Accurately predicting delivery timelines in the e-commerce industry is a complex challenge due to various factors.A machine learning system utilizing the Olist e-commerce dataset was developed to forecast delivery times with high accuracy.Challenges include extreme variability, geographic complexity in Brazil, and non-linear relationships affecting delivery predictions.A multi-layered approach involving meticulous data preparation, feature engineering, and advanced modeling strategies was implemented.A region-specific clustering model identified three distinct delivery regions: Business Centers, Mid-Tier Regions, and Remote Areas.Specialized XGBoost models tailored to each cluster improved prediction accuracy significantly.The system also quantified prediction uncertainty, transforming point estimates into probability distributions.Results showed dramatic improvement in prediction accuracy, particularly in Business Centers compared to Remote Areas.An interactive chatbot interface was developed to make complex predictions accessible to business users.The system offers benefits like smarter promise dates, region-specific strategies, and operational optimization for businesses.Future research directions include temporal modeling, external data integration, online learning, and causal modeling.