Hi, good to see your first post here @brendo.itue!
The best way to tackle this is usually to store this information in the User data item. For example, by using a reference to the Season (if the Season is a data item). If Season is a pick list, you can actually just use text (comparing text to a pick list will work).
Then, in your user flow you can find the user’s active Season under Current user. An article that may be useful for your case is this one: Storing data in a user profile.