Napoli vs AC Milan in Supercoppa Semifinal

Napoli and AC Milan are set to clash in the Supercoppa Italiana semifinal on Thursday evening in Riyadh, Saudi Arabia, as both Italian powerhouses vie for a spot in the final of the expanded four-team tournament. The reigning Serie A champions Napoli, managed by Antonio Conte, face the defending Supercoppa holders AC Milan under Massimiliano Allegri at Al-Awwal Park, with the winners advancing to meet either Bologna or Inter Milan in Monday's showdown.

The match marks the first-ever Supercoppa encounter between these two clubs, who sit closely in the Serie A standings: Milan in second place, one point ahead of third-placed Napoli and two behind leaders Inter. Napoli enter on the back of two straight defeats, a 2-0 loss to Benfica in the Champions League last week followed by a 1-0 Serie A setback against Udinese on Sunday. Those results highlight ongoing struggles away from their Stadio Diego Armando Maradona home, where they have lost seven of nine matches this season, including all four road defeats under Conte. Despite a strong unbeaten run at home last year, Napoli's form has faltered amid a congested schedule, ending a five-game winning streak across competitions.