The integration of Agroecological Service Crops (ASCs) into agroecosystems can provide several ecological services, such as nutrient cycling and disease and weed management. A two-year experiment on an organic orchard was carried out to compare barley (B) and horse bean (HB) ASCs with a control without ASC (Cont) in combination with fertilizers. Their effects on soil fertility and weed- and soil-borne fungi communities were evaluated by direct measurements, visual estimation, and indicators computation. A Principal Component Analysis (PCA) was used to identify latent patterns and redundancy among variables, whereas a correlation analysis was used to discriminate the compared systems within the PCA matrix. The empirical results of this study put in evidence the correlation among soil, weed, and fungal variables. A slight contribution of fertilizers on the system’s variability was observed, whereas a clear effect of ASCs was highlighted. The systems differed in weed communities, with the lowest density associated to B and the highest to Cont. B showed the highest fungal diversity, with changes in community compared to HB. HB showed a contribution on soil fertility, being associated to organic matter increase and N availability, and evidencing mixed impacts on soil quality and ecosystem functioning. Overall, the above-ground diversity and below-ground community results were inter-correlated.