Soil physical properties can be related to other soil properties and crop yields, but their evaluations as soil health indicators relating to extensive soil properties and long-term crop yields need further exploration. We evaluated the long-term (14 and 36 year) effect of cropping systems and N fertilizations on selected soil physical properties and related them to 66 soil physical, chemical, biological, and biochemical properties and mean crop yields across years at two dryland farming sites in the semiarid region of the northern Great Plains, USA. Treatments were rotations of no-tillage and conventional tillage spring wheat (Triticum aestivum L.), barley (Hordeum vulgare L.), pea (Pisum sativum L.), and fallow with or without N fertilization. Soil samples collected in April 2019 were analyzed for physical, chemical, biological, and biochemical properties and mean crop yields were determined. The average slake aggregate (ASA), wet aggregate stability index (WASI), and intact core available water holding capacity (IAWHC) were associated with most soil physical, chemical, biological, and biochemical properties and clay concentration was associated with nutrient concentrations. These parameters were also better related to mean crop yields across years than other soil physical properties. Because of the enhanced relationship with soil properties and crop yields and simple and inexpensive measurement, ASA can be used as a potential soil health indicator in dryland cropping systems in semiarid regions.