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Cheap flights from Sicily to Chicago from $390

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Sicily to Chicago departing on 10/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from Sicily to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
British Airways Logo
12:05 pm - 4:46 pm
PMO
-
ORD
35h 41m
2 stops
British Airways Logo
4:01 pm - 5:55 pm
ORD
-
PMO
18h 54m
2 stops
$631British Airways
Thu, Oct 1 - Fri, Oct 16
ITA Airways Logo
3:10 pm - 1:10 pm
PMO
-
ORD
29h 00m
1 stop
ITA Airways Logo
3:00 pm - 1:40 pm
ORD
-
PMO
15h 40m
1 stop
$646ITA Airways
Mon, Aug 31 - Thu, Sep 17
ITA Airways Logo
3:10 pm - 1:10 pm
PMO
-
ORD
29h 00m
1 stop
ITA Airways Logo
3:00 pm - 1:40 pm
ORD
-
PMO
15h 40m
1 stop
$647ITA Airways
Mon, Aug 31 - Thu, Sep 17
ITA Airways Logo
3:10 pm - 1:10 pm
PMO
-
ORD
29h 00m
1 stop
ITA Airways Logo
3:00 pm - 1:40 pm
ORD
-
PMO
15h 40m
1 stop
$652ITA Airways
Mon, Aug 31 - Thu, Sep 17
KLM Logo
10:15 am - 2:15 pm
PMO
-
ORD
35h 00m
1 stop
KLM Logo
1:35 pm - 1:40 pm
ORD
-
PMO
17h 05m
2 stops
$654KLM
Thu, Oct 1 - Fri, Oct 16
United Airlines Logo
9:45 am - 7:58 am
PMO
-
ORD
29h 13m
2 stops
United Airlines Logo
10:51 am - 7:15 am
ORD
-
PMO
13h 24m
1 stop
$691United Airlines
Sat, Jul 18 - Sun, Jul 19
Multiple Airlines Logo
8:40 am - 8:30 pm
CTA
-
ORD
18h 50m
2 stops
Multiple Airlines Logo
5:10 pm - 6:40 pm
ORD
-
CTA
18h 30m
1 stop
$732Multiple Airlines
Fri, Aug 21 - Sat, Aug 29
Lufthansa Logo
12:10 pm - 8:05 pm
CTA
-
ORD
14h 55m
1 stop
Lufthansa Logo
3:15 pm - 11:20 am
ORD
-
CTA
13h 05m
1 stop
$777Lufthansa
Sat, Dec 12 - Sun, Dec 13
Lufthansa Logo
11:30 am - 8:05 pm
CTA
-
ORD
15h 35m
2 stops
Lufthansa Logo
3:15 pm - 11:20 am
ORD
-
CTA
13h 05m
1 stop
$799Lufthansa
Sat, Dec 12 - Sun, Dec 13
United Airlines Logo
6:20 am - 1:10 pm
SUF
-
ORD
13h 50m
1 stop
United Airlines Logo
7:00 am - 10:30 am
ORD
-
SUF
44h 30m
2 stops
$991United Airlines
Wed, Nov 11 - Sun, Nov 15

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ITA Airways flights from Sicily to Chicago O'Hare Intl Airport

Our best ITA Airways deals on Sicily to Chicago O'Hare Intl Airport flight tickets
ITA Airways
Aug 31
PMO3:10 pmPalermo Punta Raisi
29h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 17
ORD3:00 pmChicago O'Hare Intl
15h 40m
1 stop
PMO1:40 pmPalermo Punta Raisi
$646
ITA Airways
Aug 31
PMO3:10 pmPalermo Punta Raisi
29h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 17
ORD3:00 pmChicago O'Hare Intl
15h 40m
1 stop
PMO1:40 pmPalermo Punta Raisi
$647
ITA Airways
Aug 31
PMO3:10 pmPalermo Punta Raisi
29h 00m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 17
ORD3:00 pmChicago O'Hare Intl
15h 40m
1 stop
PMO1:40 pmPalermo Punta Raisi
$652

