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Cheap flights from Sicily to Chicago from $470

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 6/17. 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
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.
Air France Logo
6:10 am - 9:45 pm
PMO
-
MDW
22h 35m
2 stops
Air France Logo
1:05 pm - 11:30 am
MDW
-
PMO
16h 25m
2 stops
$690Air France
Fri, Oct 23 - Tue, Oct 27
Delta Logo
9:10 am - 10:36 pm
PMO
-
MDW
20h 26m
2 stops
Delta Logo
5:59 pm - 9:25 am
MDW
-
PMO
32h 26m
2 stops
$1,045Delta
Tue, Sep 1 - Tue, Sep 8
KLM Logo
6:10 am - 6:31 pm
PMO
-
MDW
19h 21m
2 stops
KLM Logo
1:26 pm - 2:25 pm
MDW
-
PMO
17h 59m
2 stops
$1,325KLM
Sun, Jun 14 - Wed, Jun 17

Delta flights from Sicily to Chicago Midway Airport

Our best Delta deals on Sicily to Chicago Midway Airport flight tickets
Delta
Sep 1
PMO9:10 amPalermo Punta Raisi
20h 26m
2 stops
MDW10:36 pmChicago Midway
Sep 8
MDW5:59 pmChicago Midway
32h 26m
2 stops
PMO9:25 amPalermo Punta Raisi
$1,045
Delta
Jun 6
PMO4:45 pmPalermo Punta Raisi
30h 31m
2 stops
MDW4:16 pmChicago Midway
Jun 11
MDW11:05 amChicago Midway
23h 55m
2 stops
PMO6:00 pmPalermo Punta Raisi
$1,978
Delta
Jun 6
PMO4:45 pmPalermo Punta Raisi
30h 31m
2 stops
MDW4:16 pmChicago Midway
Jun 11
MDW1:26 pmChicago Midway
21h 34m
2 stops
PMO6:00 pmPalermo Punta Raisi
$2,068

KLM flights from Sicily to Chicago Midway Airport

Our best KLM deals on Sicily to Chicago Midway Airport flight tickets
KLM
Jun 6
PMO10:05 amPalermo Punta Raisi
18h 04m
2 stops
MDW9:09 pmChicago Midway
Jun 11
MDW11:05 amChicago Midway
17h 25m
2 stops
PMO11:30 amPalermo Punta Raisi
$1,205
KLM
Jun 14
PMO6:10 amPalermo Punta Raisi
19h 21m
2 stops
MDW6:31 pmChicago Midway
Jun 17
MDW1:26 pmChicago Midway
17h 59m
2 stops
PMO2:25 pmPalermo Punta Raisi
$1,325

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Fri 10/23

6:10 am-9:45 pm

2 stops22h 35m

Chicago Midway

Tue 10/27

1:05 pm-11:30 am

2 stops16h 25m

$690

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Tue 9/1

9:10 am-10:36 pm

2 stops20h 26m

Chicago Midway

Tue 9/8

5:59 pm-9:25 am

2 stops32h 26m

$1,045
Quickest round-trip

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sun 6/14

6:10 am-6:31 pm

2 stops19h 21m

Chicago Midway

Wed 6/17

1:26 pm-2:25 pm

2 stops17h 59m

$1,325
Cheapest one-way

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Wed 6/17

6:05 am-9:40 am

2 stops34h 35m

$470

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Wed 6/17

11:15 pm-2:35 pm

3 stops46h 20m

$488

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 9/26

7:45 pm-10:58 am

3 stops46h 13m

$540
Quickest one-way

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 9/26

10:05 am-10:25 pm

2 stops19h 20m

$967

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Sicily to Chicago Midway 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 Midway?

Air France is the most popular carrier operating from Sicily to Chicago Midway

Cheap Sicily to Chicago Midway Airport flight deals and tips

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

Fastest flight time

20h 26m

Direct flights

None
The fastest flight from Sicily to Chicago Midway Airport takes 20h 26m
There are no direct flights from Sicily to Chicago Midway Airport. There are no popular flight routes from Sicily to Chicago Midway Airport.
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Frequently asked questions about flying from Sicily to Chicago Midway Airport

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

    Prices for flights from Sicily to Chicago Midway Airport are updated daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Sicily to Chicago Midway Airport.

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

    The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted 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
Monticello
Chesterton
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?

All flight searches from Sicily to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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

momondo helps you find the best flight between Sicily and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

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

Price alerts on flights to Chicago from Sicily are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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