The advent of collaborative and soft robotics has reduced the mandatory adoption of safety barriers, pushing human–robot interaction to previously unreachable levels. Due to their reciprocal advantages, integrating these technologies can maximize a device’s performance. However, simplifying assumptions or elementary geometries are often required due to non-linear factors that identify analytical models for designing soft pneumatic actuators for collaborative and soft robotics. Over time, various approaches have been employed to overcome these issues, including finite element analysis, response surface methodology (RSM), and machine learning (ML) algorithms. Based on the latter, in this study, the bending behavior of an externally reinforced soft pneumatic actuator was characterized by the changing geometric and functional parameters, realizing a Bend dataset. This was used to train 14 regression algorithms, and the Bilayered neural network (BNN) was the best. Three different external reinforcements, excluded for the realization of the dataset, were tested by comparing the predicted and experimental bending angles. The BNN demonstrated significantly lower error than that obtained by RSM, validating the methodology and highlighting how ML techniques can advance the prediction and mechanical design of soft pneumatic actuators.