stops25h 50mMultiple Airlines
Deal found 11/2$555
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1611:50 amORD - PMO
2 stops23h 35mMultiple Airlines
Wed 11/262:30 pmPMO - ORD
2 stops26h 35mMultiple Airlines
Deal found 11/2$571
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/107:05 amORD - PMO
2 stops23h 25mMultiple Airlines
Tue 12/236:05 amPMO - ORD
2 stops17h 15mMultiple Airlines
Deal found 11/3$602
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/310:00 amORD - PMO
3 stops22h 30mMultiple Airlines
Wed 12/108:05 pmPMO - ORD
2 stops24h 05mMultiple Airlines
Deal found 11/3$616
This FlightHub deal was found by Cheapflights users on 11/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:50 amORD - CTA
1 stop23h 35mTurkish Airlines
Sat 11/89:35 amCTA - ORD
1 stop55h 30mTurkish Airlines
Deal found 11/2$624
This oojo deal was found by Cheapflights users on 11/2. 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 11/268:20 pmORD - PMO
1 stop29h 10mTurkish Airlines
Wed 12/36:45 pmPMO - ORD
1 stop22h 20mTurkish Airlines
Deal found 11/2$642
This FlightHub deal was found by Cheapflights users on 11/1. 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 11/811:50 amORD - CTA
1 stop23h 35mTurkish Airlines
Sat 11/159:35 amCTA - ORD
1 stop31h 30mTurkish Airlines
Deal found 11/1$643
This Mytrip deal was found by Cheapflights users on 11/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/173:55 pmORD - PMO
2 stops16h 40mMultiple Airlines
Thu 11/277:25 amPMO - ORD
2 stops19h 40mMultiple Airlines
Deal found 11/2$649

Cheap 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$489
(FlightHub)

One-way from

$314
(Mytrip)

Popular in

June

Cheapest in

January

Average price

$886
Provider with most accurate pricing for Chicago (CHI)-Catania Fontanarossa flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Catania Fontanarossa flights.
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From Chicago O'Hare Intl to Sicily
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One-way flight from Chicago O'Hare Intl to Sicily
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 3, 2025.
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

Thu 3/26

9:20 pm-9:15 am

2 stops29h 55m

Palermo Punta Raisi

Sat 4/4

7:20 pm-9:40 am

1 stop21h 20m

$547

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 3/13

9:20 pm-9:15 am

2 stops29h 55m

Palermo Punta Raisi

Mon 3/23

9:30 am-11:05 am

1 stop31h 35m

$547

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 1/10

11:50 am-6:25 pm

1 stop23h 35m

Catania Fontanarossa

Wed 1/21

9:35 am-10:05 am

1 stop31h 30m

$557

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 12/2

11:50 am-11:00 pm

2 stops28h 10m

Palermo Punta Raisi

Tue 12/9

3:15 pm-10:05 am

2 stops25h 50m

$571

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Wed 12/3

11:50 am-11:00 pm

2 stops28h 10m

Palermo Punta Raisi

Wed 12/10

3:15 pm-10:05 am

2 stops25h 50m

$571

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Sun 11/16

11:50 am-6:25 pm

2 stops23h 35m

Palermo Punta Raisi

Wed 11/26

2:30 pm-10:05 am

2 stops26h 35m

$571

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Tue 4/28

7:00 am-6:00 pm

2 stops28h 00m

Palermo Punta Raisi

Sun 5/10

5:35 pm-4:10 pm

1 stop29h 35m

$609

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Mon 4/27

11:25 am-6:20 pm

1 stop23h 55m

Palermo Punta Raisi

Sat 5/9

7:20 pm-9:40 am

1 stop21h 20m

$619

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

Sat 11/8

11:50 am-6:25 pm

1 stop23h 35m

Catania Fontanarossa

Sat 11/15

9:35 am-10:05 am

1 stop31h 30m

$643

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

Fri 2/27

8:15 pm-1:40 pm

2 stops34h 25m

Palermo Punta Raisi

Thu 3/12

2:25 pm-4:25 pm

2 stops32h 00m

$649

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 28 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 $346). Flying from Chicago O'Hare Intl Airport to Sicily in June is currently the most expensive (average of $975). 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.

What is the cheapest time of day to fly from ORD to SI?

Find hourly flight availability from O'Hare Intl to Sicily. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

It’s optimal to fly from Chicago O'Hare Intl Airport to Sicily in the morning. By choosing this option you can save up to 36% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Sicily?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Sicily. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Sicily flight should consider departing on Tuesday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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

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 November 3, 2025.
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
7.5
Good
1,775 reviews

Crew

8.2

Overall

7.5

Boarding

7.6

Comfort

7.4

Food

7.1

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.
SWISS
7.5
Good
1,775 reviews
SWISS
7.5
Good
1,775 reviews

Crew

8.2

Overall

7.5

Boarding

7.6

Comfort

7.4

Food

7.1

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.
Turkish Airlines
7.3
Good
4,040 reviews
SWISS
7.5
Good
1,775 reviews

Crew

8.2

Overall

7.5

Boarding

7.6

Comfort

7.4

Food

7.1

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.
Lufthansa
6.8
Okay
7,545 reviews
SWISS
7.5
Good
1,775 reviews

Crew

8.2

Overall

7.5

Boarding

7.6

Comfort

7.4

Food

7.1

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.
ITA Airways
6.7
Okay
1,079 reviews
SWISS
7.5
Good
1,775 reviews

Crew

8.2

Overall

7.5

Boarding

7.6

Comfort

7.4

Food

7.1

Entertainment

6.8

Reviews

1 / 20
6.0
Good

Yvette,Nov 2024

BOS - ZRH

Food was not very good and the options were poor. The seat wasn't very comfortable. I would not choose to fly on this airline again. Their website was also difficult to navigate.

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 10m. 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 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 $346). Flying from Chicago O'Hare Intl Airport to Sicily in June is currently the most expensive (average of $975). 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

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Alternative routes for O'Hare Intl to Sicily

See prices for flight routes from nearby airports that may be better suited for you.
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Midway to Florence flights
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Midway to Naples flights
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Midway to Catania flights
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Midway to Bologna flights
O'Hare Intl to Turin flights
O'Hare Intl to Trieste flights
O'Hare Intl to Genoa flights
Midway to Turin flights
O'Hare Intl to Lamezia Terme flights
Midway to Palermo flights
O'Hare Intl to Cagliari flights
O'Hare Intl to Brindisi flights
Midway to Pisa flights
O'Hare Intl to Olbia flights
Midway to Genoa flights
O'Hare Intl to Ancona flights
Midway to Bari flights

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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$488Average$790FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$776Average$1,225FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$783Average$1,098FlexibilityNo cancel feeOn-time81%
SWISSCheapest$801Average$1,313FlexibilityNo cancel feeOn-time79%

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