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$354+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — CHI
Apr 28 — May 51
Mon 4/28
Mon 5/5
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 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$574
(Booking.com)

One-way from

$354
(Mytrip)
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 23, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/27:55 pmPMO - ORD
1 stop27h 00mAmerican Airlines
Thu 5/810:25 pmORD - PMO
1 stop29h 40mAmerican Airlines
Deal found 4/23$547
This British Airways deal was found by Cheapflights users on 4/23. 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 5/27:55 pmPMO - ORD
1 stop25h 50mBritish Airways
Thu 5/85:40 pmORD - PMO
2 stops18h 25mBritish Airways
Deal found 4/23$550
This lol.travel deal was found by Cheapflights users on 4/22. 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 5/89:00 pmCTA - ORD
1 stop23h 10mITA Airways
Wed 5/143:00 pmORD - CTA
1 stop12h 55mITA Airways
Deal found 4/22$639
This Gotogate deal was found by Cheapflights users on 4/22. 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 5/88:15 pmSUF - ORD
1 stop22h 55mMultiple Airlines
Mon 5/128:25 pmORD - SUF
2 stops39h 05mMultiple Airlines
Deal found 4/22$643
This Kiwi.com deal was found by Cheapflights users on 4/23. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/105:50 amPMO - ORD
1 stop13h 55mSWISS
Thu 6/197:05 pmORD - PMO
1 stop21h 20mSWISS
Deal found 4/23$647
This Lufthansa deal was found by Cheapflights users on 4/22. 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 4/22$653
This Air Canada deal was found by Cheapflights users on 4/22. 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.
Sat 5/105:50 amPMO - ORD
2 stops19h 32mMultiple Airlines
Thu 5/298:40 amORD - PMO
2 stops17h 15mMultiple Airlines
Deal found 4/22$656
This lol.travel deal was found by Cheapflights users on 4/22. 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 5/88:15 pmSUF - ORD
2 stops24h 20mSWISS
Mon 5/129:20 pmORD - SUF
2 stops38h 10mSWISS
Deal found 4/22$695
This Ovago deal was found by Cheapflights users on 4/22. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/18:30 pmCTA - ORD
1 stop22h 40mMultiple Airlines
Thu 10/910:30 pmORD - CTA
2 stops18h 00mMultiple Airlines
Deal found 4/22$722
This Expedia deal was found by Cheapflights users on 4/23. 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 5/176:10 amPMO - ORD
2 stops17h 20mKLM
Wed 6/255:39 pmORD - PMO
2 stops14h 46mKLM
Deal found 4/23$768
This lol.travel deal was found by Cheapflights users on 4/23. 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.
Mon 5/1211:25 amPMO - ORD
2 stops28h 25mAir Canada
Sun 6/2210:00 amORD - PMO
2 stops17h 40mAir Canada
Deal found 4/23$770
This Expedia deal was found by Cheapflights users on 4/22. 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.
Thu 7/1011:15 amSUF - ORD
2 stops17h 39mAir France
Wed 7/301:35 pmORD - SUF
2 stops21h 55mAir France
Deal found 4/22$771

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 23, 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

Sat 5/10

11:55 am-6:15 pm

1 stop13h 20m

Chicago O'Hare Intl

Thu 5/29

10:25 pm-11:05 am

1 stop29h 40m

$574

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Thu 5/8

9:00 pm-1:10 pm

1 stop23h 10m

Chicago O'Hare Intl

Wed 5/14

3:00 pm-10:55 am

1 stop12h 55m

$639

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Thu 5/8

8:15 pm-12:10 pm

1 stop22h 55m

Chicago O'Hare Intl

Mon 5/12

8:25 pm-6:30 pm

2 stops39h 05m

$643

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 5/10

5:50 am-12:45 pm

1 stop13h 55m

Chicago O'Hare Intl

Thu 6/19

7:05 pm-11:25 pm

1 stop21h 20m

$647

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

$653

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 5/10

5:50 am-6:22 pm

2 stops19h 32m

Chicago O'Hare Intl

Thu 5/29

8:40 am-8:55 am

2 stops17h 15m

$656

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Thu 5/8

8:15 pm-1:35 pm

2 stops24h 20m

Chicago O'Hare Intl

Mon 5/12

9:20 pm-6:30 pm

2 stops38h 10m

$695

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Wed 10/1

8:30 pm-12:10 pm

1 stop22h 40m

Chicago O'Hare Intl

Thu 10/9

10:30 pm-11:30 pm

2 stops18h 00m

$722

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 5/17

6:10 am-4:30 pm

2 stops17h 20m

Chicago O'Hare Intl

Wed 6/25

5:39 pm-3:25 pm

2 stops14h 46m

$768

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 5/12

11:25 am-8:50 am

2 stops28h 25m

Chicago O'Hare Intl

Sun 6/22

10:00 am-10:40 am

2 stops17h 40m

$770

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 37 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 23, 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 23, 2025.
Get a feel of what it's like to fly with Emirates, Delta and KLM 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.
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
Emirates
8.0
Very good
3,205 reviews
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
Delta
8.0
Very good
7,920 reviews
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
KLM
7.8
Good
1,333 reviews
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
Austrian Airlines
7.6
Good
780 reviews
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.
SWISS
7.5
Good
1,582 reviews
Emirates
8.0
Very good
3,205 reviews

Food

7.8

Entertainment

8.2

Comfort

8.0

Crew

8.3

Boarding

8.1

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jun 2024

DXB - IAH

It was not a good experience the seats were small and uncomfortable the food was not good and they forgot to serve me my breakfast - there were 5 us in 2 rows that they just completely skipped us. Very disappointed.

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 ($547), Turkish Airlines ($553), and TAP AIR PORTUGAL ($706).

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

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

  • 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.
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Genoa to Midway flights
Genoa to O'Hare Intl flights
Leonardo da Vinci/Fiumicino to St. Louis flights
Ancona to O'Hare Intl flights
Florence to St. Louis flights
Malpensa to St. Louis flights
Malpensa to Moline 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 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
ITA AirwaysCheapest$614Average$663FlexibilityNo cancel feeOn-time81%

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