With the transfer window now closed, the focus shifts back to the pitch as the Coppa Italia quarterfinals take center stage. Milan and Roma meet again at San Siro, just weeks after their 1-1 draw in December, a match that ultimately ended Paulo Fonseca’s tenure with the Rossoneri. Since then, both teams have undergone major changes, bringing in new leadership and reigniting their ambitions.
Milan turned to Sergio Conceição in search of stability, and the Portuguese coach has already secured the Italian Super Cup while recording a mixed set of results: five wins, two draws, and two defeats. Despite some positive performances, the team still shows signs of vulnerability, but their winter signings could provide the turning point they need.
Roma also underwent a transformation, calling on the experience and tactical expertise of Claudio Ranieri after parting ways with Daniele De Rossi and Ivan Juric. The Giallorossi have since found a strong rhythm, losing just once in their last seven games—a Europa League setback against AZ Alkmaar—while picking up four wins and two draws.
Both teams come into this match off the back of league stalemates but with contrasting emotions: Milan let a victory slip away in stoppage time against Inter, while Roma salvaged a last-gasp equalizer against Napoli. This time, however, there will be no room for another draw. If the score remains level after 90 minutes, the match will go straight to penalties to decide who moves on to the semifinals, where the winner will face either Inter or Lazio.
Conceição welcomes back Fofana from suspension and is expected to hand an immediate debut to new signing Santiago Gimenez. The Mexican striker could start up front, while Joao Felix is likely to begin on the bench, though his inclusion later in the game remains a possibility. In defense, Gabbia might replace either Tomori or Pavlovic, with Musah set to feature in midfield alongside Reijnders and Leao in an advanced role. Pulisic will complete the attacking setup.
Ranieri, who rotated his squad against Napoli, will restore Hummels to the starting XI and field Rensch in place of the suspended Mancini. Paredes and Kone will anchor the midfield, with former Milan winger Saelemaekers occupying the right flank. Up front, Dybala and Pellegrini will support lone striker Dovbyk.