Cheap flights from Chicago (CHI) to Sicily from $334

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 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
CHI — CTA
May 11 — May 181

How far in advance should I book a flight from Chicago to Sicily?

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.

What is the cheapest month to fly from Chicago to Sicily?

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 is the cheapest time to fly from Chicago to Sicily (CHI - SI)?

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.

Cheap Air France flights from Chicago to Sicily

Explore cheap flight options specifically provided by Air France for the route between Chicago and Sicily. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Check out some of the cheapest Air France flights we've come across from Chicago to Sicily. Come back soon if you're not finding the exact deal you're looking for.
Wed 10/305:50 pmMDW - CTA
2 stops41h 50mAir France
Sun 11/36:30 pmCTA - MDW
2 stops34h 14mAir France
Deal found 5/4$979
Wed 10/306:15 pmMDW - CTA
2 stops41h 25mAir France
Sun 11/36:30 pmCTA - MDW
2 stops34h 14mAir France
Deal found 5/5$980
Thu 8/223:45 pmMDW - PMO
2 stops16h 15mAir France
Thu 8/292:25 pmPMO - MDW
2 stops33h 38mAir France
Deal found 5/5$1,090
Mon 9/161:10 pmMDW - CTA
2 stops17h 15mAir France
Mon 9/237:00 amCTA - MDW
2 stops17h 03mAir France
Deal found 5/5$1,139
Sat 7/135:45 pmMDW - PMO
2 stops14h 35mAir France
Sat 8/2412:40 pmPMO - MDW
2 stops35h 23mAir France
Deal found 5/5$1,140

Cheap SWISS flights from Chicago to Sicily

Explore cheap flight options specifically provided by SWISS for the route between Chicago and Sicily. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Take a gander at the lowest prices we've found on SWISS flights from Chicago to Sicily. Check back soon if you're not seeing flights that suit your needs.
Tue 6/47:15 pmORD - CTA
1 stop17h 10mSWISS
Wed 6/128:30 pmCTA - ORD
1 stop26h 25mSWISS
Deal found 5/5$1,621
Tue 6/42:20 pmORD - PMO
1 stop11h 30mSWISS
Tue 6/119:45 amPMO - ORD
1 stop13h 10mSWISS
Deal found 5/6$1,624

Cheap Chicago to Sicily flights in May & June 2024

Find cheap flight options from Chicago to Sicily specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Prices were last updated on May 6, 2024.
These are some of the best deals we've found on flights to Sicily in 2024 at this time. Check back soon for alternative fares.
Tue 6/47:25 pmORD - CTA
2 stops19h 50mMultiple Airlines
Wed 6/1210:55 pmCTA - ORD
2 stops26h 20mMultiple Airlines
Deal found 5/5$911
Fri 5/108:30 pmORD - PMO
1 stop15h 00mTurkish Airlines
Fri 5/179:15 amPMO - ORD
1 stop31h 25mTurkish Airlines
Deal found 5/5$954
Sun 5/53:00 pmORD - PMO
1 stop12h 20mMultiple Airlines
Sun 5/126:10 amPMO - ORD
1 stop14h 00mMultiple Airlines
Deal found 5/5$964
Mon 6/243:00 pmORD - PMO
1 stop13h 30mITA Airways
Wed 7/246:40 amPMO - ORD
1 stop13h 30mITA Airways
Deal found 5/5$1,005
Tue 6/47:25 pmORD - CTA
3 stops31h 00mMultiple Airlines
Wed 6/1210:55 pmCTA - ORD
2 stops29h 20mMultiple Airlines
Deal found 5/5$1,018
Tue 6/47:25 pmORD - CTA
3 stops17h 00mMultiple Airlines
Wed 6/125:40 pmCTA - ORD
3 stops34h 35mMultiple Airlines
Deal found 5/5$1,031
Mon 6/243:00 pmORD - PMO
1 stop13h 30mITA Airways
Wed 7/2412:25 pmPMO - ORD
2 stops31h 45mITA Airways
Deal found 5/5$1,075
Thu 6/203:00 pmORD - PMO
1 stop16h 25mITA Airways
Fri 7/126:40 amPMO - ORD
1 stop13h 30mITA Airways
Deal found 5/5$1,083
Thu 6/203:00 pmORD - PMO
1 stop16h 25mITA Airways
Wed 6/266:10 amPMO - ORD
1 stop14h 00mITA Airways
Deal found 5/5$1,089

