Okay I know this is a couple months old but something similar happened to me! I was aiming for Aniva's route but I progressed a bit of Salinger's route and the game kept repeating Wednesday. So I loaded a previous save file where I hadn't talked to Salinger and only talked to Aniva + didn't progress any other routes and the problem was fixed. I think that you need to focus on one person, it's okay to progress a little with other people but you need to focus on one person because you can only have one weekend event with one person.