Milan Could Revive January Moves for Tiago Gabriel and Endrick
Milan may return for Lecce defender Tiago Gabriel and Real Madrid forward Endrick in the January transfer window. The Rossoneri failed to sign both players in the summer, despite Gabriel being a top center-back target and Endrick being on their shortlist. Endrick's limited role under Jose Mourinho could make a midseason move possible, while Gabriel remains an attainable option through agent Jorge Mendes.
Milan's summer rebuild under Ruben Amorim continued after a painful finish to 2025/26. Goncalo Ramos arrived from Paris Saint-Germain for a club-record €74m, while Diego Moreira and Mario Gila cost nearly €85m combined. Another centre-back remained a priority, with Goncalo Inacio and Tiago Gabriel among leading options.
Endrick also featured on Milan's wish list, but Real Madrid kept him. Omari Hutchinson joined on loan from Nottingham Forest as cover. Lecce rejected a late Gabriel bid; the 21-year-old, advised by Jorge Mendes, may be revisited. Endrick has struggled for minutes under Jose Mourinho, making a winter exit possible.
For supporters, a January double deal could reshape Milan's season and expectations, while Lecce and Real Madrid may face squad adjustments. Gabriel's possible move could affect Mendes's influence and Lecce's defensive plans; Endrick's move may impact his development and Madrid's attacking depth. The wider transfer market may see inflated winter fees, with fans and clubs in Italy and Spain most directly affected.