The two dimensional problem of a layered tribological system(TiN/Steel) containing a vertical surface breaking crack and subject to rolling contact is considered in this study. Using finite elements and stress extrapolation method, a series of preliminary models are developed. Preliminary results indicate that the extrapolation technique is valid to determine Modes I and II stress intensity factors for cracks. In the case of TiN/Steel medium, KI and KII were determined for variations in crack length, layer thickness, and load location. The results show that KII reaches maximum values when the contact is adjacent to the crack where Mode I stresses are compressive. KII values decrease with decreased crack length and significantly decrease for reduced layer thickness.