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.

$354 Cheap Flights from Chicago Midway Airport to Sicily in 2026

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.

1:27 pm - 2:20 pmMDW Chicago Midway-PMO Palermo Punta Raisi

17h 53m2 stops Detroit Metropolitan Wayne County Rome Fiumicino

10:05 am - 10:54 pmPMO Palermo Punta Raisi-MDW Chicago Midway

19h 49m2 stops Rome Fiumicino Atlanta Hartsfield-Jackson

$887KLM

Sun, Nov 8 - Sun, Nov 15

10:35 am - 11:30 amMDW Chicago Midway-PMO Palermo Punta Raisi

17h 55m2 stops Atlanta Hartsfield-Jackson Rome Fiumicino

10:05 am - 10:10 pmPMO Palermo Punta Raisi-MDW Chicago Midway

19h 05m2 stops Rome Fiumicino Atlanta Hartsfield-Jackson

$892Multiple Airlines

Thu, Jan 7 - Thu, Jan 14

10:59 am - 11:30 amMDW Chicago Midway-PMO Palermo Punta Raisi

17h 31m2 stops Atlanta Hartsfield-Jackson Rome Fiumicino

6:10 am - 6:00 pmPMO Palermo Punta Raisi-MDW Chicago Midway

18h 50m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$967Multiple Airlines

Tue, Oct 20 - Wed, Nov 4

1:19 pm - 1:40 pmMDW Chicago Midway-PMO Palermo Punta Raisi

17h 21m2 stops Detroit Metropolitan Wayne County Rome Fiumicino

6:10 am - 6:00 pmPMO Palermo Punta Raisi-MDW Chicago Midway

18h 50m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$996KLM

Tue, Sep 29 - Tue, Oct 6

10:48 am - 11:20 amMDW Chicago Midway-PMO Palermo Punta Raisi

17h 32m2 stops Atlanta Hartsfield-Jackson Rome Fiumicino

12:20 pm - 10:33 pmPMO Palermo Punta Raisi-MDW Chicago Midway

17h 13m2 stops Rome Fiumicino Atlanta Hartsfield-Jackson

$996Multiple Airlines

Sun, Sep 27 - Thu, Oct 22

1:27 pm - 1:25 pmMDW Chicago Midway-CTA Catania Fontanarossa

16h 58m2 stops Detroit Metropolitan Wayne County Rome Fiumicino

6:00 am - 6:00 pmCTA Catania Fontanarossa-MDW Chicago Midway

19h 00m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$1,007KLM

Sun, Oct 11 - Wed, Oct 21

1:27 pm - 1:25 pmMDW Chicago Midway-CTA Catania Fontanarossa

16h 58m2 stops Detroit Metropolitan Wayne County Rome Fiumicino

6:00 am - 6:00 pmCTA Catania Fontanarossa-MDW Chicago Midway

19h 00m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$1,007KLM

Sun, Oct 11 - Wed, Oct 21

5:31 pm - 3:45 pmMDW Chicago Midway-CTA Catania Fontanarossa

15h 14m2 stops Minneapolis St Paul Rome Fiumicino

6:00 am - 6:00 pmCTA Catania Fontanarossa-MDW Chicago Midway

19h 00m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$1,007KLM

Mon, Oct 12 - Wed, Oct 21

11:35 am - 10:55 amMDW Chicago Midway-CTA Catania Fontanarossa

16h 20m2 stops Atlanta Hartsfield-Jackson Paris Charles de Gaulle

6:00 am - 6:00 pmCTA Catania Fontanarossa-MDW Chicago Midway

19h 00m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$1,050Multiple Airlines

Sat, Sep 26 - Tue, Oct 6

1:19 pm - 1:40 pmMDW Chicago Midway-PMO Palermo Punta Raisi

17h 21m2 stops Detroit Metropolitan Wayne County Rome Fiumicino

6:10 am - 6:33 pmPMO Palermo Punta Raisi-MDW Chicago Midway

19h 23m2 stops Rome Fiumicino Detroit Metropolitan Wayne County

$1,097KLM

Tue, Sep 15 - Tue, Sep 22

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KLM flights from Chicago Midway Airport to Sicily

