According to Relevo and Fabrizio Romano, Milan was nearing a deal to extend Pulisic's contract through 2028 with an option for a further year. The agreement would include a raise to a salary near €4-5m net per year, putting Pulisic among the club's highest earners.

Italian journalist Nicolo Schira reports that Pulisic is close to agreeing a contract extension with Milan, tying him to the club until 2029 and netting him an annual salary of more than $5 million. If he sees out the deal, Pulisic will remain with Milan for the remainder of his 20s.