Patching of flexible pavements is one of the most important functions of pavement maintenance. Although finite element modeling has become commonplace in the world of pavement engineering, modeling has not yet been significantly leveraged for maintenance applications which improve safety, ride quality, and pavement service life. The objective of this study was to model viscoelastic properties of pavement and patching materials to determine the effect of various repair factors on pavement performance using the finite element method. Two types of models were simulated; the first model applied static loading to a surface layer fixed on a plate and the second model applied cyclic traffic loading to a two-layered flexible pavement system. The results demonstrate the importance of patching using a semi-permanent method. The results also demonstrated the accumulated effect of repeated loading using a time-dependent material response. Results also indicated that a larger patching area resulted in less influence of the shape of the area, while a circular area proved superior to a conventional rectangular patch for sizes near the tire footprint and smaller than it.Different responses were observed depending on the type of patching material modeled, demonstrating the effect of material choice in maintenance applications. Finally, mesh optimization was performed to ensure appropriate mesh sizes are used in future studies to accurately represent the pavement layers and patches.