Initial cracking pressure and locations are important parameters in conducting cross-measure hydraulic fracturing to enhance coal seam permeability in underground coalmines, which are significantly influenced by in-situ stress and occurrence of coal seam. In this study, stress state around cross-measure fracturing boreholes was analyzed using in-situ stress coordinate transformation, then a mathematical model was developed to evaluate initial cracking parameters of borehole assuming the maximum tensile stress criterion. Subsequently, the influences of in-situ stress and occurrence of coal seams on initial cracking pressure and locations in underground coalmines were analyzed using the proposed model. Finally, the proposed model was verified with field test data. The results suggest that the initial cracking pressure increases with the depth cover and coal seam dip angle. However, it decreases with the increase in azimuth of major principle stress. The results also indicate that the initial cracking locations concentrated in the second and fourth quadrant in polar coordinate, and shifted direction to the strike of coal seam as coal seam dip angle and azimuth of maximum principle stress increase. Field investigation revealed consistent rule with the developed model that the initial cracking pressure increases with the coal seam dip angle. Therefore, the proposed mathematical model provides theoretical insight to analyze the initial cracking parameters during cross-measure hydraulic fracturing for underground coalmines.