HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Sicily

$397+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CTA
Jan 3 — Jan 101
Fri 1/3
Fri 1/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to Sicily with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Midway to Sicily

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Sicily (ITSI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 29, 2024.

Round-trip from

$774
(Trip.com)

One-way from

$485
(Kiwi.com)
From Chicago Midway to Sicily
Search Deals
One-way flight from Chicago Midway to Sicily
Search Deals

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 December 29, 2024.

This Delta deal was found by Cheapflights users on 12/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2910:08 amMDW - PMO
2 stops20h 52mDelta
Sun 1/56:10 amPMO - MDW
2 stops22h 56mDelta
Deal found 12/28$14,420

Find flights from Midway to Sicily within your budget

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 December 29, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Tue 2/11

10:57 am-8:05 pm

3 stops26h 08m

Lamezia Terme Intl

Tue 2/18

7:15 pm-4:20 pm

3 stops28h 05m

$774

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Wed 2/12

2:08 pm-7:50 pm

2 stops22h 42m

Catania Fontanarossa

Wed 2/19

6:05 am-10:20 pm

2 stops23h 15m

$858

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Thu 2/13

6:00 am-2:35 pm

2 stops25h 35m

Catania Fontanarossa

Thu 2/20

3:20 pm-10:20 pm

2 stops38h 00m

$893

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 1/18

10:57 am-2:30 pm

2 stops20h 33m

Palermo Punta Raisi

Sun 1/26

6:10 am-10:20 pm

2 stops23h 10m

$937

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 2/5

5:05 pm-6:20 pm

2 stops42h 15m

Palermo Punta Raisi

Wed 2/12

6:10 am-10:20 pm

2 stops23h 10m

$1,004

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Sat 1/11

3:41 pm-10:55 pm

2 stops24h 14m

Catania Fontanarossa

Fri 1/24

6:05 am-10:20 pm

2 stops23h 15m

$1,660

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Sat 2/15

10:57 am-10:30 am

2 stops40h 33m

Lamezia Terme Intl

Fri 2/21

6:20 am-10:20 pm

2 stops23h 00m

$1,700

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 2/5

5:05 pm-10:55 pm

2 stops46h 50m

Palermo Punta Raisi

Wed 2/12

10:05 am-10:20 pm

2 stops19h 15m

$2,224

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Thu 2/13

12:44 pm-2:35 pm

2 stops18h 51m

Catania Fontanarossa

Mon 2/17

6:05 am-10:20 pm

2 stops23h 15m

$6,172

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Fri 2/21

12:26 pm-7:40 am

3 stops36h 14m

$397

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/29

Showing 1-10 of 13 results
1
2

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.

Travel insights for flights from Midway to Sicily

Get recent, data-driven insights about flights from Midway to Sicily including ideal travel times, pricing trends, and more.

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 December 29, 2024.
Peruse reviews from past customers who have flown with Delta and Air France from Chicago to Sicily to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,546 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

Delta
8.0
Very good
8,546 reviews
Delta
8.0
Very good
8,546 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

KLM
7.8
Good
1,341 reviews
Delta
8.0
Very good
8,546 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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

Air France
7.4
Good
1,495 reviews
Delta
8.0
Very good
8,546 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Food

7.3

Overall

8.0

Reviews

1 / 10

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 - Catania Fontanarossa. You may also consider Chicago Midway - Palermo Punta Raisi 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 $1,403). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Midway to Sicily

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Leonardo da Vinci/Fiumicino flights
Midway to Leonardo da Vinci/Fiumicino flights
O'Hare Intl to Malpensa flights
O'Hare Intl to Linate flights
O'Hare Intl to Vicenza flights
O'Hare Intl to Florence flights
Midway to Vicenza flights
Midway to Malpensa flights
O'Hare Intl to Bergamo flights
O'Hare Intl to Naples flights
Midway to Florence flights
O'Hare Intl to Palermo flights
Midway to Linate flights
O'Hare Intl to Bologna flights
O'Hare Intl to Catania flights
Midway to Naples flights
O'Hare Intl to Ciampino flights
O'Hare Intl to Bari flights
O'Hare Intl to Pisa flights
Midway to Bologna flights
O'Hare Intl to Turin flights
O'Hare Intl to Verona flights
O'Hare Intl to Genoa flights
Midway to Catania flights
Midway to Genoa flights
O'Hare Intl to Cagliari flights
O'Hare Intl to Brindisi flights
O'Hare Intl to Treviso A. Canova flights
Midway to Bari flights
O'Hare Intl to Trieste flights
Midway to Palermo flights
O'Hare Intl to Olbia flights
O'Hare Intl to Ancona flights
O'Hare Intl to Lamezia Terme flights
Midway to Turin flights
Midway to Pisa flights
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.