Users have found that booking a flight from Chicago to Sicily at least 11 days early can save you up to 121% on average compared to booking a flight this week. If booking 11 days before your flight isn’t an option for you, users have found flights from Chicago to Sicily for as little as $628 when booking for a departure date within the next two weeks. You can also check prices now. Some users have found airline tickets as low as $1,393 for flights departing within the next 3 days.
January can be a great time to fly to Sicily from Chicago with a flight ticket averaging about $1,189. Cheapflights users have found deals in the month of January for as cheap as $680. The most expensive prices can be found in the month of August.
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.
Fly from
Fly to
Budget
$911 - $1,621
Route
Depart
Return
Price
Chicago O'Hare IntlCatania Fontanarossa
ORD - CTA
ORDCTA
Chicago O'Hare Intl
Tue 6/4
2 stops19h 50m
Catania Fontanarossa
Wed 6/12
2 stops26h 20m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 7/13
1 stop15h 40m
Palermo Punta Raisi
Sat 8/24
1 stop13h 30m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Fri 5/10
1 stop15h 00m
Palermo Punta Raisi
Fri 5/17
1 stop31h 25m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sun 7/28
1 stop16h 45m
Palermo Punta Raisi
Mon 8/12
1 stop27h 05m
Chicago MidwayCatania Fontanarossa
MDW - CTA
MDWCTA
Chicago Midway
Wed 10/30
2 stops41h 50m
Catania Fontanarossa
Sun 11/3
2 stops34h 14m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Tue 7/30
2 stops20h 10m
Palermo Punta Raisi
Tue 8/13
2 stops18h 15m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Sat 7/13
2 stops22h 05m
Palermo Punta Raisi
Sat 8/24
2 stops32h 00m
Chicago O'Hare IntlPalermo Punta Raisi
ORD - PMO
ORDPMO
Chicago O'Hare Intl
Wed 5/29
2 stops39h 31m
Palermo Punta Raisi
Fri 6/7
1 stop28h 17m
Chicago O'Hare IntlCatania Fontanarossa
ORD - CTA
ORDCTA
Chicago O'Hare Intl
Tue 6/4
1 stop17h 10m
Catania Fontanarossa
Wed 6/12
1 stop26h 25m
No data available for this route at this time. Please check back soon.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Crew
Boarding
Food
Comfort
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Deals for Chicago to Sicily flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Sicily from Chicago.
Yes, we can. To see specific flights from Chicago to Sicily with no change fees, users can toggle flexible booking options after using the search form above to find flights.
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!