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

KLM

Nov 8

MDW1:27 pmChicago Midway

17h 53m

2 stops

PMO2:20 pmPalermo Punta Raisi

Nov 15

PMO10:05 amPalermo Punta Raisi

19h 49m

2 stops

MDW10:54 pmChicago Midway

$887

KLM

Oct 11

MDW1:27 pmChicago Midway

16h 58m

2 stops

CTA1:25 pmCatania Fontanarossa

Oct 21

CTA6:00 amCatania Fontanarossa

19h 00m

2 stops

MDW6:00 pmChicago Midway

$1,007

KLM

Sep 15

MDW1:19 pmChicago Midway

17h 21m

2 stops

PMO1:40 pmPalermo Punta Raisi

Sep 22

PMO6:10 amPalermo Punta Raisi

19h 23m

2 stops

MDW6:33 pmChicago Midway

$1,097

Air France flights from Chicago Midway Airport to Sicily

Our best Air France deals on Chicago Midway Airport to Sicily flight tickets

Air France

Oct 14

MDW10:59 amChicago Midway

17h 31m

2 stops

PMO11:30 amPalermo Punta Raisi

Oct 28

PMO10:05 amPalermo Punta Raisi

18h 28m

2 stops

MDW10:33 pmChicago Midway

$1,255

Air France

Sep 9

MDW11:35 amChicago Midway

16h 45m

2 stops

PMO11:20 amPalermo Punta Raisi

Sep 16

PMO9:50 amPalermo Punta Raisi

19h 54m

2 stops

MDW10:44 pmChicago Midway

$2,176

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

Cheapest round-trip

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Sun 11/8

1:27 pm-2:20 pm

2 stops17h 53m

Palermo Punta Raisi

Sun 11/15

10:05 am-10:54 pm

2 stops19h 49m

$887

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Thu 1/7

10:35 am-11:30 am

2 stops17h 55m

Palermo Punta Raisi

Thu 1/14

10:05 am-10:10 pm

2 stops19h 05m

$892

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Tue 10/20

10:59 am-11:30 am

2 stops17h 31m

Palermo Punta Raisi

Wed 11/4

6:10 am-6:00 pm

2 stops18h 50m

$967

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Tue 9/29

1:19 pm-1:40 pm

2 stops17h 21m

Palermo Punta Raisi

Tue 10/6

6:10 am-6:00 pm

2 stops18h 50m

$996

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Sun 9/27

10:48 am-11:20 am

2 stops17h 32m

Palermo Punta Raisi

Thu 10/22

12:20 pm-10:33 pm

2 stops17h 13m

$996

ChicagoCatania

MDW Chicago Midway - CTA Catania Fontanarossa

MDWCTA

Chicago Midway

Sun 10/11

1:27 pm-1:25 pm

2 stops16h 58m

Catania Fontanarossa

Wed 10/21

6:00 am-6:00 pm

2 stops19h 00m

$1,007

ChicagoCatania

MDW Chicago Midway - CTA Catania Fontanarossa

MDWCTA

Chicago Midway

Sun 10/11

1:27 pm-1:25 pm

2 stops16h 58m

Catania Fontanarossa

Wed 10/21

6:00 am-6:00 pm

2 stops19h 00m

$1,007

Quickest round-trip

ChicagoCatania

MDW Chicago Midway - CTA Catania Fontanarossa

MDWCTA

Chicago Midway

Mon 10/12

5:31 pm-3:45 pm

2 stops15h 14m

Catania Fontanarossa

Wed 10/21

6:00 am-6:00 pm

2 stops19h 00m

$1,007

ChicagoCatania

MDW Chicago Midway - CTA Catania Fontanarossa

MDWCTA

Chicago Midway

Sat 9/26

11:35 am-10:55 am

2 stops16h 20m

Catania Fontanarossa

Tue 10/6

6:00 am-6:00 pm

2 stops19h 00m

$1,050

ChicagoPalermo

MDW Chicago Midway - PMO Palermo Punta Raisi

MDWPMO

Chicago Midway

Tue 9/15

1:19 pm-1:40 pm

2 stops17h 21m

Palermo Punta Raisi

Tue 9/22

6:10 am-6:33 pm

2 stops19h 23m

$1,097

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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 Chicago Midway to Sicily?

KLM is the most popular carrier operating from Chicago Midway to Sicily

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

Best Price Found	$354
Fastest flight time	15h 41m
Direct flights	None

The best one-way flight to Sicily from Chicago Midway Airport in the past 72 hours is $354. The best round-trip flight deal from Chicago Midway Airport to Sicily found on momondo in the last 72 hours is $887.

The fastest flight from Chicago Midway Airport to Sicily takes 15h 41m

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

Frequently asked questions about flying from Chicago Midway Airport to Sicily

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.

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.