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Sicily

$507+ Cheap flights from Chicago (CHI) to Sicily

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 12/24. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — CTA
nov. 9 — nov. 161
sáb. 11/9
sáb. 11/16
1 adult, Economy
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Find flight deals from Chicago to Sicily

Cheapest flights from Chicago to Sicily
Explore the most affordable flight options available from Chicago to Sicily. Find the lowest fares from popular airlines and budget airlines, with prices last updated on noviembre 4, 2024.

This Mytrip deal was found by Cheapflights users on 11/3. 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.
mié. 12/47:15 pmORD - PMO
2 stops20h 45mMultiple Airlines
mar. 12/107:40 pmPMO - ORD
2 stops26h 50mMultiple Airlines
Deal found 11/3$586
This Trip.com deal was found by Cheapflights users on 11/3. 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.
mar. 12/33:55 pmORD - CTA
2 stops23h 35mMultiple Airlines
jue. 12/126:55 amCTA - ORD
2 stops18h 00mMultiple Airlines
Deal found 11/3$660
This Gotogate deal was found by Cheapflights users on 11/3. 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.
dom. 12/18:25 pmORD - SUF
2 stops15h 05mMultiple Airlines
sáb. 12/77:15 pmSUF - ORD
2 stops27h 15mMultiple Airlines
Deal found 11/3$688
This Gotogate deal was found by Cheapflights users on 11/3. 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.
dom. 12/18:25 pmORD - CTA
2 stops43h 30mTAP AIR PORTUGAL
lun. 12/163:20 pmCTA - ORD
2 stops55h 10mTAP AIR PORTUGAL
Deal found 11/3$688
This oojo deal was found by Cheapflights users on 11/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/37:05 pmORD - CTA
1 stop30h 00mSWISS
jue. 12/128:50 amCTA - ORD
1 stop14h 25mSWISS
Deal found 11/3$755
This Delta deal was found by Cheapflights users on 11/3. 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.
mar. 12/312:43 pmMDW - PMO
2 stops16h 12mDelta
jue. 12/126:10 amPMO - MDW
2 stops22h 56mDelta
Deal found 11/3$851
This Delta deal was found by Cheapflights users on 11/3. 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.
jue. 12/126:00 amORD - PMO
2 stops25h 00mDelta
vie. 12/276:10 amPMO - ORD
2 stops22h 10mDelta
Deal found 11/3$857
This Aeromexico deal was found by Cheapflights users on 11/3. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/121:50 pmORD - CTA
2 stops26h 05mAir France
mar. 11/196:05 amCTA - ORD
2 stops24h 54mAir France
Deal found 11/3$857
This oojo deal was found by Cheapflights users on 11/3. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/248:25 pmORD - SUF
2 stops19h 40mTAP AIR PORTUGAL
mar. 12/36:20 amSUF - ORD
2 stops40h 10mTAP AIR PORTUGAL
Deal found 11/3$921
This Kissandfly.com deal was found by Cheapflights users on 11/3. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/13:15 pmORD - CTA
1 stop19h 00mLufthansa
lun. 12/166:05 pmCTA - ORD
1 stop24h 00mLufthansa
Deal found 11/3$955
This Turkish Airlines deal was found by Cheapflights users on 11/3. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 11/1211:55 amORD - CTA
1 stop71h 30mTurkish Airlines
mar. 11/197:25 pmCTA - ORD
1 stop21h 45mTurkish Airlines
Deal found 11/3$962
This TAP AIR PORTUGAL deal was found by Cheapflights users on 11/3. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/48:50 amORD - PMO
3 stops22h 40mTAP AIR PORTUGAL
mar. 12/102:45 pmPMO - ORD
2 stops31h 45mTAP AIR PORTUGAL
Deal found 11/3$968

Find flights from Chicago to Sicily within your budget

Customize your flight search to find flights from Chicago to Sicily 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 2,455,398 searches. Data last updated noviembre 4, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

mar. 12/24

1:24 pm-8:15 pm

3 stops47h 51m

$507

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 12/25

12:51 pm-5:05 pm

2 stops21h 14m

$514

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

mar. 12/24

7:05 pm-8:05 am

1 stop30h 00m

$627

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 12/25

3:55 pm-5:05 pm

1 stop18h 10m

$629

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

jue. 12/26

8:30 pm-6:25 pm

1 stop14h 55m

$753

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

mié. 12/25

7:20 am-10:05 pm

3 stops31h 45m

$524

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

mar. 12/24

7:35 am-12:55 am

3 stops34h 20m

$615

ChicagoCatania

ORD - CTA

ORDCTA

Chicago O'Hare Intl

sáb. 4/5

11:10 pm-3:10 pm

1 stop33h 00m

$1,479

ChicagoPalermo

ORD - PMO

ORDPMO

Chicago O'Hare Intl

lun. 12/23

7:05 pm-2:55 pm

1 stop12h 50m

$748

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

mar. 12/24

7:35 am-2:00 pm

2 stops23h 25m

$628

Flights are sorted by cheapest first

Deals found on 11/3

Showing 1-10 of 34 results
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Best time to book a flight from Chicago to Sicily

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

Travel insights for flights from Chicago to Sicily

Get recent, data-driven insights about flights from Chicago to Sicily including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Sicily (average of $685). Flying from Chicago to Sicily in June is currently the most expensive (average of $1,365). 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.

