🔥 Super Cup up for grabs: three reasons to back Napoli, three for Milan 👀

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·18 December 2025

🔥 Super Cup up for grabs: three reasons to back Napoli, three for Milan 👀

Napoli and Milan open the Italian Super Cup semifinals tonight. On one side is Conte, on the other Allegri.

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Whoever reaches the final can lift a trophy; whoever is eliminated returns to Italy earlier. This latter scenario doesn’t seem so bad when viewed from Conte’s perspective, whose history suggests that events like the Super Cup and Coppa Italia have represented more of a nuisance than real opportunities.

🔴⚫️ Why Milan Will Win

The Rossoneri—aside from the draw with Sassuolo—are experiencing a stronger period compared to Napoli. The new Allegri era is working, and so far, they haven’t lost any big matches;
Absences weigh heavily—indeed—on Napoli’s side. While Milan will also have to do without some key players like Gabbia and Leão (though the Portuguese could come on during the match), in addition to Gimenez, Conte does not have De Bruyne, Anguissa, Lukaku, and probably Juan Jesus and Olivera available;
Allegri’s desire to lift the first trophy of his second tenure could make the difference. Not that Conte doesn’t want to win—on the contrary. But at this point in the season, the Napoli coach would probably have preferred to stay at Castel Volturno to prepare for the league match.

🔵⚪️ Why Napoli Will Win

The head-to-head record between the two coaches favors Conte: five wins and two draws in nine previous meetings with Allegri, although the last one—in September—went to Max;
Two consecutive defeats against Udinese and Benfica mean that Napoli cannot afford a third loss in just a few days across three different competitions. They need to bounce back immediately, otherwise someone might even start talking about a crisis...
Napoli rarely messes up these kinds of matches. Except for the defeat against Milan at San Siro, this year the Italian champions have collected 12 points in the league from clashes with Atalanta, Roma, Juve, and Inter. When the stakes are high, so is the team’s level.

This article was translated into English by Artificial Intelligence. You can read the original version in 🇮🇹 here.

📸 Marco Luzzani - 2025 Getty Images