At the next meeting at the same Cerro Porteño visit the Estadio General Pablo Rojas where the club are defeated by 2–1, with goals from Dani Guiza and again Dos Santos, discounted for O'Higgins Pablo Calandria from a penalty kick. In the fifth round part to Colombia to face Deportivo Cali at Estadio Olímpico Pascual Guerrero, after a great performance again the historical Yerson Opazo shoots about 30 meters and marks one of the best goals in the Copa Libertadores 2014, finally discounts Néstor Camacho tied the game after they scored a goal seeps Paulo Garcés, ending the match 1–1. In the last match of the first round, O'Higgins returns to its stadium Estadio El Teniente after its renovation for the 2015 Copa América receiving a full stadium, after a great match Brazilian referee Wilson Pereira Sampaio, marked hand to midfielder Leandro Somoza, but Agustín Marchesín saves penalty to Pablo Calandria, ending the game 0–0 and the "celestes" being eliminated from the cup. O'Higgins finished with 7 points relegated to third place in Group 3.