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$710+ Cheap flights from Sicily to Midway (MDW)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/24. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — MDW
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Sicily to Midway

Best flights from Sicily to Midway
Discover carefully curated flight deals from Sicily to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 18, 2025.

This KLM deal was found by Cheapflights users on 12/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/246:10 amPMO - MDW
2 stops23h 12mKLM
Wed 1/2812:48 pmMDW - PMO
2 stops17h 57mKLM
Deal found 12/16$710
This Expedia deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/166:10 amPMO - MDW
2 stops22h 57mKLM
Fri 1/2312:48 pmMDW - PMO
2 stops17h 52mKLM
Deal found 12/17$1,023
This KLM deal was found by Cheapflights users on 12/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:10 amPMO - MDW
2 stops17h 45mKLM
Sun 3/1510:49 amMDW - PMO
2 stops18h 51mKLM
Deal found 12/17$1,435

Find flight deals from Sicily to Midway

Keep the following information in mind while searching for Sicily to Midway flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$710
(KLM)
Provider with most accurate pricing for Catania Fontanarossa-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Catania Fontanarossa-Chicago (CHI) flights.
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From Sicily to Chicago Midway
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Sicily to Midway 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, Cheapflights users made 2,558,603 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Sicily to Chicago Midway Airport that are best for you.

Fly from

Sicily

Fly to

Midway

Route

Depart

Return

Price

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Sat 1/24

6:10 am-10:22 pm

2 stops23h 12m

Chicago Midway

Wed 1/28

12:48 pm-1:45 pm

2 stops17h 57m

$710

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Fri 1/16

6:10 am-10:07 pm

2 stops22h 57m

Chicago Midway

Fri 1/23

12:48 pm-1:40 pm

2 stops17h 52m

$1,023

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 3/12

6:10 am-5:55 pm

2 stops17h 45m

Chicago Midway

Sun 3/15

10:49 am-11:40 am

2 stops18h 51m

$1,435

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Best time to book a flight from Sicily to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Sicily with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Sicily to Chicago Midway Airport
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Sicily to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Sicily to Chicago Midway Airport?

    Departing from Sicily to Chicago Midway Airport will take you 23h 12m. The distance between Sicily and Chicago Midway Airport is about 5002 mi.

  • Can I find deals for flights from Sicily to Midway that include hotel bookings?

    Yes. In addition to deals on Sicily to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Sicily to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Sicily to Midway.

  • Can I find deals for business class flights from Sicily to Midway?

    Yes. Cheapflights offers flight deals from Sicily to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

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