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Cheap flights from Sicily to Chicago from $328

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 4/16. 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

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Find the cheapest flights from Sicily to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
ITA Airways Logo
8:30 pm - 1:10 pm
PMO
-
ORD
23h 40m
1 stop
ITA Airways Logo
3:00 pm - 11:30 am
ORD
-
PMO
13h 30m
1 stop
$520ITA Airways
Fri, May 1 - Thu, May 7
ITA Airways Logo
4:30 pm - 1:10 pm
CTA
-
ORD
27h 40m
1 stop
ITA Airways Logo
3:00 pm - 1:25 pm
ORD
-
CTA
15h 25m
1 stop
$522ITA Airways
Fri, May 1 - Thu, May 7
British Airways Logo
7:50 pm - 6:15 pm
PMO
-
ORD
29h 25m
1 stop
British Airways Logo
4:27 pm - 6:40 pm
ORD
-
PMO
19h 13m
2 stops
$625British Airways
Fri, May 1 - Thu, May 7
British Airways Logo
7:50 pm - 6:15 pm
PMO
-
ORD
29h 25m
1 stop
British Airways Logo
4:27 pm - 6:40 pm
ORD
-
PMO
19h 13m
2 stops
$626British Airways
Fri, May 1 - Thu, May 7
Multiple Airlines Logo
10:15 am - 1:10 pm
CTA
-
ORD
33h 55m
2 stops
Multiple Airlines Logo
3:00 pm - 11:10 pm
ORD
-
CTA
25h 10m
2 stops
$654Multiple Airlines
Fri, May 1 - Thu, May 7
KLM Logo
9:10 am - 8:40 pm
PMO
-
ORD
18h 30m
2 stops
KLM Logo
1:36 pm - 2:25 pm
ORD
-
PMO
17h 49m
2 stops
$658KLM
Thu, Apr 16 - Mon, Apr 20
KLM Logo
10:15 am - 9:29 pm
CTA
-
ORD
18h 14m
2 stops
KLM Logo
6:07 am - 7:55 am
ORD
-
CTA
18h 48m
1 stop
$661KLM
Fri, May 1 - Thu, May 7
Air France Logo
6:10 am - 5:41 pm
PMO
-
ORD
18h 31m
2 stops
Air France Logo
5:04 pm - 6:20 pm
ORD
-
PMO
18h 16m
2 stops
$669Air France
Thu, Apr 16 - Mon, Apr 20
Multiple Airlines Logo
10:15 am - 1:10 pm
CTA
-
ORD
33h 55m
2 stops
Multiple Airlines Logo
3:00 pm - 11:10 pm
ORD
-
CTA
25h 10m
2 stops
$673Multiple Airlines
Fri, May 1 - Thu, May 7
Air France Logo
6:10 am - 10:28 pm
PMO
-
MDW
23h 18m
2 stops
Air France Logo
1:22 pm - 6:20 pm
MDW
-
PMO
21h 58m
2 stops
$799Air France
Fri, May 1 - Thu, May 7

ITA Airways flights from Sicily to Chicago

Our best ITA Airways deals on Sicily to Chicago flight tickets
ITA Airways
May 1
PMO8:30 pmPalermo Punta Raisi
23h 40m
1 stop
ORD1:10 pmChicago O'Hare Intl
May 7
ORD3:00 pmChicago O'Hare Intl
13h 30m
1 stop
PMO11:30 amPalermo Punta Raisi
$520
ITA Airways
May 1
CTA4:30 pmCatania Fontanarossa
27h 40m
1 stop
ORD1:10 pmChicago O'Hare Intl
May 7
ORD3:00 pmChicago O'Hare Intl
15h 25m
1 stop
CTA1:25 pmCatania Fontanarossa
$522
ITA Airways
May 1
PMO8:30 pmPalermo Punta Raisi
23h 40m
1 stop
ORD1:10 pmChicago O'Hare Intl
May 7
ORD3:00 pmChicago O'Hare Intl
13h 30m
1 stop
PMO11:30 amPalermo Punta Raisi
$527

