Three players agreed departures from Estudiantes in June 2019, with Ezequiel Miranda heading to Deportivo Paraguayo while Nicolás Talpone and Fernando Evangelista joined Atlanta and Aldosivi respectively.
[2][3][4] Daniel Sappa and Gastón Gil Romero were both loaned out, to Arsenal de Sarandí and Aldosivi, on 24 June - the former having an optional six-month recall clause.
[8][9] On that same day, the club announced a transfer agreement had been reached with Godoy Cruz for midfielder Ángel González; subject to contract terms and a medical.
[31][32] Estudiantes played their first official fixture of 2019–20 on 20 July, subsequently eliminating Primera B Nacional's Mitre from the Copa Argentina after netting two unanswered goals at the Estadio Coloso del Ruca Quimey in Cutral Có.
[33] Matías Pellegrini, who had scored in the aforementioned cup tie, agreed terms for a departure on 23 July as the left midfielder penned a deal with new Major League Soccer franchise Inter Miami.
[42] Estudiantes suffered a defeat on matchday two in the Primera División, as Banfield narrowly beat them at the Estadio Florencio Sola on 4 August.
[43] Two days later, goals from Mateo Retegui and Francisco Apaolaza helped them beat their academy in an exhibition match; intended for the players who didn't feature against Banfield.
[51] Estudiantes lost for the third time in four fixtures on 30 August, as Lucas Robertone's goal condemned them to defeat versus Vélez Sarsfield.
[105] Win Draw Loss The Estadio Coloso del Ruca Quimey in Cutral Có would serve as the setting for Estudiantes' round of thirty-two tie in the Copa Argentina against Mitre - at Alianza's home venue, therefore neutral for both sides on 20 July - as is customary.