The soil’s behavior is significantly affected by the interactions at the soil-atmosphere-vegetation boundary. For some soils, near vertical drying shrinkage cracking is common and can extend to a significant depth. Such cracks influence the overall moisture dynamics between seasons and affect the behavior of soil and structures built on/in them. In areas with expansive soils, moisture change-related ground movement can be magnified due to the presence of cracks. Some examples of vulnerable structures include soil slopes, pavements and lightweight structures like residential building footings, water mains, and sewer lines. Using numerical tools, this study examines the changes in moisture distribution and resulting suction profiles due to the presence of cracks of different geometries and dimensions. The crack geometries were selected based on field observations. A finite element program, SEEP/W was used to simulate the saturated–unsaturated flow behavior. Numerical analyses showed significant changes in suction profiles and as a result ground movement is likely due to the presence of cracks.