$343+ 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Chicago to Sicily with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chicago to Sicily
Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Sicily (ITSI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 21, 2025.
Round-trip from | $592 (Mytrip) |
|---|---|
One-way from | $346 (Kiwi.com) |
Find flight deals from Chicago to Sicily
Cheapest flights from Chicago to SicilyExplore 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 enero 21, 2025.
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 enero 21, 2025.
This Mytrip deal was found by Cheapflights users on 1/20. 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.
This oojo deal was found by Cheapflights users on 1/20. 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.
This oojo deal was found by Cheapflights users on 1/20. 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.
This Trip.com deal was found by Cheapflights users on 1/20. 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.
This KLM deal was found by Cheapflights users on 1/20. 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.
This Billigflug deal was found by Cheapflights users on 1/21. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This ITA Airways deal was found by Cheapflights users on 1/21. 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 ITA Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This SWISS deal was found by Cheapflights users on 1/20. 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.
This Delta deal was found by Cheapflights users on 1/21. 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.
This Lufthansa deal was found by Cheapflights users on 1/20. 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.
This SWISS deal was found by Cheapflights users on 1/20. 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.
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 2,558,603 searches. Data last updated enero 21, 2025.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoCatania
ORD - CTA
ORDCTA
Chicago O'Hare Intl
mar. 3/25
11:35 am-2:45 pm
3 stops21h 10m
Catania Fontanarossa
mar. 4/1
6:20 am-3:55 pm
2 stops16h 35m
ChicagoCatania
ORD - CTA
ORDCTA
Chicago O'Hare Intl
mar. 3/4
11:55 am-8:35 am
1 stop13h 40m
Catania Fontanarossa
mar. 3/11
7:25 pm-11:10 am
1 stop21h 45m
ChicagoCatania
ORD - CTA
ORDCTA
Chicago O'Hare Intl
mié. 2/26
4:25 pm-7:50 pm
1 stop20h 25m
Catania Fontanarossa
jue. 3/6
8:40 pm-2:30 pm
1 stop24h 50m
ChicagoLamezia Terme
ORD - SUF
ORDSUF
Chicago O'Hare Intl
mar. 3/4
2:00 pm-11:05 pm
2 stops26h 05m
Lamezia Terme Intl
mar. 3/11
11:15 am-9:52 am
2 stops28h 37m
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
mié. 2/19
11:35 am-5:05 pm
3 stops22h 30m
Palermo Punta Raisi
mié. 2/26
7:00 am-7:55 pm
2 stops19h 55m
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
mié. 2/19
7:05 am-2:30 pm
2 stops24h 25m
Palermo Punta Raisi
mié. 2/26
6:10 am-9:24 pm
2 stops22h 14m
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
mié. 3/5
8:30 pm-8:35 am
1 stop29h 05m
Palermo Punta Raisi
mié. 3/12
6:45 pm-11:10 am
1 stop22h 25m
ChicagoCatania
ORD - CTA
ORDCTA
Chicago O'Hare Intl
mar. 2/25
10:05 am-2:35 pm
2 stops21h 30m
Catania Fontanarossa
lun. 3/3
9:20 pm-9:24 pm
2 stops31h 04m
ChicagoPalermo
ORD - PMO
ORDPMO
Chicago O'Hare Intl
dom. 2/2
2:59 pm-2:30 pm
2 stops16h 31m
Palermo Punta Raisi
vie. 2/28
6:10 am-8:46 pm
2 stops21h 36m
ChicagoPalermo
MDW - PMO
MDWPMO
Chicago Midway
dom. 2/2
10:57 am-2:30 pm
2 stops20h 33m
Palermo Punta Raisi
vie. 2/28
6:10 am-10:20 pm
2 stops23h 10m
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.
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 $667). Flying from Chicago to Sicily in June is currently the most expensive (average of $1,403). 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 enero 21, 2025.
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 enero 21, 2025.
Peruse reviews from past customers who have flown with Lufthansa, TAP AIR PORTUGAL and KLM 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.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
Comfort
Food
Crew
Entertainment
Overall
Boarding
Reviews
Not so good. Flight was departed 2 hours late from DC and we missed our connecting flight from Dubai to Mumbai. Our flight Dubai to Mumbai got delayed by three hours. Once we arrived Bombay airport we didnot get all our luggage bags. We were missing two luggage bags so found out that our those two luggage bags are coming in different flight. First they gave us wrong flight information in which our missing luggage coming and wrong phone number to whom we should reach out. I spent hours and hours at the airport to find out our luggage bags. After four five hours later and hectic time at the airport to get our luggage bags. Overall poor communication with emirates staff at the airport and no one is helpful.
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.
Browse thousands of different options on Cheapflights for your next trip
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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.
Top 8 airlines flying from Chicago to Sicily
Discover the top 8 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 2,558,603 searches. Data last updated enero 21, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$41 | Average$82 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$526 | Average$661 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$603 | Average$970 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$660 | Average$854 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$662 | Average$1,026 | FlexibilityNo cancel fee | On-time81% | |
| Cheapest$802 | Average$1,270 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$806 | Average$1,300 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$813 | Average$943 | FlexibilityNo cancel fee | On-timeN/A |