KLM flights from Sicily to Chicago

Our best KLM deals on Sicily to Chicago flight tickets
KLM
Apr 16
PMO9:10 amPalermo Punta Raisi
18h 30m
2 stops
ORD8:40 pmChicago O'Hare Intl
Apr 20
ORD1:36 pmChicago O'Hare Intl
17h 49m
2 stops
PMO2:25 pmPalermo Punta Raisi
$658
KLM
May 1
CTA10:15 amCatania Fontanarossa
18h 14m
2 stops
ORD9:29 pmChicago O'Hare Intl
May 7
ORD6:07 amChicago O'Hare Intl
18h 48m
1 stop
CTA7:55 amCatania Fontanarossa
$661
KLM
May 1
CTA10:15 amCatania Fontanarossa
18h 14m
2 stops
ORD9:29 pmChicago O'Hare Intl
May 7
ORD6:07 amChicago O'Hare Intl
18h 48m
1 stop
CTA7:55 amCatania Fontanarossa
$663

momondo Fare Finder

 
Customize your flight search to find flights from Sicily to Chicago 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 April 2, 2026.
Use the filters below to find and compare flights from Sicily to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 5/1

8:30 pm-1:10 pm

1 stop23h 40m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-11:30 am

1 stop13h 30m

$520

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Fri 5/1

4:30 pm-1:10 pm

1 stop27h 40m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-1:25 pm

1 stop15h 25m

$522

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 5/1

7:50 pm-6:15 pm

1 stop29h 25m

Chicago O'Hare Intl

Thu 5/7

4:27 pm-6:40 pm

2 stops19h 13m

$625

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Fri 5/1

7:50 pm-6:15 pm

1 stop29h 25m

Chicago O'Hare Intl

Thu 5/7

4:27 pm-6:40 pm

2 stops19h 13m

$626

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Fri 5/1

10:15 am-1:10 pm

2 stops33h 55m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-11:10 pm

2 stops25h 10m

$654
Quickest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/16

9:10 am-8:40 pm

2 stops18h 30m

Chicago O'Hare Intl

Mon 4/20

1:36 pm-2:25 pm

2 stops17h 49m

$658

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Fri 5/1

10:15 am-9:29 pm

2 stops18h 14m

Chicago O'Hare Intl

Thu 5/7

6:07 am-7:55 am

1 stop18h 48m

$661

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/16

6:10 am-5:41 pm

2 stops18h 31m

Chicago O'Hare Intl

Mon 4/20

5:04 pm-6:20 pm

2 stops18h 16m

$669

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Fri 5/1

10:15 am-1:10 pm

2 stops33h 55m

Chicago O'Hare Intl

Thu 5/7

3:00 pm-11:10 pm

2 stops25h 10m

$673

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Fri 5/1

6:10 am-10:28 pm

2 stops23h 18m

Chicago Midway

Thu 5/7

1:22 pm-6:20 pm

2 stops21h 58m

$799

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

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

How long does it take to fly to Chicago?

Average flight duration from Sicily to Chicago depends on which airport you fly into and out of. Flying from Palermo to Chicago O'Hare Intl Airport is 14h on average, while flying from Catania to Chicago O'Hare Intl Airport is 21h 15m on average. Chicago O'Hare Intl Airport is the most popular airport in Chicago.

Cheap Sicily to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Sicily to Chicago

Fastest flight time

13h 35m

Direct flights

None
The fastest flight from Sicily to Chicago takes 13h 35m
There are no direct flights from Sicily to Chicago. There are no popular flight routes from Sicily to Chicago.
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Frequently asked questions about flying from Sicily to Chicago

  • When did momondo last update prices for flights from Sicily to Chicago?

    Prices for flights from Sicily to Chicago were last updated today.

  • How old do you have to be to fly from Sicily to Chicago?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Sicily to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Sicily to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo allows you to filter the results for Sicily to Chicago flights to just show those with flexible booking policies.

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

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Sicily.

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

Of course. momondo tracks the price of Sicily to Chicago flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport