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$440+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — CTA
Feb 4 — Feb 111
Tue 2/4
Tue 2/11
1 adult, Economy
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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 January 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$902
(Delta)

One-way from

$440
(Kiwi.com)

Popular in

July

Cheapest in

February

Average price

$695
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 ($211 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in January 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 January 30, 2025.

This Delta deal was found by Cheapflights users on 1/29. 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 3/1112:51 pmMDW - PMO
2 stops17h 04mDelta
Tue 3/186:10 amPMO - MDW
2 stops22h 13mDelta
Deal found 1/29$902
This Flighttix deal was found by Cheapflights users on 1/29. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1312:51 pmMDW - CTA
2 stops19h 44mAir France
Thu 3/206:05 amCTA - MDW
2 stops22h 18mAir France
Deal found 1/29$1,165
This KLM deal was found by Cheapflights users on 1/30. 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 4/116:42 pmMDW - CTA
2 stops14h 28mKLM
Mon 4/2110:35 pmCTA - MDW
2 stops22h 47mKLM
Deal found 1/30$1,297
This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/179:20 amMDW - PMO
3 stops28h 15mMultiple Airlines
Tue 9/2310:35 pmPMO - MDW
3 stops40h 44mMultiple Airlines
Deal found 1/29$1,485
This Delta deal was found by Cheapflights users on 1/29. 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 3/612:44 pmMDW - SUF
2 stops38h 46mDelta
Mon 3/106:20 amSUF - MDW
2 stops22h 03mDelta
Deal found 1/29$1,493
This Aeromexico deal was found by Cheapflights users on 1/29. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:59 pmMDW - PMO
2 stops38h 01mAir France
Sat 8/304:10 pmPMO - MDW
2 stops31h 51mAir France
Deal found 1/29$1,728
This Delta deal was found by Cheapflights users on 1/29. 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 6/131:00 pmMDW - CTA
2 stops19h 40mDelta
Mon 6/2310:35 amCTA - MDW
2 stops35h 21mDelta
Deal found 1/29$1,959
This Fly & Visit Rome deal was found by Cheapflights users on 1/29. 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 Fly & Visit Rome is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1512:55 pmMDW - SUF
3 stops39h 35mMultiple Airlines
Sat 3/227:20 amSUF - MDW
3 stops39h 20mMultiple Airlines
Deal found 1/29$2,141

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 January 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Tue 3/11

12:51 pm-2:00 pm

2 stops19h 09m

Palermo Punta Raisi

Tue 3/18

6:10 am-10:23 pm

2 stops22h 13m

$902

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Thu 3/13

12:51 pm-2:35 pm

2 stops19h 44m

Catania Fontanarossa

Thu 3/20

6:05 am-10:23 pm

2 stops22h 18m

$1,165

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Fri 4/11

6:42 pm-4:10 pm

2 stops14h 28m

Catania Fontanarossa

Mon 4/21

10:35 pm-2:22 pm

2 stops22h 47m

$1,297

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Thu 3/6

12:44 pm-10:30 am

2 stops38h 46m

Lamezia Terme Intl

Mon 3/10

6:20 am-10:23 pm

2 stops22h 03m

$1,493

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Sat 3/15

12:55 pm-2:00 pm

3 stops67h 05m

Palermo Punta Raisi

Sat 3/22

7:00 am-4:40 pm

3 stops39h 40m

$1,834

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Fri 6/13

1:00 pm-3:40 pm

2 stops19h 40m

Catania Fontanarossa

Mon 6/23

10:35 am-2:56 pm

2 stops35h 21m

$1,959

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Sat 3/15

12:55 pm-10:30 am

3 stops39h 35m

Lamezia Terme Intl

Sat 3/22

7:20 am-4:40 pm

3 stops39h 20m

$2,141

ChicagoLamezia Terme

MDW - SUF

MDWSUF

Chicago Midway

Tue 5/6

9:15 am-7:00 pm

3 stops26h 45m

$440

ChicagoCatania

MDW - CTA

MDWCTA

Chicago Midway

Tue 5/27

9:15 am-7:25 am

3 stops39h 10m

$440

ChicagoPalermo

MDW - PMO

MDWPMO

Chicago Midway

Wed 5/28

9:15 am-5:40 pm

3 stops25h 25m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 13 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.

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 January 30, 2025.
Delta
8.0
Very good
8,450 reviews

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

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
8,450 reviews
Delta
8.0
Very good
8,450 reviews

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

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.

KLM
7.8
Good
1,335 reviews
Delta
8.0
Very good
8,450 reviews

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

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
1,475 reviews
Delta
8.0
Very good
8,450 reviews

Food

7.3

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

8.0

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 - 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

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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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