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$517+ Cheap flights from Sicily to Chicago (CHI)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/11. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — CHI
Apr 7 — Apr 141
Mon 4/7
Mon 4/14
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 2, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$517
(lol.travel)
Provider with most accurate pricing for Catania Fontanarossa-Chicago (CHI) flight deals.
Search Deals
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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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 2, 2025.

This lol.travel deal was found by Cheapflights users on 4/1. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/117:55 pmPMO - ORD
1 stop22h 50mBritish Airways
Thu 4/178:20 pmORD - PMO
1 stop15h 45mBritish Airways
Deal found 4/1$517
This lol.travel deal was found by Cheapflights users on 4/1. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/812:05 pmCTA - ORD
1 stop32h 45mBritish Airways
Wed 5/1411:45 amORD - CTA
2 stops40h 55mBritish Airways
Deal found 4/1$541
This Expedia deal was found by Cheapflights users on 4/1. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2610:40 pmCTA - ORD
1 stop22h 30mKLM
Wed 5/74:50 pmORD - CTA
2 stops14h 50mKLM
Deal found 4/1$621
This Mytrip deal was found by Cheapflights users on 4/1. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:50 amPMO - ORD
1 stop13h 20mSWISS
Tue 10/212:20 pmORD - PMO
1 stop26h 05mSWISS
Deal found 4/1$630
This Booking.com deal was found by Cheapflights users on 4/1. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/145:50 amPMO - ORD
1 stop13h 20mMultiple Airlines
Tue 10/2110:40 amORD - PMO
2 stops15h 15mMultiple Airlines
Deal found 4/1$639
This Lufthansa deal was found by Cheapflights users on 4/1. 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 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 4/1$645
This United Airlines deal was found by Cheapflights users on 4/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/269:45 amPMO - ORD
1 stop33h 20mUnited Airlines
Sun 6/17:10 amORD - PMO
1 stop17h 05mUnited Airlines
Deal found 4/1$648
This lol.travel deal was found by Cheapflights users on 4/1. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/268:45 amCTA - ORD
1 stop34h 25mMultiple Airlines
Wed 5/79:40 pmORD - CTA
1 stop18h 50mMultiple Airlines
Deal found 4/1$741
This Trip.com deal was found by Cheapflights users on 4/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/147:20 pmSUF - ORD
1 stop24h 25mMultiple Airlines
Wed 5/212:55 pmORD - SUF
1 stop12h 40mMultiple Airlines
Deal found 4/1$809
This Trip.com deal was found by Cheapflights users on 4/1. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/145:00 pmSUF - ORD
2 stops51h 10mITA Airways
Wed 5/217:00 amORD - SUF
2 stops24h 35mITA Airways
Deal found 4/1$876
This Delta deal was found by Cheapflights users on 4/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/146:10 amPMO - MDW
2 stops18h 48mDelta
Tue 10/211:00 pmMDW - PMO
2 stops17h 40mDelta
Deal found 4/1$878
This Gotogate deal was found by Cheapflights users on 4/1. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/178:15 pmSUF - ORD
2 stops53h 00mLufthansa
Mon 4/219:40 pmORD - SUF
2 stops33h 55mLufthansa
Deal found 4/1$961

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 2, 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 4/11

7:55 pm-11:45 am

1 stop22h 50m

Chicago O'Hare Intl

Thu 4/17

8:20 pm-7:05 pm

1 stop15h 45m

$517

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Thu 5/8

12:05 pm-1:50 pm

1 stop32h 45m

Chicago O'Hare Intl

Wed 5/14

11:45 am-11:40 am

2 stops40h 55m

$541

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 4/26

10:40 pm-2:10 pm

1 stop22h 30m

Chicago O'Hare Intl

Wed 5/7

4:50 pm-2:40 pm

2 stops14h 50m

$621

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 5/26

9:45 am-8:02 am

2 stops29h 17m

Chicago O'Hare Intl

Sun 6/1

7:10 am-7:15 am

1 stop17h 05m

$648

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 4/26

8:45 am-12:10 pm

1 stop34h 25m

Chicago O'Hare Intl

Wed 5/7

9:40 pm-11:30 pm

1 stop18h 50m

$741

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Wed 5/14

7:20 pm-12:45 pm

1 stop24h 25m

Chicago O'Hare Intl

Wed 5/21

2:55 pm-10:35 am

1 stop12h 40m

$809

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 5/26

3:00 pm-12:10 pm

1 stop28h 10m

Chicago O'Hare Intl

Sun 6/1

2:20 pm-11:25 pm

1 stop26h 05m

$810

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 4/26

6:00 am-7:55 pm

2 stops20h 55m

Chicago O'Hare Intl

Wed 5/7

10:30 pm-11:30 pm

2 stops18h 00m

$815

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 5/26

3:45 pm-4:10 pm

2 stops31h 25m

Chicago O'Hare Intl

Sun 6/1

7:15 pm-11:10 pm

2 stops20h 55m

$862

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Wed 5/14

5:00 pm-1:10 pm

2 stops51h 10m

Chicago O'Hare Intl

Wed 5/21

7:00 am-2:35 pm

2 stops24h 35m

$876

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/1

Showing 1-10 of 24 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 2, 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 2, 2025.
Get a feel of what it's like to fly with Delta, KLM and SWISS 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
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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
7,898 reviews
Delta
8.0
Very good
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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
1,323 reviews
Delta
8.0
Very good
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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
1,572 reviews
Delta
8.0
Very good
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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
United Airlines
7.4
Good
8,616 reviews
Delta
8.0
Very good
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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
3,748 reviews
Delta
8.0
Very good
7,898 reviews

Crew

8.5

Entertainment

7.9

Comfort

7.9

Food

7.3

Boarding

8.2

Overall

8.0

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 Turkish Airlines ($526), TAP AIR PORTUGAL ($636), and Aer Lingus ($679).

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

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

  • 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
New Buffalo
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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Leonardo da Vinci/Fiumicino to Midway flights
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Palermo to O'Hare Intl flights
Turin to O'Hare Intl flights
Bari to O'Hare Intl flights
Genoa to O'Hare Intl flights
Genoa to Midway flights
Malpensa to Moline flights
Verona to O'Hare Intl 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 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$614Average$663FlexibilityNo cancel feeOn-time81%

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