How do I get Price Alerts for flights from Chicago Midway Airport to Sicily?

Search flight deals from Chicago Midway Airport to Sicily . While viewing offers you’ll have the option to create a Price Alert.

How can I save money on flights from Chicago Midway Airport to Sicily with momondo?

By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

How does momondo find its flight prices?

We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

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

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

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Sicily.

What documentation or ID do you need to fly to Sicily?

The travel and health documents you'll need for your trip to Sicily may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Sicily. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$373 Cheap Flights from Chicago Midway Airport to Sicily in 2026

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Find the cheapest flights from Chicago Midway Airport to Sicily

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:59 pm - 3:00 pm

MDW

PMO

14h 01m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$710Multiple Airlines

Sat, Aug 15 - Mon, Aug 24

5:59 pm - 3:00 pm

MDW

PMO

14h 01m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$720Multiple Airlines

Sat, Aug 15 - Mon, Aug 24

6:00 am - 7:55 am

MDW

CTA

18h 55m

2 stops

9:55 am - 10:28 pm

CTA

MDW

19h 33m

2 stops

$741Delta

Wed, Apr 22 - Tue, Apr 28

1:24 pm - 2:25 pm

MDW

PMO

18h 01m

2 stops

6:10 am - 5:58 pm

PMO

MDW

18h 48m

2 stops

$767KLM

Mon, Apr 13 - Mon, Apr 20

5:59 pm - 3:00 pm

MDW

PMO

14h 01m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$770Multiple Airlines

Sat, Aug 15 - Tue, Aug 25

5:59 pm - 3:00 pm

MDW

PMO

14h 01m

2 stops

6:10 am - 6:31 pm

PMO

MDW

19h 21m

2 stops

$773Multiple Airlines

Sun, Aug 16 - Thu, Aug 27

1:24 pm - 2:25 pm

MDW

PMO

18h 01m

2 stops

6:10 am - 5:58 pm

PMO

MDW

18h 48m

2 stops

$788KLM

Mon, Apr 13 - Tue, Apr 28

6:00 am - 7:55 am

MDW

CTA

18h 55m

2 stops

9:55 am - 10:28 pm

CTA

MDW

19h 33m

2 stops

$791Delta

Thu, Apr 23 - Thu, Apr 30

6:34 pm - 7:55 am

MDW

CTA

30h 21m

2 stops

10:00 am - 10:28 pm

CTA

MDW

19h 28m

2 stops

$826Delta

Sun, Apr 12 - Sun, Apr 19

10:41 am - 10:30 am

MDW

PMO

16h 49m

2 stops

6:10 am - 6:36 pm

PMO

MDW

19h 26m

2 stops

$867KLM

Wed, Apr 15 - Wed, Apr 22

Delta flights from Chicago Midway Airport to Sicily

Our best Delta deals on Chicago Midway Airport to Sicily flight tickets

Delta

Apr 22

MDW6:00 amChicago Midway

18h 55m

2 stops

CTA7:55 amCatania Fontanarossa

Apr 28

CTA9:55 amCatania Fontanarossa

19h 33m

2 stops

MDW10:28 pmChicago Midway

$741

Delta

Apr 23

MDW6:00 amChicago Midway

18h 55m

2 stops

CTA7:55 amCatania Fontanarossa

Apr 30

CTA9:55 amCatania Fontanarossa

19h 33m

2 stops

MDW10:28 pmChicago Midway

$791

Delta

Apr 12

MDW6:34 pmChicago Midway

30h 21m

2 stops

CTA7:55 amCatania Fontanarossa

Apr 19

CTA10:00 amCatania Fontanarossa

19h 28m

2 stops

MDW10:28 pmChicago Midway

$826

KLM flights from Chicago Midway Airport to Sicily

Our best KLM deals on Chicago Midway Airport to Sicily flight tickets

KLM

Apr 13

MDW1:24 pmChicago Midway

18h 01m

2 stops

PMO2:25 pmPalermo Punta Raisi

Apr 20

PMO6:10 amPalermo Punta Raisi

18h 48m

2 stops

MDW5:58 pmChicago Midway

$767

KLM

Apr 13

MDW1:24 pmChicago Midway

18h 01m

2 stops

PMO2:25 pmPalermo Punta Raisi

Apr 28

PMO6:10 amPalermo Punta Raisi

18h 48m

2 stops

MDW5:58 pmChicago Midway

$788

KLM

Apr 15

MDW10:41 amChicago Midway

16h 49m

2 stops

PMO10:30 amPalermo Punta Raisi

Apr 22

PMO6:10 amPalermo Punta Raisi

19h 26m

2 stops

MDW6:36 pmChicago Midway

$867

momondo Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to Sicily that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$710

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$720

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Wed 4/22

6:00 am-7:55 am

2 stops18h 55m

Catania Fontanarossa

Tue 4/28

9:55 am-10:28 pm

2 stops19h 33m

$741

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 4/13

1:24 pm-2:25 pm

2 stops18h 01m

Palermo Punta Raisi

Mon 4/20

6:10 am-5:58 pm

2 stops18h 48m

$767

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$770

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sun 8/16

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Thu 8/27

6:10 am-6:31 pm

2 stops19h 21m

$773

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 4/13

1:24 pm-2:25 pm

2 stops18h 01m

Palermo Punta Raisi

Tue 4/28

6:10 am-5:58 pm

2 stops18h 48m

$788

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Thu 4/23

6:00 am-7:55 am

2 stops18h 55m

Catania Fontanarossa

Thu 4/30

9:55 am-10:28 pm

2 stops19h 33m

$791

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Sun 4/12

6:34 pm-7:55 am

2 stops30h 21m

Catania Fontanarossa

Sun 4/19

10:00 am-10:28 pm

2 stops19h 28m

$826

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 4/15

10:41 am-10:30 am

2 stops16h 49m

Palermo Punta Raisi

Wed 4/22

6:10 am-6:36 pm

2 stops19h 26m

$867

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

Cheap Chicago Midway Airport to Sicily flight deals and tips

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

Fastest flight time	14h 01m
Direct flights	None

The fastest flight from Chicago Midway Airport to Sicily takes 14h 01m

There are no direct flights from Chicago Midway Airport to Sicily. There are no popular flight routes from Chicago Midway Airport to Sicily.

Search flight deals

When did momondo last update prices for flights from Chicago Midway Airport to Sicily?
Prices for flights from Chicago Midway Airport to Sicily are updated daily.
How old do you have to be to fly from Chicago Midway Airport to Sicily?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago Midway Airport to Sicily.
What documentation or ID do you need to fly to Sicily?
The travel and health documents you'll need for your trip to Sicily may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Sicily. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

How do I get Price Alerts for flights from Chicago Midway Airport to Sicily?
Search flight deals from Chicago Midway Airport to Sicily. While viewing offers you’ll have the option to create a Price Alert.
How can I save money on flights from Chicago Midway Airport to Sicily with momondo?
By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.
How does momondo find its flight prices?
We compare prices from 700+ competitors to help you find the price that works best for you. momondo operates in over 30 international markets, bringing you access to a wide range of fares and deals. Search for your travel using momondo for a diverse range of options from airlines and OTAs.

Why use momondo?

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

Finding the right flight to Sicily from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Sicily quick and easy, saving you time and money.

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

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

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

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 Sicily from Chicago.

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

Yes. momondo can track prices for Chicago to Sicily flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.