Background/Objectives: To evaluate an end-to-end pipeline for normo-fractionated prostate-only and whole-pelvic cancer treatments that requires minimal human input and generates a machine-deliverable plan as an output. Methods: In collaboration with TheraPanacea, a treatment planning pipeline was developed that takes as its input a planning CT with organs-at-risk (OARs) and planning target volume (PTV) contours, the targeted linac machine, and the prescription dose. The primary components are (i) dose prediction by a single deep learning model for both localizations and (ii) a direct aperture VMAT plan optimization that seeks to mimic the predicted dose. The deep learning model was trained on 238 cases, and a held-out set of 86 cases was used for model validation. An end-to-end clinical evaluation study was performed on another 40 cases (20 prostate-only, 20 whole-pelvic). First, a quantitative evaluation was performed based on dose–volume histogram (DVH) points and plan parameter metrics. Then, the plan deliverability was assessed via portal dosimetry using the global gamma index. Additionally, the reference clinical manual plans were compared with the automated plans in terms of monitor unit (MU) numbers and modulation complexity scores (MCSv). Results: The automated plans provided adequate treatment plans (or minor deviations) with respect to the dose constraints, and the quality of the plans was similar to the manual plans for both localizations. Moreover, the automated plans showed successful deliverability and passed the portal dose verification. Despite higher median total MUs, no statistically significant correlation was observed between any of the gamma criteria tested and the number of MUs or MCSv. Conclusions: This study shows the feasibility of a deep learning-based fully automated treatment planning pipeline that generates high-quality plans that are competitive with manually made plans and are clinically approved in terms of dosimetry and machine deliverability.