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$950+ 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 3/5. Fares are subject to change and may not be available on all flights or dates of travel.
CTA — MDW
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap flight deals from Sicily to Midway

Keep the following information in mind while searching for Sicily to Midway flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$950
(KLM)
Provider with most accurate pricing for Catania Fontanarossa-Chicago (CHI) flight deals.
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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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Find flight deals from Sicily to Midway

Cheapest flights from Sicily to Midway
Explore the most affordable flight options available from Sicily to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

This KLM deal was found by Cheapflights users on 10/28. 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 11/206:10 amPMO - MDW
2 stops18h 58mKLM
Fri 11/2810:47 amMDW - PMO
2 stops16h 38mKLM
Deal found 10/28$1,037
This Air France deal was found by Cheapflights users on 10/28. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:40 pmPMO - MDW
2 stops28h 29mMultiple Airlines
Sun 11/910:47 amMDW - PMO
2 stops16h 38mMultiple Airlines
Deal found 10/28$1,223
This KLM deal was found by Cheapflights users on 10/29. 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 11/16:10 amPMO - MDW
2 stops17h 45mKLM
Sun 11/910:47 amMDW - PMO
2 stops16h 38mKLM
Deal found 10/29$1,230
This Air France deal was found by Cheapflights users on 10/28. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/16:40 pmPMO - MDW
2 stops28h 29mMultiple Airlines
Sat 11/81:06 pmMDW - PMO
2 stops14h 19mMultiple Airlines
Deal found 10/28$1,234
This KLM deal was found by Cheapflights users on 10/29. 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 11/16:10 amPMO - MDW
2 stops17h 45mKLM
Sat 11/811:10 amMDW - PMO
2 stops16h 15mKLM
Deal found 10/29$1,241
This KLM deal was found by Cheapflights users on 10/30. 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.
Fri 10/312:25 pmPMO - MDW
2 stops33h 30mKLM
Sat 11/81:06 pmMDW - PMO
2 stops14h 19mKLM
Deal found 10/30$1,296

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 October 30, 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

Thu 3/5

10:00 am-4:25 pm

2 stops37h 25m

Chicago Midway

Mon 3/9

5:59 pm-11:40 am

2 stops35h 41m

$950

PalermoChicago

PMO - MDW

PMOMDW

Palermo Punta Raisi

Thu 11/20

6:10 am-6:08 pm

2 stops18h 58m

Chicago Midway

Fri 11/28

10:47 am-10:25 am

2 stops16h 38m

$1,037

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

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 37h 25m. 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
Merrillville
Lansing
Hammond
Porter
Benton Harbor

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