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$432+ 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 9/20. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — CHI
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
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 julio 31, 2025.

Round-trip from

$544
(British Airways)

One-way from

$432
(Kiwi.com)

Popular in

August

Cheapest in

March

Average price

$800
From Sicily to Chicago (CHI)
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One-way flight from Sicily to Chicago (CHI)
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Highest demand for flights based on searches. 6% potential increase in price ($52 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($21 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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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 julio 31, 2025.

This British Airways deal was found by Cheapflights users on 7/31. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/227:55 pmPMO - ORD
1 stop25h 55mBritish Airways
dom. 9/2810:35 pmORD - PMO
1 stop13h 05mBritish Airways
Deal found 7/31$544
This SWISS deal was found by Cheapflights users on 7/31. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/155:50 amPMO - ORD
1 stop14h 05mSWISS
mié. 10/227:05 pmORD - PMO
1 stop30h 50mSWISS
Deal found 7/31$561
This Air Canada deal was found by Cheapflights users on 7/31. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/155:50 amPMO - ORD
2 stops21h 21mMultiple Airlines
mié. 10/2210:40 amORD - PMO
2 stops17h 00mMultiple Airlines
Deal found 7/31$565
This British Airways deal was found by Cheapflights users on 7/31. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/296:45 pmCTA - ORD
1 stop26h 55mBritish Airways
dom. 9/78:40 pmORD - CTA
1 stop14h 00mBritish Airways
Deal found 7/31$582
This Lufthansa deal was found by Cheapflights users on 7/31. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/148:50 pmSUF - ORD
2 stops30h 05mLufthansa
mié. 12/109:50 pmORD - SUF
3 stops28h 50mLufthansa
Deal found 7/31$589
This SWISS deal was found by Cheapflights users on 7/31. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/18:30 pmCTA - ORD
2 stops22h 35mSWISS
jue. 10/93:45 pmORD - CTA
1 stop33h 15mSWISS
Deal found 7/31$593
This Booking.com deal was found by Cheapflights users on 7/30. 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.
vie. 8/298:45 pmCTA - ORD
1 stop22h 25mMultiple Airlines
dom. 9/710:30 pmORD - CTA
1 stop27h 15mMultiple Airlines
Deal found 7/30$594
This lol.travel deal was found by Cheapflights users on 7/30. 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.
sáb. 9/136:15 amSUF - ORD
1 stop13h 55mITA Airways
sáb. 9/203:00 pmORD - SUF
1 stop20h 30mITA Airways
Deal found 7/30$604
This lol.travel deal was found by Cheapflights users on 7/30. 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.
sáb. 9/134:30 pmCTA - ORD
1 stop27h 40mITA Airways
sáb. 9/203:00 pmORD - CTA
1 stop15h 25mITA Airways
Deal found 7/30$617
This SWISS deal was found by Cheapflights users on 7/31. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/148:50 pmSUF - ORD
1 stop26h 05mSWISS
mié. 12/106:50 pmORD - SUF
2 stops31h 50mSWISS
Deal found 7/31$638
This KLM deal was found by Cheapflights users on 7/30. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/134:55 pmCTA - ORD
1 stop28h 15mKLM
sáb. 9/202:25 pmORD - CTA
2 stops14h 30mKLM
Deal found 7/30$639
This lol.travel deal was found by Cheapflights users on 7/31. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/296:10 amPMO - ORD
1 stop14h 00mITA Airways
dom. 9/73:00 pmORD - PMO
2 stops20h 10mITA Airways
Deal found 7/31$655

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 julio 31, 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

lun. 9/22

7:55 pm-2:50 pm

1 stop25h 55m

Chicago O'Hare Intl

dom. 9/28

8:40 pm-6:40 pm

1 stop15h 00m

$549

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

mié. 10/15

5:50 am-12:55 pm

1 stop14h 05m

Chicago O'Hare Intl

mié. 10/22

7:05 pm-8:55 am

1 stop30h 50m

$561

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

mié. 10/15

5:50 am-8:11 pm

2 stops21h 21m

Chicago O'Hare Intl

mié. 10/22

10:40 am-10:40 am

2 stops17h 00m

$565

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

vie. 8/29

6:45 pm-2:40 pm

1 stop26h 55m

Chicago O'Hare Intl

dom. 9/7

8:40 pm-5:40 pm

1 stop14h 00m

$582

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

dom. 9/14

8:50 pm-7:55 pm

2 stops30h 05m

Chicago O'Hare Intl

mié. 12/10

9:50 pm-9:40 am

3 stops28h 50m

$589

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

mié. 10/1

8:30 pm-12:05 pm

2 stops22h 35m

Chicago O'Hare Intl

jue. 10/9

3:45 pm-8:00 am

1 stop33h 15m

$593

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

vie. 8/29

8:45 pm-12:10 pm

1 stop22h 25m

Chicago O'Hare Intl

dom. 9/7

10:30 pm-8:45 am

1 stop27h 15m

$594

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

sáb. 9/13

6:15 am-1:10 pm

1 stop13h 55m

Chicago O'Hare Intl

sáb. 9/20

3:00 pm-6:30 pm

1 stop20h 30m

$604

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

sáb. 9/13

4:30 pm-1:10 pm

1 stop27h 40m

Chicago O'Hare Intl

sáb. 9/20

3:00 pm-1:25 pm

1 stop15h 25m

$617

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

dom. 9/14

8:50 pm-3:55 pm

1 stop26h 05m

Chicago O'Hare Intl

mié. 12/10

6:50 pm-9:40 am

2 stops31h 50m

$638

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 julio 31, 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.

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 julio 31, 2025.
See what other customers who have flown with Delta, KLM, and SWISS from Sicily to Chicago have to say. 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
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
KLM
7.8
Good
1,383 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
SWISS
7.5
Good
1,686 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Scandinavian Airlines
7.4
Good
1,457 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.
Turkish Airlines
7.3
Good
3,933 reviews
Delta
8.0
Very good
7,981 reviews

Overall

8.0

Crew

8.5

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Food

7.3

Reviews

1 / 20
8.0
Excellent

Michael,Jul 2025

AMS - ATL

Overall it was great experience, with the exception of snack food. The food offered in two main meals was just fine but for the mid-flight snack, the only option was a large cookie, too sweet and high sugar content. Snacks at the back of the plane were also mainly sweets. There was one nice baked cheddar option but it quickly ran out.

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 ($561), SWISS ($569), and Lufthansa ($741).

  • 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 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 Chicago?

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

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