When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 11 days in advance, which can save you up to 121% on flights from Chicago Midway Airport to Sicily compared to booking the week you need them. Waiting 11 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $628. For sooner than that we have options available in the next 3 days from $1,393.
Our data shows that January tends to be the cheapest month to fly to Sicily from Chicago Midway Airport. Users have commonly found prices around $1,189 for the month, but tickets can be as low as $680. Due to multiple factors, prepare for potentially higher prices in August.
When flying from Chicago Midway Airport to Sicily, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$1,090 - $1,506
Route
Depart
Return
Price
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週四 8/22
2 stops16h 15m
Palermo Punta Raisi
週四 8/29
2 stops33h 38m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週六 7/13
2 stops14h 35m
Palermo Punta Raisi
週六 8/24
2 stops33h 38m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週三 7/10
2 stops15h 31m
Palermo Punta Raisi
週六 7/27
2 stops21h 21m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週一 6/24
2 stops21h 56m
Palermo Punta Raisi
週三 7/24
2 stops17h 25m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週五 10/11
2 stops21h 25m
Palermo Punta Raisi
週六 10/19
2 stops17h 53m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週二 6/4
2 stops18h 04m
Palermo Punta Raisi
週二 6/11
2 stops17h 34m
Chicago MidwayCatania Fontanarossa
MDW - CTA
MDWCTA
Chicago Midway
週一 6/3
2 stops20h 53m
Catania Fontanarossa
週四 6/13
2 stops18h 04m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週一 6/3
2 stops21h 53m
Palermo Punta Raisi
週四 6/13
2 stops17h 54m
Chicago MidwayPalermo Punta Raisi
MDW - PMO
MDWPMO
Chicago Midway
週五 9/6
2 stops21h 19m
Palermo Punta Raisi
週日 9/15
2 stops21h 24m
No data available for this route at this time. Please check back soon.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Crew
Overall
Food
Boarding
Comfort
Entertainment
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Cheapflights makes it easy to find Midway to Sicily flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.
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Need flexible booking options for your flight to Sicily from Midway? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.
Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Sicily from Midway today and book when prices fit your budget.