Chicago to Sicily 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Sicily in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
These are some of the best deals we've found on flights to Sicily in 2024 at this time. Check back soon for alternative fares.
Sun 9/88:30 pmORD - CTA
1 stop29h 05mTurkish Airlines
Mon 9/237:15 pmCTA - ORD
1 stop21h 25mTurkish Airlines
Deal found 5/5$721
Mon 9/168:30 pmORD - CTA
1 stop29h 05mTurkish Airlines
Mon 9/237:15 pmCTA - ORD
1 stop21h 25mTurkish Airlines
Deal found 5/5$722
Mon 9/93:00 pmORD - PMO
1 stop13h 10mITA Airways
Mon 9/236:40 amPMO - ORD
1 stop13h 30mITA Airways
Deal found 5/5$743
Mon 9/166:00 pmORD - PMO
2 stops22h 05mTAP AIR PORTUGAL
Tue 9/243:15 pmPMO - ORD
2 stops31h 55mTAP AIR PORTUGAL
Deal found 5/5$744
Fri 9/208:30 pmORD - CTA
1 stop29h 05mTurkish Airlines
Thu 9/267:15 pmCTA - ORD
1 stop21h 25mTurkish Airlines
Deal found 5/5$760
Mon 9/93:00 pmORD - PMO
1 stop15h 40mITA Airways
Mon 9/235:30 pmPMO - ORD
2 stops26h 40mITA Airways
Deal found 5/5$763
Tue 9/1711:25 amORD - CTA
1 stop47h 50mTurkish Airlines
Thu 9/267:15 pmCTA - ORD
1 stop21h 25mTurkish Airlines
Deal found 5/5$776
Sun 9/83:00 pmORD - PMO
1 stop21h 45mITA Airways
Mon 9/2312:00 pmPMO - ORD
1 stop32h 10mITA Airways
Deal found 5/5$783
Wed 9/113:00 pmORD - CTA
1 stop13h 15mITA Airways
Mon 9/168:30 pmCTA - ORD
1 stop23h 40mITA Airways
Deal found 5/5$789

Chicago to Sicily flights leaving soon

Find last-minute flight options from Chicago to Sicily for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Consider one of these great deals we found on last-minute flights from Chicago to Sicily. To prevent any unwanted surprises, users should verify their flight info before booking.
Fri 5/108:30 pmORD - PMO
1 stop15h 00mTurkish Airlines
Fri 5/179:15 amPMO - ORD
1 stop31h 25mTurkish Airlines
Deal found 5/5$954
Wed 5/156:10 amORD - CTA
3 stops44h 25mMultiple Airlines
Wed 5/297:00 amCTA - ORD
3 stops32h 55mMultiple Airlines
Deal found 5/6$1,137
Wed 5/156:10 amORD - CTA
3 stops44h 25mMultiple Airlines
Wed 5/2911:40 amCTA - ORD
2 stops16h 35mMultiple Airlines
Deal found 5/6$1,194
Wed 5/155:10 pmORD - CTA
2 stops21h 40mMultiple Airlines
Wed 5/2911:40 amCTA - ORD
2 stops16h 35mMultiple Airlines
Deal found 5/6$1,287
Wed 5/155:10 pmORD - CTA
2 stops21h 40mMultiple Airlines
Wed 5/299:35 amCTA - ORD
1 stop31h 05mMultiple Airlines
Deal found 5/6$1,385
Wed 5/158:30 pmORD - CTA
1 stop14h 45mTurkish Airlines
Wed 5/299:35 amCTA - ORD
1 stop31h 05mTurkish Airlines
Deal found 5/6$1,528
Wed 5/156:00 pmORD - CTA
2 stops41h 30mTAP AIR PORTUGAL
Tue 5/283:25 pmCTA - ORD
2 stops31h 45mTAP AIR PORTUGAL
Deal found 5/5$1,529
Sat 5/118:30 pmORD - PMO
1 stop28h 45mTurkish Airlines
Mon 5/279:15 amPMO - ORD
1 stop15h 30mTurkish Airlines
Deal found 5/5$1,531
Tue 5/143:45 pmORD - PMO
1 stop13h 10mMultiple Airlines
Sat 5/2511:55 amPMO - ORD
1 stop13h 20mMultiple Airlines
Deal found 5/5$1,584

