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Cheap flights from Sicily to Chicago from $298

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 4/25. 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
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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.
KLM Logo
9:10 am - 8:40 pm
PMO
-
ORD
18h 30m
2 stops
KLM Logo
4:20 pm - 8:20 am
ORD
-
PMO
33h 00m
1 stop
$619KLM
Thu, Apr 23 - Tue, Apr 28
KLM Logo
10:35 pm - 2:15 pm
CTA
-
ORD
22h 40m
1 stop
KLM Logo
11:08 am - 7:55 am
ORD
-
CTA
13h 47m
1 stop
$626KLM
Mon, Apr 6 - Mon, Apr 13
American Airlines Logo
12:05 pm - 12:20 pm
PMO
-
ORD
31h 15m
1 stop
American Airlines Logo
10:30 pm - 11:10 am
ORD
-
PMO
29h 40m
1 stop
$627American Airlines
Thu, Apr 23 - Tue, Apr 28
KLM Logo
10:35 pm - 2:15 pm
CTA
-
ORD
22h 40m
1 stop
KLM Logo
6:04 am - 7:55 am
ORD
-
CTA
18h 51m
1 stop
$630KLM
Mon, Apr 6 - Mon, Apr 13
British Airways Logo
12:05 pm - 11:54 pm
PMO
-
ORD
18h 49m
2 stops
British Airways Logo
6:08 am - 11:45 am
ORD
-
PMO
22h 37m
2 stops
$635British Airways
Thu, Apr 23 - Tue, Apr 28
KLM Logo
9:10 am - 4:25 pm
PMO
-
MDW
38h 15m
2 stops
KLM Logo
10:43 am - 2:25 pm
MDW
-
PMO
20h 42m
2 stops
$640KLM
Thu, Apr 23 - Tue, Apr 28
Air France Logo
4:30 pm - 4:43 pm
CTA
-
ORD
31h 13m
2 stops
Air France Logo
11:08 am - 7:55 am
ORD
-
CTA
13h 47m
1 stop
$643Air France
Mon, Apr 6 - Mon, Apr 13
Air France Logo
4:30 pm - 4:43 pm
CTA
-
ORD
31h 13m
2 stops
Air France Logo
5:04 pm - 2:40 pm
ORD
-
CTA
14h 36m
2 stops
$664Air France
Mon, Apr 6 - Mon, Apr 13
SWISS Logo
2:45 pm - 4:20 pm
PMO
-
ORD
32h 35m
1 stop
SWISS Logo
6:50 pm - 2:30 pm
ORD
-
PMO
12h 40m
1 stop
$696SWISS
Thu, Feb 26 - Mon, Mar 2
SWISS Logo
8:40 pm - 4:20 pm
CTA
-
ORD
26h 40m
1 stop
SWISS Logo
5:10 pm - 8:40 pm
ORD
-
CTA
21h 30m
1 stop
$713SWISS
Mon, Mar 2 - Tue, Mar 10

SWISS flights from Sicily to Chicago

Our best SWISS deals on Sicily to Chicago flight tickets
SWISS
Feb 26
PMO2:45 pmPalermo Punta Raisi
32h 35m
1 stop
ORD4:20 pmChicago O'Hare Intl
Mar 2
ORD6:50 pmChicago O'Hare Intl
12h 40m
1 stop
PMO2:30 pmPalermo Punta Raisi
$696
SWISS
Mar 2
CTA8:40 pmCatania Fontanarossa
26h 40m
1 stop
ORD4:20 pmChicago O'Hare Intl
Mar 10
ORD5:10 pmChicago O'Hare Intl
21h 30m
1 stop
CTA8:40 pmCatania Fontanarossa
$713
SWISS
Mar 2
PMO7:15 pmPalermo Punta Raisi
28h 05m
1 stop
ORD4:20 pmChicago O'Hare Intl
Apr 9
ORD2:20 pmChicago O'Hare Intl
11h 40m
1 stop
PMO9:00 amPalermo Punta Raisi
$715

Lufthansa flights from Sicily to Chicago

Our best Lufthansa deals on Sicily to Chicago flight tickets
Lufthansa
Feb 26
PMO12:15 pmPalermo Punta Raisi
14h 50m
1 stop
ORD8:05 pmChicago O'Hare Intl
Apr 8
ORD9:40 pmChicago O'Hare Intl
12h 40m
1 stop
PMO5:20 pmPalermo Punta Raisi
$710
Lufthansa
Feb 26
PMO12:15 pmPalermo Punta Raisi
14h 50m
1 stop
ORD8:05 pmChicago O'Hare Intl
Apr 9
ORD4:05 pmChicago O'Hare Intl
18h 20m
1 stop
PMO5:25 pmPalermo Punta Raisi
$711
Lufthansa
Feb 27
PMO12:10 pmPalermo Punta Raisi
13h 15m
1 stop
ORD6:25 pmChicago O'Hare Intl
Apr 8
ORD9:40 pmChicago O'Hare Intl
12h 40m
1 stop
PMO5:20 pmPalermo Punta Raisi
$723

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 February 11, 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

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/23

9:10 am-8:40 pm

2 stops18h 30m

Chicago O'Hare Intl

Tue 4/28

4:20 pm-8:20 am

1 stop33h 00m

$619

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 4/6

10:35 pm-2:15 pm

1 stop22h 40m

Chicago O'Hare Intl

Mon 4/13

11:08 am-7:55 am

1 stop13h 47m

$626

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/23

12:05 pm-12:20 pm

1 stop31h 15m

Chicago O'Hare Intl

Tue 4/28

10:30 pm-11:10 am

1 stop29h 40m

$627

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 4/6

10:35 pm-2:15 pm

1 stop22h 40m

Chicago O'Hare Intl

Mon 4/13

6:04 am-7:55 am

1 stop18h 51m

$630

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 4/23

12:05 pm-11:54 pm

2 stops18h 49m

Chicago O'Hare Intl

Tue 4/28

6:08 am-11:45 am

2 stops22h 37m

$635

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 4/23

9:10 am-4:25 pm

2 stops38h 15m

Chicago Midway

Tue 4/28

10:43 am-2:25 pm

2 stops20h 42m

$640

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 4/6

4:30 pm-4:43 pm

2 stops31h 13m

Chicago O'Hare Intl

Mon 4/13

11:08 am-7:55 am

1 stop13h 47m

$643

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 4/6

4:30 pm-4:43 pm

2 stops31h 13m

Chicago O'Hare Intl

Mon 4/13

5:04 pm-2:40 pm

2 stops14h 36m

$664

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Thu 2/26

2:45 pm-4:20 pm

1 stop32h 35m

Chicago O'Hare Intl

Mon 3/2

6:50 pm-2:30 pm

1 stop12h 40m

$696

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Mon 3/2

8:40 pm-4:20 pm

1 stop26h 40m

Chicago O'Hare Intl

Tue 3/10

5:10 pm-8:40 pm

1 stop21h 30m

$713

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 Catania to Chicago O'Hare Intl Airport is 14h 10m on average, while flying from Palermo to Chicago O'Hare Intl Airport is 18h 30m 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

14h 10m

Direct flights

None
The fastest flight from Sicily to Chicago takes 14h 10m
There are no direct flights from Sicily to Chicago. There are no popular flight routes from Sicily to Chicago.
Search flight deals

  • 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
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
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