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

Find hourly flight availability from Chicago to Sicily. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated noviembre 4, 2024.

When flying from Chicago to Sicily, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Sicily by month

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

In terms of precipitation, rainfall in Sicily ranges from 0.2 - 4.2 inches per month. October is typically the wettest month, when rainfall can reach 4.2 in. June is typically the driest time to visit Sicily when rainfall is around 0.2 in.

Temperature in Sicily by month

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

If weather is an important factor for your trip to Sicily, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Sicily

Get insights into the airlines that provide service to Sicily. 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 Sicily. Reviews last updated noviembre 4, 2024.
Peruse reviews from past customers who have flown with TAP AIR PORTUGAL, KLM and Turkish Airlines from Chicago to Sicily to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

Emirates
8.1
Very good
3,540 reviews
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

Delta
8.0
Very good
8,829 reviews
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

KLM
7.8
Good
1,350 reviews
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

SWISS
7.6
Good
1,646 reviews
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

Turkish Airlines
7.4
Good
3,881 reviews
Emirates
8.1
Very good
3,540 reviews

Boarding

8.1

Entertainment

8.2

Overall

8.1

Comfort

8.0

Crew

8.3

Food

7.9

Reviews

1 / 10

My earphone set did not work throughout the flight. I tried with two different sets. I believe there was a problem with the system where I was seated.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Sicily. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Chicago to Sicily for under $600 on Cheapflights?

    Yes, there are multiple flights from Chicago to Sicily for under $600. The cheapest flight booked recently is on Turkish Airlines for just $581, but on average you can expect to pay $1,389.

  • Are there last-minute flights available from Chicago to Sicily for under $900?

    There are currently 5+ open flights from Chicago to Sicily within the next 7 days for less than $900.

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

    The cheapest airline one-way is Air Canada, with whom users have recently found tickets for as low as $514. However, be on the lookout for offers from SWISS and Lufthansa, as they are both options that can get you from Chicago to Sicily for a low price.

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

    The most popular flight routes from Chicago to Sicily are Chicago O'Hare Intl - Palermo Punta Raisi, Chicago O'Hare Intl - Catania Fontanarossa and Chicago Midway - Catania Fontanarossa.

  • What does ORD to CTA mean?

    This is defined as Chicago O'Hare Intl Airport (ORD) and Catania Fontanarossa Airport (CTA). Codes like Catania Fontanarossa Airport are often used to just call airports uniquely. Palermo Punta Raisi Airport (PMO), Comiso Airport (CIY), Trapani Birgi Airport (TPS), Lampedusa Airport (LMP), Pantelleria Airport (PNL) are other airports near this flight route and their unique identifiers/IATA codes.

  • Can I find deals for flights from Chicago to Sicily that include extra baggage allowance?

    The amount of baggage you can bring on your Chicago to Sicily flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Chicago to Sicily with specific airlines?

    Yes, Cheapflights allows you to browse and filter Chicago to Sicily flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

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

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

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

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

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

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

  • Can I find deals for flights from Chicago to Sicily that allow pets onboard?

    Many airlines flying from Chicago to Sicily offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Chicago to Sicily?

    Yes, you can often find last-minute deals on Chicago to Sicily flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago to Sicily flight deals updated?

    The Chicago to Sicily flight deals you see on this page were last updated on 11/3.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago to Sicily (average of $685). Flying from Chicago to Sicily in June is currently the most expensive (average of $1,365). 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

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Alternative routes for Chicago to Sicily

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
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Moline to Leonardo da Vinci/Fiumicino flights
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Midway to Bologna flights
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Midway to Genoa flights
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Midway to Turin flights
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St. Louis to Bologna flights
Moline to Vicenza flights
Peoria to Leonardo da Vinci/Fiumicino flights
St. Louis to Catania flights
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Evansville to Leonardo da Vinci/Fiumicino flights
Dubuque to Vicenza flights
O'Hare Intl to Ancona flights

Top 7 airlines flying from Chicago to Sicily

Discover the top 7 airlines that operate flights from Chicago to Sicily. 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 2,455,398 searches. Data last updated noviembre 4, 2024.
AirlineCheapestAverageFlexibilityOn-time
AeroitaliaCheapest$41Average$82FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$566Average$662FlexibilityNo cancel feeOn-time69%
TAP AIR PORTUGALCheapest$645Average$980FlexibilityNo cancel feeOn-timeN/A
ITA AirwaysCheapest$660Average$1,005FlexibilityNo cancel feeOn-time81%
Turkish AirlinesCheapest$699Average$877FlexibilityNo cancel feeOn-time77%
SWISSCheapest$792Average$1,261FlexibilityNo cancel feeOn-time79%
LufthansaCheapest$825Average$1,302FlexibilityNo cancel feeOn-time76%
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