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$341+ 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — CHI
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Sicily to Chicago

Keep the following information in mind while searching for Sicily to Chicago flight deals. Data was last updated April 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$547
(British Airways)

One-way from

$341
(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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Find 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 April 29, 2025.

This British Airways deal was found by Cheapflights users on 4/29. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/97:55 pmPMO - ORD
1 stop27h 00mBritish Airways
Thu 5/153:58 pmORD - PMO
2 stops20h 07mBritish Airways
Deal found 4/29$547
This Gotogate deal was found by Cheapflights users on 4/29. 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.
Fri 6/1311:15 amPMO - ORD
2 stops28h 55mMultiple Airlines
Fri 6/207:05 pmORD - PMO
1 stop21h 20mMultiple Airlines
Deal found 4/29$642
This SWISS deal was found by Cheapflights users on 4/29. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/152:50 pmPMO - ORD
1 stop28h 55mSWISS
Fri 6/207:05 pmORD - PMO
1 stop21h 20mSWISS
Deal found 4/29$648
This Lufthansa deal was found by Cheapflights users on 4/29. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/16:00 amCTA - ORD
1 stop13h 30mLufthansa
Thu 10/99:40 pmORD - CTA
1 stop18h 50mLufthansa
Deal found 4/29$651
This Austrian Airlines deal was found by Cheapflights users on 4/29. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/15:40 pmCTA - ORD
2 stops27h 30mAustrian Airlines
Thu 10/94:20 pmORD - CTA
1 stop17h 30mAustrian Airlines
Deal found 4/29$706
This Austrian Airlines deal was found by Cheapflights users on 4/29. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/158:10 pmPMO - ORD
1 stop24h 10mAustrian Airlines
Sat 6/214:05 pmORD - PMO
2 stops57h 45mAustrian Airlines
Deal found 4/29$721
This Expedia deal was found by Cheapflights users on 4/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/146:00 amCTA - ORD
1 stop15h 00mMultiple Airlines
Sat 6/217:05 pmORD - CTA
1 stop17h 50mMultiple Airlines
Deal found 4/29$730
This Lufthansa deal was found by Cheapflights users on 4/29. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/1511:50 amPMO - ORD
1 stop13h 25mLufthansa
Thu 6/194:05 pmORD - PMO
2 stops18h 10mLufthansa
Deal found 4/29$768
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/181:00 pmPMO - ORD
2 stops35h 26mDelta
Tue 6/172:00 pmORD - PMO
2 stops17h 25mDelta
Deal found 4/29$786
This Air Canada deal was found by Cheapflights users on 4/29. 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 Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1211:25 amPMO - ORD
2 stops27h 38mAir Canada
Sat 6/212:00 pmORD - PMO
2 stops20h 35mAir Canada
Deal found 4/29$788
This SWISS deal was found by Cheapflights users on 4/29. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/148:45 amCTA - ORD
1 stop34h 25mSWISS
Sat 6/214:05 pmORD - CTA
2 stops44h 55mSWISS
Deal found 4/29$803
This Mytrip deal was found by Cheapflights users on 4/29. 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 6/311:15 amSUF - ORD
3 stops34h 45mMultiple Airlines
Tue 6/104:20 pmORD - SUF
3 stops23h 40mMultiple Airlines
Deal found 4/29$837

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 April 29, 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

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 5/9

7:55 pm-3:55 pm

1 stop27h 00m

Chicago O'Hare Intl

Thu 5/15

3:58 pm-7:05 pm

2 stops20h 07m

$547

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 6/13

11:15 am-9:10 am

2 stops28h 55m

Chicago O'Hare Intl

Fri 6/20

7:05 pm-11:25 pm

1 stop21h 20m

$642

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 5/15

2:50 pm-12:45 pm

1 stop28h 55m

Chicago O'Hare Intl

Fri 6/20

7:05 pm-11:25 pm

1 stop21h 20m

$648

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Wed 10/1

6:00 am-12:30 pm

1 stop13h 30m

Chicago O'Hare Intl

Thu 10/9

9:40 pm-11:30 pm

1 stop18h 50m

$651

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Wed 10/1

5:40 pm-2:10 pm

2 stops27h 30m

Chicago O'Hare Intl

Thu 10/9

4:20 pm-4:50 pm

1 stop17h 30m

$706

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 5/15

8:10 pm-1:20 pm

1 stop24h 10m

Chicago O'Hare Intl

Sat 6/21

4:05 pm-8:50 am

2 stops57h 45m

$721

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 6/14

6:00 am-2:00 pm

1 stop15h 00m

Chicago O'Hare Intl

Sat 6/21

7:05 pm-7:55 pm

1 stop17h 50m

$730

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 5/15

11:50 am-6:15 pm

1 stop13h 25m

Chicago O'Hare Intl

Thu 6/19

4:05 pm-5:15 pm

2 stops18h 10m

$768

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sun 5/18

1:00 pm-5:26 pm

2 stops35h 26m

Chicago O'Hare Intl

Mon 6/16

11:20 am-2:25 pm

2 stops20h 05m

$786

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 5/12

11:25 am-8:03 am

2 stops27h 38m

Chicago O'Hare Intl

Sat 6/21

2:00 pm-5:35 pm

2 stops20h 35m

$788

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 31 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 April 29, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Sicily to Chicago as you normally would.

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated April 29, 2025.
Get a feel of what it's like to fly with Delta, KLM and Austrian Airlines from Sicily to Chicago by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,929 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,334 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Austrian Airlines
7.6
Good
780 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
SWISS
7.5
Good
1,588 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Turkish Airlines
7.3
Good
3,788 reviews
Delta
8.0
Very good
7,929 reviews

Food

7.3

Comfort

7.9

Boarding

8.2

Entertainment

7.9

Overall

8.0

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • 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 Aer Lingus ($538), Turkish Airlines ($556), and TAP AIR PORTUGAL ($678).

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

    Most travelers choose Palermo Punta Raisi - Chicago O'Hare Intl, Catania Fontanarossa - Chicago O'Hare Intl or Palermo Punta Raisi - Chicago Midway 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.

  • What is the cheapest month to book a flight from Sicily to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Sicily to Chicago (average of $245). Flying from Sicily to Chicago in March is currently the most expensive (average of $321). 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

Traveling to a place near Sicily?

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

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Alternative routes for Sicily to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Malpensa to O'Hare Intl flights
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Turin to O'Hare Intl flights
Vicenza to St. Louis flights
Genoa to O'Hare Intl flights
Genoa to Midway flights
Malpensa to Moline flights
Malpensa to St. Louis flights
Florence to St. Louis flights
Ancona to O'Hare Intl flights

Top airline flying from Sicily to Chicago

Discover the top airline that operate flights from Sicily to Chicago. 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 April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$614Average$663FlexibilityNo cancel feeOn-time81%

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