One-way flights to Sicily from Chicago

Search for one-way flight options from Chicago to Sicily. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 2,719,943 searches. Data last updated May 6, 2024.
Take a look at some of the one-way flights we've detected from Chicago to Sicily. Users can also find round-trip Chicago to Sicily flights by using the search form above.
Wed 9/48:13 pmMDW - PMO
3 stops44h 02mMultiple Airlines
Deal found 5/5$334
Wed 5/159:15 pmORD - CTA
2 stops53h 30mMultiple Airlines
Deal found 5/4$371
Mon 6/1710:27 amORD - PMO
3 stops51h 18mMultiple Airlines
Deal found 5/5$388
Wed 5/159:25 pmORD - CTA
3 stops53h 20mMultiple Airlines
Deal found 5/4$428
Sun 6/1610:27 amORD - PMO
3 stops28h 33mMultiple Airlines
Deal found 5/5$454
Tue 6/187:36 amORD - PMO
3 stops26h 44mMultiple Airlines
Deal found 5/5$517
Wed 5/157:17 pmMDW - CTA
3 stops44h 18mMultiple Airlines
Deal found 5/4$595
Thu 6/209:24 amORD - PMO
3 stops28h 06mMultiple Airlines
Deal found 5/5$627
Wed 6/195:05 amORD - PMO
3 stops28h 15mMultiple Airlines
Deal found 5/5$652

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 2,719,943 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

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

$911

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

$939

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

$954

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

$965

Chicago MidwayCatania Fontanarossa

MDW - CTA

MDWCTA

Chicago Midway

Wed 10/30

2 stops41h 50m

Catania Fontanarossa

Sun 11/3

2 stops34h 14m

$979

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

$994

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

$1,084

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

$1,299

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

$1,621

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

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 May 6, 2024.
Peruse reviews from past customers who have flown with Air France, SWISS and Lufthansa 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.
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

8.1
Very good
10,818 reviews
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

7.8
Good
2,013 reviews
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

7.5
Good
1,783 reviews
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

7.5
Good
3,711 reviews
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

7.5
Good
1,432 reviews
8.1
Very good
10,818 reviews

Entertainment

8.0

Crew

8.6

Boarding

8.2

Food

7.4

Comfort

7.9

Overall

8.1

Reviews

1 / 10

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.

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 $1,000 on Cheapflights?

    Yes, there are multiple flights from Chicago to Sicily for under $1,000. The cheapest flight booked recently is on Multiple Airlines for just $911, but on average you can expect to pay $983.

  • Are there last-minute flights available from Chicago to Sicily for under $1,000?

    There are currently 20+ open flights from Chicago to Sicily within the next 7 days for less than $1,000.

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

    The cheapest airline one-way is ITA Airways, with whom users have recently found tickets for as low as $731. However, be on the lookout for offers from Turkish Airlines and British Airways, 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?

  • What are the most popular airlines that fly from Chicago to Sicily?

  • 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), Trapani Birgi Airport (TPS), Comiso Airport (CIY), 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 5/5.

See more FAQs

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Top 9 airlines flying from Chicago to Sicily

Discover the top 9 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 2,719,943 searches. Data last updated May 6, 2024.
AirlineCheapestAverageFlexibilityOn-time
Scandinavian AirlinesCheapest$417Average$767FlexibilityNo cancel feeOn-time77%
Search Scandinavian Airlines flights
United AirlinesCheapest$616Average$745FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapest$695Average$888FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
TAP AIR PORTUGALCheapest$696Average$1,189FlexibilityNo cancel feeOn-timeN/A
Search TAP AIR PORTUGAL flights
British AirwaysCheapest$702Average$1,473FlexibilityNo cancel feeOn-time70%
Search British Airways flights
ITA AirwaysCheapest$709Average$1,222FlexibilityNo cancel feeOn-time81%
Search ITA Airways flights
Turkish AirlinesCheapest$711Average$1,062FlexibilityNo cancel feeOn-time77%
Search Turkish Airlines flights
LufthansaCheapest$808Average$1,354FlexibilityNo cancel feeOn-time76%
Search Lufthansa flights
SWISSCheapest$902Average$1,328FlexibilityNo cancel feeOn-time79%
Search SWISS flights

Search flights from Chicago to Sicily by cabin class

Find flights from Chicago to Sicily, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Sicily?

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.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Sicily?

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.

Can Cheapflights find flights from Chicago to Sicily with no change fees?

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.

Can Cheapflights notify me if prices for flights from Chicago to Sicily become cheaper?

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!

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