Turkish Super League matchday assignments have been criticized heavily over the years by the stakeholders with arguments regarding economic losses and performance issues. With the objective to improve upon the current scheduling effort by the federation, we develop a multi-objective approach to achieve dynamically fair matchday assignments throughout season that also accounts for the rest time between consecutive matches. Given the seasonal fixture, we develop a nonlinear binary integer program that is solved optimally for each round feeding information on previous rounds. Our results offer promising improvements over the existing schedule generating better results when a greater degree of weight is given to seasonal matchday distribution fairness rather than obtaining ideal rest time.