In the last decade, the Poincaré conjecture has probably been the most famous statement among all the contributions of Poincaré to the mathematics community. There have been many papers and books that describe various attempts and the final works of Perelman leading to a positive solution to the conjecture, but the evolution of Poincaré’s works leading to this conjecture has not been carefully discussed or described, and some other historical aspects about it have not been addressed either. For example, one (...) question is how it fits into the overall work of Poincaré in topology, and what are some other related questions that he had raised. Since Poincaré did not state the Poincaré conjecture as a conjecture but rather raised it as a question, one natural question is why he did this. In order to address these issues, in this paper, we examine Poincaré’s works in topology in the framework of classifying manifolds through numerical and algebraic invariants. Consequently, we also provide a full history of the formulation of the Poincaré conjecture which is richer than what is usually described and accepted and hence gain a better understanding of overall works of Poincaré in topology. In addition, this analysis clarifies a puzzling question on the relation between Poincaré’s stated motivations for topology and the Poincaré conjecture. (shrink)