Cheap flights from Sicily to Chicago from $411

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 8/28. 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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Cheap round-trip flights

British Airways Logo
7:55 pm - 2:50 pmPMO-ORD
25h 55m1 stop
British Airways Logo
8:40 pm - 6:40 pmORD-PMO
15h 00m1 stop
$549British Airways
Find Deal
Mon, Sep 22 - Sun, Sep 28
SWISS Logo
5:50 am - 12:55 pmPMO-ORD
14h 05m1 stop
SWISS Logo
7:05 pm - 8:55 amORD-PMO
30h 50m1 stop
$561SWISS
Find Deal
Wed, Oct 15 - Wed, Oct 22
SWISS Logo
5:50 am - 3:55 pmPMO-ORD
17h 05m1 stop
SWISS Logo
7:05 pm - 8:55 amORD-PMO
30h 50m1 stop
$563SWISS
Find Deal
Wed, Oct 15 - Wed, Oct 22
 Logo
5:50 am - 8:11 pmPMO-ORD
21h 21m2 stops
 Logo
10:40 am - 10:40 amORD-PMO
17h 00m2 stops
Wed, Oct 15 - Wed, Oct 22
 Logo
5:50 am - 8:11 pmPMO-ORD
21h 21m2 stops
 Logo
10:40 am - 10:40 amORD-PMO
17h 00m2 stops
Wed, Oct 15 - Wed, Oct 22
Lufthansa Logo
8:50 pm - 7:55 pmSUF-ORD
30h 05m2 stops
Lufthansa Logo
9:50 pm - 9:40 amORD-SUF
28h 50m3 stops
$589Lufthansa
Find Deal
Sun, Sep 14 - Wed, Dec 10
ITA Airways Logo
6:15 am - 1:10 pmSUF-ORD
13h 55m1 stop
ITA Airways Logo
3:00 pm - 6:30 pmORD-SUF
20h 30m1 stop
$604ITA Airways
Find Deal
Sat, Sep 13 - Sat, Sep 20
Lufthansa Logo
8:50 pm - 7:55 pmSUF-ORD
30h 05m2 stops
Lufthansa Logo
9:50 pm - 9:40 amORD-SUF
52h 50m3 stops
$616Lufthansa
Find Deal
Sun, Sep 14 - Tue, Dec 9
ITA Airways Logo
4:30 pm - 1:10 pmCTA-ORD
27h 40m1 stop
ITA Airways Logo
3:00 pm - 1:25 pmORD-CTA
15h 25m1 stop
$617ITA Airways
Find Deal
Sat, Sep 13 - Sat, Sep 20
KLM Logo
4:55 pm - 2:10 pmCTA-ORD
28h 15m1 stop
KLM Logo
2:25 pm - 11:55 amORD-CTA
14h 30m2 stops
$639KLM
Find Deal
Sat, Sep 13 - Sat, Sep 20

British Airways flights from Sicily to Chicago

Our best British Airways deals on Sicily to Chicago flight tickets
British Airways
Sep 22
PMO7:55 pmPalermo Punta Raisi
25h 55m
1 stop
ORD2:50 pmChicago O'Hare Intl
Sep 28
ORD8:40 pmChicago O'Hare Intl
15h 00m
1 stop
PMO6:40 pmPalermo Punta Raisi
British Airways
Aug 29
CTA12:45 pmCatania Fontanarossa
30h 10m
1 stop
ORD11:55 amChicago O'Hare Intl
Sep 7
ORD8:40 pmChicago O'Hare Intl
14h 00m
1 stop
CTA5:40 pmCatania Fontanarossa
British Airways
Sep 22
PMO7:55 pmPalermo Punta Raisi
25h 55m
1 stop
ORD2:50 pmChicago O'Hare Intl
Sep 28
ORD5:40 pmChicago O'Hare Intl
18h 00m
1 stop
PMO6:40 pmPalermo Punta Raisi

