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Cheap flights from Sicily to Chicago from $400

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.
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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.
British Airways Logo
12:40 pm - 3:55 pm
PMO
-
ORD
34h 15m
1 stop
British Airways Logo
7:05 pm - 6:40 pm
ORD
-
PMO
16h 35m
1 stop
$639British Airways
Wed, Sep 30 - Sun, Oct 4
British Airways Logo
12:40 pm - 3:55 pm
PMO
-
ORD
34h 15m
1 stop
British Airways Logo
5:15 pm - 11:20 am
ORD
-
PMO
35h 05m
2 stops
$640British Airways
Wed, Sep 30 - Sun, Oct 4
British Airways Logo
12:40 pm - 7:45 pm
PMO
-
ORD
38h 05m
2 stops
British Airways Logo
5:15 pm - 11:20 am
ORD
-
PMO
35h 05m
2 stops
$645British Airways
Wed, Sep 30 - Sun, Oct 4
Air Canada Logo
10:40 am - 8:05 pm
CTA
-
ORD
16h 25m
1 stop
Air Canada Logo
8:45 am - 9:05 am
ORD
-
CTA
17h 20m
1 stop
$678Air Canada
Wed, Jun 17 - Tue, Sep 1
ITA Airways Logo
6:10 am - 1:10 pm
PMO
-
ORD
14h 00m
1 stop
ITA Airways Logo
3:00 pm - 1:40 pm
ORD
-
PMO
15h 40m
1 stop
$678ITA Airways
Wed, Aug 26 - Tue, Sep 29
ITA Airways Logo
7:05 pm - 1:10 pm
PMO
-
ORD
25h 05m
1 stop
ITA Airways Logo
3:00 pm - 11:30 am
ORD
-
PMO
13h 30m
1 stop
$684ITA Airways
Sat, Aug 29 - Sun, Sep 27
Multiple Airlines Logo
9:55 am - 9:48 pm
CTA
-
ORD
18h 53m
1 stop
Multiple Airlines Logo
6:00 pm - 7:55 am
ORD
-
CTA
30h 55m
1 stop
$700Multiple Airlines
Thu, Jun 11 - Sat, Jun 20
Multiple Airlines Logo
6:00 am - 4:26 pm
CTA
-
ORD
17h 26m
2 stops
Multiple Airlines Logo
6:00 pm - 7:55 am
ORD
-
CTA
30h 55m
1 stop
$709Multiple Airlines
Thu, Jun 11 - Sat, Jun 20
KLM Logo
9:10 am - 8:31 pm
PMO
-
ORD
18h 21m
2 stops
KLM Logo
5:57 pm - 6:20 pm
ORD
-
PMO
17h 23m
2 stops
$720KLM
Tue, Jun 9 - Mon, Jun 15
KLM Logo
9:55 am - 9:48 pm
CTA
-
ORD
18h 53m
1 stop
KLM Logo
2:35 pm - 1:25 pm
ORD
-
CTA
15h 50m
2 stops
$734KLM
Thu, Jun 11 - Sat, Jun 20

KLM flights from Sicily to Chicago

Our best KLM deals on Sicily to Chicago flight tickets
KLM
May 21
CTA10:40 amCatania Fontanarossa
20h 19m
2 stops
ORD11:59 pmChicago O'Hare Intl
May 28
ORD5:10 pmChicago O'Hare Intl
17h 20m
1 stop
CTA5:30 pmCatania Fontanarossa
$706
KLM
Jun 9
PMO9:10 amPalermo Punta Raisi
18h 21m
2 stops
ORD8:31 pmChicago O'Hare Intl
Jun 15
ORD5:57 pmChicago O'Hare Intl
17h 23m
2 stops
PMO6:20 pmPalermo Punta Raisi
$720
KLM
Jun 9
PMO9:10 amPalermo Punta Raisi
19h 15m
2 stops
ORD9:25 pmChicago O'Hare Intl
Jun 15
ORD5:57 pmChicago O'Hare Intl
17h 23m
2 stops
PMO6:20 pmPalermo Punta Raisi
$729

United Airlines flights from Sicily to Chicago

Our best United Airlines deals on Sicily to Chicago flight tickets
United Airlines
Oct 22
SUF6:15 amLamezia Terme Intl
20h 57m
2 stops
ORD8:12 pmChicago O'Hare Intl
Oct 26
ORD4:40 pmChicago O'Hare Intl
11h 50m
1 stop
SUF10:30 amLamezia Terme Intl
$856
United Airlines
Oct 22
SUF6:15 amLamezia Terme Intl
13h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Oct 26
ORD4:40 pmChicago O'Hare Intl
11h 50m
1 stop
SUF10:30 amLamezia Terme Intl
$968
United Airlines
Oct 22
SUF6:15 amLamezia Terme Intl
13h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Oct 26
ORD4:40 pmChicago O'Hare Intl
11h 50m
1 stop
SUF10:30 amLamezia Terme Intl
$1,035

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 May 13, 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

Wed 9/30

12:40 pm-3:55 pm

1 stop34h 15m

Chicago O'Hare Intl

Sun 10/4

7:05 pm-6:40 pm

1 stop16h 35m

$639

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 9/30

12:40 pm-3:55 pm

1 stop34h 15m

Chicago O'Hare Intl

Sun 10/4

5:15 pm-11:20 am

2 stops35h 05m

$640

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 9/30

12:40 pm-7:45 pm

2 stops38h 05m

Chicago O'Hare Intl

Sun 10/4

5:15 pm-11:20 am

2 stops35h 05m

$645

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Wed 6/17

10:40 am-8:05 pm

1 stop16h 25m

Chicago O'Hare Intl

Tue 9/1

8:45 am-9:05 am

1 stop17h 20m

$678
Quickest round-trip

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 8/26

6:10 am-1:10 pm

1 stop14h 00m

Chicago O'Hare Intl

Tue 9/29

3:00 pm-1:40 pm

1 stop15h 40m

$678

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Sat 8/29

7:05 pm-1:10 pm

1 stop25h 05m

Chicago O'Hare Intl

Sun 9/27

3:00 pm-11:30 am

1 stop13h 30m

$684

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Thu 6/11

9:55 am-9:48 pm

1 stop18h 53m

Chicago O'Hare Intl

Sat 6/20

6:00 pm-7:55 am

1 stop30h 55m

$700

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Thu 6/11

6:00 am-4:26 pm

2 stops17h 26m

Chicago O'Hare Intl

Sat 6/20

6:00 pm-7:55 am

1 stop30h 55m

$709

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Tue 6/9

9:10 am-8:31 pm

2 stops18h 21m

Chicago O'Hare Intl

Mon 6/15

5:57 pm-6:20 pm

2 stops17h 23m

$720

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Thu 6/11

9:55 am-9:48 pm

1 stop18h 53m

Chicago O'Hare Intl

Sat 6/20

2:35 pm-1:25 pm

2 stops15h 50m

$734

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

What is the cheapest airline that flies from Sicily to Chicago?

Turkish Airlines, ITA Airways, and KLM are the most popular carriers operating from Sicily to 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
Munster
Schererville
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