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$413+ Cheap flights from Sicily to Chicago (CHI)

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 5/26. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — CHI
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Sicily to Chicago

Cheapest flights from Sicily to Chicago
Explore the most affordable flight options available from Sicily to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/16. 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 12/216:15 amSUF - ORD
2 stops21h 10mITA Airways
Tue 3/101:06 pmORD - SUF
2 stops15h 24mITA Airways
Deal found 12/16$859
This Gotogate deal was found by Cheapflights users on 12/16. 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 12/227:15 pmSUF - ORD
2 stops29h 05mMultiple Airlines
Tue 3/107:30 pmORD - SUF
2 stops21h 30mMultiple Airlines
Deal found 12/16$916
This Mytrip deal was found by Cheapflights users on 12/16. 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.
Sun 12/218:05 amSUF - ORD
2 stops33h 00mMultiple Airlines
Tue 3/106:51 pmORD - SUF
3 stops19h 29mMultiple Airlines
Deal found 12/16$1,032
This Booking.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/3112:25 pmCTA - ORD
1 stop31h 45mLufthansa
Sun 1/43:20 pmORD - CTA
1 stop13h 05mLufthansa
Deal found 12/15$1,520
This Mytrip deal was found by Cheapflights users on 12/15. 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 12/319:35 amCTA - ORD
1 stop15h 50mMultiple Airlines
Sun 1/44:25 pmORD - CTA
2 stops23h 10mMultiple Airlines
Deal found 12/15$1,522
This Air France deal was found by Cheapflights users on 12/15. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/316:20 amCTA - ORD
2 stops15h 50mAir France
Sun 1/45:20 pmORD - CTA
2 stops14h 20mAir France
Deal found 12/15$1,604

Find flight deals from Sicily to Chicago

Keep the following information in mind while searching for Sicily to Chicago flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$705
(Kiwi.com)

One-way from

$413
(Kiwi.com)
Provider with most accurate pricing for Catania Fontanarossa-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Catania Fontanarossa-Chicago (CHI) flights.
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From Sicily to Chicago (CHI)
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One-way flight from Sicily to Chicago (CHI)
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Sicily to Chicago 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 December 18, 2025.
Use the filters below to find and compare flights from Sicily to Chicago that are best for you.

Fly from

Sicily

Fly to

Chicago

Route

Depart

Return

Price

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 1/26

8:40 pm-11:06 am

2 stops45h 26m

Chicago O'Hare Intl

Tue 2/3

6:50 pm-8:40 pm

1 stop18h 50m

$701

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 1/24

12:10 pm-6:25 pm

1 stop13h 15m

Chicago O'Hare Intl

Wed 1/28

6:50 pm-1:55 pm

1 stop12h 05m

$705

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 1/24

6:10 am-11:56 pm

2 stops24h 46m

Chicago O'Hare Intl

Wed 1/28

2:50 pm-2:30 pm

2 stops16h 40m

$710

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 1/24

6:10 am-10:22 pm

2 stops23h 12m

Chicago Midway

Wed 1/28

12:48 pm-1:45 pm

2 stops17h 57m

$710

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 1/16

6:10 am-11:59 pm

2 stops24h 49m

Chicago O'Hare Intl

Fri 1/23

1:57 pm-2:30 pm

2 stops17h 33m

$740

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

8:30 pm-1:10 pm

1 stop23h 40m

Chicago O'Hare Intl

Fri 7/31

3:00 pm-11:30 am

1 stop13h 30m

$746

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 1/16

6:50 am-10:42 pm

3 stops46h 52m

Chicago O'Hare Intl

Fri 1/23

8:15 pm-11:25 pm

2 stops20h 10m

$804

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 3/12

12:15 pm-9:13 am

2 stops26h 58m

Chicago O'Hare Intl

Sun 3/15

7:15 am-6:25 pm

2 stops29h 10m

$804

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 3/31

1:10 pm-4:00 pm

2 stops33h 50m

Chicago O'Hare Intl

Fri 7/31

6:00 pm-9:20 am

3 stops32h 20m

$868

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Wed 2/11

6:15 am-11:06 am

2 stops35h 51m

Chicago O'Hare Intl

Sun 2/15

7:07 am-6:25 pm

2 stops28h 18m

$878

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 25 results
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Best time to book a flight from Sicily to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Sicily 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 Sicily to Chicago

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

Find hourly flight availability from Sicily to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

When flying from Sicily to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 51% versus a flight in the afternoon.

Related info for your journey

Find useful and relevant information for your journey from Sicily to Chicago. 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 Sicily to Chicago?

    KLM, ITA Airways, and Air Canada can get you from Sicily to Chicago in just under 23h 40m. Your travel time can differ by up to 12h 11m. The distance from Sicily to Chicago is about 5001 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines to fly from Sicily to Chicago one-way?

    The cheapest airlines for a one-way flight from Sicily to Chicago are Turkish Airlines ($338), Lufthansa ($572), and SWISS ($610).

  • What are the most popular routes from Sicily to Chicago?

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

  • Can I find deals for flights from Sicily to Chicago that include hotel bookings?

    Yes. In addition to deals on Sicily to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sicily to Chicago?

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

  • Can I find deals for business class flights from Sicily to Chicago?

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

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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Alternative routes for Sicily to Chicago

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