Lufthansa flights from Sicily to Chicago O'Hare Intl Airport

Our best Lufthansa deals on Sicily to Chicago O'Hare Intl Airport flight tickets
Lufthansa
Dec 12
CTA12:10 pmCatania Fontanarossa
14h 55m
1 stop
ORD8:05 pmChicago O'Hare Intl
Dec 13
ORD3:15 pmChicago O'Hare Intl
13h 05m
1 stop
CTA11:20 amCatania Fontanarossa
$777
Lufthansa
Nov 20
PMO12:10 pmPalermo Punta Raisi
13h 15m
1 stop
ORD6:25 pmChicago O'Hare Intl
Nov 27
ORD4:20 pmChicago O'Hare Intl
12h 00m
1 stop
PMO11:20 amPalermo Punta Raisi
$795
Lufthansa
Dec 12
CTA11:30 amCatania Fontanarossa
15h 35m
2 stops
ORD8:05 pmChicago O'Hare Intl
Dec 13
ORD3:15 pmChicago O'Hare Intl
13h 05m
1 stop
CTA11:20 amCatania Fontanarossa
$799

momondo Fare Finder

 
Customize your flight search to find flights from Sicily to Chicago O'Hare Intl Airport 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, momondo users made 832,500 searches. Data last updated June 21, 2026.
Use the filters below to find and compare flights from Sicily to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 10/1

12:05 pm-4:46 pm

2 stops35h 41m

Chicago O'Hare Intl

Fri 10/16

4:01 pm-5:55 pm

2 stops18h 54m

$631

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

3:10 pm-1:10 pm

1 stop29h 00m

Chicago O'Hare Intl

Thu 9/17

3:00 pm-1:40 pm

1 stop15h 40m

$646

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

3:10 pm-1:10 pm

1 stop29h 00m

Chicago O'Hare Intl

Thu 9/17

3:00 pm-1:40 pm

1 stop15h 40m

$647

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Mon 8/31

3:10 pm-1:10 pm

1 stop29h 00m

Chicago O'Hare Intl

Thu 9/17

3:00 pm-1:40 pm

1 stop15h 40m

$652

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 10/1

10:15 am-2:15 pm

1 stop35h 00m

Chicago O'Hare Intl

Fri 10/16

1:35 pm-1:40 pm

2 stops17h 05m

$654

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 7/18

9:45 am-7:58 am

2 stops29h 13m

Chicago O'Hare Intl

Sun 7/19

10:51 am-7:15 am

1 stop13h 24m

$691

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Fri 8/21

8:40 am-8:30 pm

2 stops18h 50m

Chicago O'Hare Intl

Sat 8/29

5:10 pm-6:40 pm

1 stop18h 30m

$732
Quickest round-trip

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 12/12

12:10 pm-8:05 pm

1 stop14h 55m

Chicago O'Hare Intl

Sun 12/13

3:15 pm-11:20 am

1 stop13h 05m

$777

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 12/12

11:30 am-8:05 pm

2 stops15h 35m

Chicago O'Hare Intl

Sun 12/13

3:15 pm-11:20 am

1 stop13h 05m

$799

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Wed 11/11

6:20 am-1:10 pm

1 stop13h 50m

Chicago O'Hare Intl

Sun 11/15

7:00 am-10:30 am

2 stops44h 30m

$991

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Sicily to Chicago O'Hare Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Sicily to Chicago O'Hare Intl?

Turkish Airlines and ITA Airways are the most popular carriers operating from Sicily to Chicago O'Hare Intl

Cheap Sicily to Chicago O'Hare Intl Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sicily to Chicago O'Hare Intl Airport

Fastest flight time

13h 50m

Direct flights

None
The fastest flight from Sicily to Chicago O'Hare Intl Airport takes 13h 50m
There are no direct flights from Sicily to Chicago O'Hare Intl Airport. There are no popular flight routes from Sicily to Chicago O'Hare Intl Airport.
Search flight deals

Frequently asked questions about flying from Sicily to Chicago O'Hare Intl Airport

  • When did momondo last update prices for flights from Sicily to Chicago O'Hare Intl Airport?

    Prices for flights from Sicily to Chicago O'Hare Intl Airport are updated daily.

  • How old do you have to be to fly from Sicily to Chicago O'Hare Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Sicily to Chicago O'Hare Intl Airport.

  • What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

    The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Schaumburg
South Haven
Rockford
Merrillville
Gurnee
Rosemont
Naperville
Orland Park
Oak Brook
New Buffalo
Joliet
Kenosha
Aurora
Hammond
Racine
Janesville
Evanston
Elgin
South Holland

Why use momondo?

Why should I use momondo to find a flight deal from Sicily to Chicago?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Sicily to Chicago for you.

Can I find flights from Sicily to Chicago with flexible booking policies on momondo?

Flights from Sicily to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Sicily to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Sicily. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Sicily to Chicago right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Chicago from Sicily. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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