ITA Airways flights from Sicily to Chicago

Our best ITA Airways deals on Sicily to Chicago flight tickets
ITA Airways
Sep 13
SUF6:15 amLamezia Terme Intl
13h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 20
ORD3:00 pmChicago O'Hare Intl
20h 30m
1 stop
SUF6:30 pmLamezia Terme Intl
ITA Airways
Sep 13
CTA4:30 pmCatania Fontanarossa
27h 40m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 20
ORD3:00 pmChicago O'Hare Intl
15h 25m
1 stop
CTA1:25 pmCatania Fontanarossa
ITA Airways
Sep 12
SUF6:15 amLamezia Terme Intl
13h 55m
1 stop
ORD1:10 pmChicago O'Hare Intl
Sep 19
ORD3:00 pmChicago O'Hare Intl
16h 35m
1 stop
SUF2:35 pmLamezia Terme Intl

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 July 31, 2025.
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

Mon 9/22

7:55 pm-2:50 pm

1 stop25h 55m

Chicago O'Hare Intl

Sun 9/28

8:40 pm-6:40 pm

1 stop15h 00m

$549

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 10/15

5:50 am-12:55 pm

1 stop14h 05m

Chicago O'Hare Intl

Wed 10/22

7:05 pm-8:55 am

1 stop30h 50m

$561

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 10/15

5:50 am-3:55 pm

1 stop17h 05m

Chicago O'Hare Intl

Wed 10/22

7:05 pm-8:55 am

1 stop30h 50m

$563

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 10/15

5:50 am-8:11 pm

2 stops21h 21m

Chicago O'Hare Intl

Wed 10/22

10:40 am-10:40 am

2 stops17h 00m

$565

PalermoChicago

PMO - ORD

PMOORD

Palermo Punta Raisi

Wed 10/15

5:50 am-8:11 pm

2 stops21h 21m

Chicago O'Hare Intl

Wed 10/22

10:40 am-10:40 am

2 stops17h 00m

$567

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Sun 9/14

8:50 pm-7:55 pm

2 stops30h 05m

Chicago O'Hare Intl

Wed 12/10

9:50 pm-9:40 am

3 stops28h 50m

$589

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Sat 9/13

6:15 am-1:10 pm

1 stop13h 55m

Chicago O'Hare Intl

Sat 9/20

3:00 pm-6:30 pm

1 stop20h 30m

$604

Lamezia TermeChicago

SUF - ORD

SUFORD

Lamezia Terme Intl

Sun 9/14

8:50 pm-7:55 pm

2 stops30h 05m

Chicago O'Hare Intl

Tue 12/9

9:50 pm-9:40 am

3 stops52h 50m

$616

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 9/13

4:30 pm-1:10 pm

1 stop27h 40m

Chicago O'Hare Intl

Sat 9/20

3:00 pm-1:25 pm

1 stop15h 25m

$617

CataniaChicago

CTA - ORD

CTAORD

Catania Fontanarossa

Sat 9/13

4:55 pm-2:10 pm

1 stop28h 15m

Chicago O'Hare Intl

Sat 9/20

2:25 pm-11:55 am

2 stops14h 30m

$639

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, SWISS, and Aer Lingus 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

Best Price Found

$411

Fastest flight time

13h 10m

Direct flights

None

Airports in Chicago

2 airports
The best one-way flight to Chicago from Sicily in the past 72 hours is $411. The best round-trip flight deal from Sicily to Chicago found on momondo in the last 72 hours is $549.
The fastest flight from Sicily to Chicago takes 13h 10m
There are no direct flights from Sicily to Chicago. Popular non-direct routes for this connection are Catania Fontanarossa Airport - Chicago O'Hare Intl Airport, Palermo Punta Raisi Airport - Chicago O'Hare Intl Airport and Palermo Punta Raisi Airport - Chicago Midway Airport.
There are 2 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW)

  • 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
Crown Point
Munster
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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1 adult
Tue 8/5
Tue 8/12

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