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.

$360 Cheap Flights from Chicago Midway Airport to Sicily in 2026

1 adult

0 bags

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.

2:00 pm - 12:15 pm

MDW

PMO

15h 15m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$870Multiple Airlines

Sat, Aug 15 - Tue, Aug 25

1:00 pm - 12:15 pm

MDW

PMO

16h 15m

2 stops

3:45 pm - 4:27 pm

PMO

MDW

31h 42m

2 stops

$886Delta

Sat, Aug 15 - Mon, Aug 24

5:59 pm - 3:00 pm

MDW

PMO

14h 01m

2 stops

3:45 pm - 4:27 pm

PMO

MDW

31h 42m

2 stops

$887Delta

Sat, Aug 15 - Mon, Aug 24

2:00 pm - 12:15 pm

MDW

PMO

15h 15m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$920Multiple Airlines

Sat, Aug 15 - Mon, Aug 24

1:05 pm - 1:40 pm

MDW

PMO

17h 35m

2 stops

6:10 am - 6:37 pm

PMO

MDW

19h 27m

2 stops

$996KLM

Mon, Sep 28 - Fri, Oct 9

5:59 pm - 3:15 pm

MDW

PMO

14h 16m

2 stops

10:05 am - 9:46 pm

PMO

MDW

18h 41m

2 stops

$1,025Multiple Airlines

Fri, Aug 14 - Tue, Aug 25

6:00 am - 7:55 am

MDW

CTA

18h 55m

2 stops

9:55 am - 9:09 pm

CTA

MDW

18h 14m

2 stops

$1,031Delta

Sun, May 3 - Sat, May 23

1:05 pm - 1:40 pm

MDW

PMO

17h 35m

2 stops

6:10 am - 6:37 pm

PMO

MDW

19h 27m

2 stops

$1,046KLM

Mon, Sep 28 - Fri, Oct 9

5:59 pm - 3:15 pm

MDW

PMO

14h 16m

2 stops

6:10 am - 6:31 pm

PMO

MDW

19h 21m

2 stops

$1,075Multiple Airlines

Fri, Aug 14 - Mon, Aug 24

1:05 pm - 1:40 pm

MDW

PMO

17h 35m

2 stops

6:10 am - 6:37 pm

PMO

MDW

19h 27m

2 stops

$1,097KLM

Mon, Sep 28 - Fri, Oct 9

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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

Sep 28

MDW1:05 pmChicago Midway

17h 35m

2 stops

PMO1:40 pmPalermo Punta Raisi

Oct 9

PMO6:10 amPalermo Punta Raisi

19h 27m

2 stops

MDW6:37 pmChicago Midway

$996

KLM

Sep 28

MDW1:05 pmChicago Midway

17h 35m

2 stops

PMO1:40 pmPalermo Punta Raisi

Oct 9

PMO6:10 amPalermo Punta Raisi

19h 27m

2 stops

MDW6:37 pmChicago Midway

$1,046

KLM

Sep 28

MDW1:05 pmChicago Midway

17h 35m

2 stops

PMO1:40 pmPalermo Punta Raisi

Oct 9

PMO6:10 amPalermo Punta Raisi

19h 27m

2 stops

MDW6:37 pmChicago Midway

$1,097

Delta flights from Chicago Midway Airport to Sicily

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

Delta

Aug 15

MDW1:00 pmChicago Midway

16h 15m

2 stops

PMO12:15 pmPalermo Punta Raisi

Aug 24

PMO3:45 pmPalermo Punta Raisi

31h 42m

2 stops

MDW4:27 pmChicago Midway

$886

Delta

Aug 15

MDW5:59 pmChicago Midway

14h 01m

2 stops

PMO3:00 pmPalermo Punta Raisi

Aug 24

PMO3:45 pmPalermo Punta Raisi

31h 42m

2 stops

MDW4:27 pmChicago Midway

$887

Delta

May 3

MDW6:00 amChicago Midway

18h 55m

2 stops

CTA7:55 amCatania Fontanarossa

May 23

CTA9:55 amCatania Fontanarossa

18h 14m

2 stops

MDW9:09 pmChicago Midway

$1,031

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 - PMO

MDWPMO

Chicago Midway

Sat 8/15

2:00 pm-12:15 pm

2 stops15h 15m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$870

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

1:00 pm-12:15 pm

2 stops16h 15m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$886

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

5:59 pm-3:00 pm

2 stops14h 01m

Palermo Punta Raisi

Mon 8/24

3:45 pm-4:27 pm

2 stops31h 42m

$887

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 8/15

2:00 pm-12:15 pm

2 stops15h 15m

Palermo Punta Raisi

Mon 8/24

10:05 am-9:46 pm

2 stops18h 41m

$920

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Fri 10/9

6:10 am-6:37 pm

2 stops19h 27m

$996

Quickest round-trip

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Tue 8/25

10:05 am-9:46 pm

2 stops18h 41m

$1,025

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Sun 5/3

6:00 am-7:55 am

2 stops18h 55m

Catania Fontanarossa

Sat 5/23

9:55 am-9:09 pm

2 stops18h 14m

$1,031

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Fri 10/9

6:10 am-6:37 pm

2 stops19h 27m

$1,046

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Fri 8/14

5:59 pm-3:15 pm

2 stops14h 16m

Palermo Punta Raisi

Mon 8/24

6:10 am-6:31 pm

2 stops19h 21m

$1,075

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 9/28

1:05 pm-1:40 pm

2 stops17h 35m

Palermo Punta Raisi

Fri 10/9

6:10 am-6:37 pm

2 stops19h 27m

$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?

Delta and KLM are the most popular carriers 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

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

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.