South American rivers have become intensely affected by the construction of hydroelectric dams that block the river’s connectivity for migratory fish species. In order to mitigate the problems caused by dams and to reestablish connections between habitats, fishways are implemented. Fishways are structures that aid fish in overcoming obstacles and help preserve migratory, reproductive, and feeding routes. This study performed an inventory of all hydropower plants—present and future—in the Upper Paraná River, with the objective of identifying fishways unknown to scientific literature, as well as the task of mapping them. By doing so, the current situation of structural connectivity via fishways in the Upper Paraná River Basin was described. Overall, 389 dams along 209 rivers were identified; of these, only 9% (35 dams) have fishways. In addition, an alarming explosion of future medium-sized hydropower plants was observed, with an expectation of an almost 500% increase in relation to those existing. This data reveals a trend of reduction of free-flowing river stretches, which are crucial habitats for Neotropical potamodromous species, and point to a deficiency in the structural connectivity of existing hydropower dams. Furthermore, if the implementations of these expected constructions are associated with limited connectivity as a result of the absence of fishways, the management of fisheries and their resources in the Upper Paraná River may become unsustainable.