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$537+ Cheap flights from Midway (MDW) to Sicily

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CTA
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheap flight deals from Midway to Sicily

Keep the following information in mind while searching for Midway to Sicily flight deals. Data was last updated April 29, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$1,322
(Delta)

One-way from

$677
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$1,074
Provider with most accurate pricing for Chicago (CHI)-Catania Fontanarossa flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Catania Fontanarossa flights.
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From Chicago Midway to Sicily
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One-way flight from Chicago Midway to Sicily
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Highest demand for flights based on searches. 17% potential increase in price ($198 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Midway to Sicily

Cheapest flights from Midway to Sicily
Explore the most affordable flight options available from Midway to Sicily. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/291:09 pmMDW - PMO
2 stops18h 51mDelta
Tue 8/127:20 amPMO - MDW
2 stops21h 27mDelta
Deal found 4/29$1,139
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/211:00 pmMDW - CTA
2 stops19h 30mDelta
Fri 9/58:05 amCTA - MDW
2 stops20h 42mDelta
Deal found 4/29$1,322
This Air France deal was found by Cheapflights users on 4/28. 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 6/281:09 pmMDW - CTA
2 stops15h 46mAir France
Wed 7/99:55 amCTA - MDW
2 stops18h 46mAir France
Deal found 4/28$1,711
This Air France deal was found by Cheapflights users on 4/29. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:25 pmMDW - CTA
2 stops14h 45mMultiple Airlines
Sat 6/79:55 amCTA - MDW
2 stops18h 18mMultiple Airlines
Deal found 4/29$1,862
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/139:24 amMDW - SUF
2 stops22h 11mDelta
Fri 6/206:15 amSUF - MDW
2 stops22h 30mDelta
Deal found 4/29$2,308

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to Sicily 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 April 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to Sicily that are best for you.

Fly from

Midway

Fly to

Sicily

Route

Depart

Return

Price

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 7/29

1:09 pm-3:00 pm

2 stops18h 51m

Palermo Punta Raisi

Tue 8/12

7:20 am-9:47 pm

2 stops21h 27m

$1,139

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Thu 8/21

1:00 pm-3:30 pm

2 stops19h 30m

Catania Fontanarossa

Fri 9/5

8:05 am-9:47 pm

2 stops20h 42m

$1,322

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Sat 6/28

1:09 pm-11:55 am

2 stops15h 46m

Catania Fontanarossa

Wed 7/9

9:55 am-9:41 pm

2 stops18h 46m

$1,711

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Fri 5/30

6:25 pm-4:10 pm

2 stops14h 45m

Catania Fontanarossa

Sat 6/7

9:55 am-9:13 pm

2 stops18h 18m

$1,862

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Fri 6/13

9:24 am-2:35 pm

2 stops22h 11m

Lamezia Terme Intl

Fri 6/20

6:15 am-9:45 pm

2 stops22h 30m

$2,308

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Mon 10/13

1:00 pm-2:25 pm

2 stops18h 25m

$537

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Thu 7/17

9:40 am-4:30 pm

2 stops23h 50m

$677

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 7/23

6:20 pm-3:00 pm

2 stops13h 40m

$724

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Thu 6/12

10:26 am-2:35 pm

2 stops21h 09m

$979

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Fri 6/6

6:00 am-7:55 am

2 stops18h 55m

$1,073

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/27

Showing 1-10 of 11 results
1
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Best time to book a flight from Midway to Sicily

Have a flexible travel schedule? Discover the best time to fly to Sicily from Midway 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 Chicago Midway Airport to Sicily

Rainfall in Sicily by month

Plan your trip to Sicily by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Sicily ranges from 0.2 - 4.2 inches per month. October is typically the wettest month, when rainfall can reach 4.2 in. June is typically the driest time to visit Sicily when rainfall is around 0.2 in.

Temperature in Sicily by month

Plan your trip to Sicily by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Sicily, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

Reviews of airlines servicing Sicily

Get insights into the airlines that provide service to Sicily. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sicily. Reviews last updated April 29, 2025.
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air France
7.4
Good
1,446 reviews
Delta
8.0
Very good
7,936 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

  • What are the most popular routes from Chicago Midway Airport to Sicily?

    The most popular route from Chicago Midway Airport to Sicily is Chicago Midway - Palermo Punta Raisi. You may also consider Chicago Midway - Catania Fontanarossa or Chicago Midway - Lamezia Terme Intl.

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

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

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

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

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

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

  • What is the cheapest month to book a flight from Chicago Midway Airport to Sicily?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Sicily (average of $667). Flying from Chicago Midway Airport to Sicily in June is currently the most expensive (average of $1,331). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Midway to Sicily

See prices for flight routes from nearby airports that may be better suited for you.
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