Online food delivery (OFD) represents a rapidly evolving e-business application that leverages cloud computing data centers, playing a crucial role in meeting the demands of urban lifestyles. With diverse order fulfillment features and increasing expectations for service quality, the task of effectively assigning riders for timely long-distance, cross-regional deliveries presents a significant engineering challenge. Previous studies often relied on traditional rider allocation methods that fail to account for varying capacities, or they utilized non-intelligent systems that did not adequately address fluctuating order demands and service delays. In this study, we introduce a robust Mixed Integer Linear Programming (MILP) optimization framework designed to minimize the total service time and delivery cost for cross-regional orders. This framework divides a large OFD area into multiple regions and utilizes both transfer vehicles and riders to optimize deliveries. To enhance the predictive accuracy of our model, we incorporate advanced machine learning techniques. Specifically, we employ the Long Short-Term Memory (LSTM) model to forecast regional order demands accurately, reflecting the dynamic nature of the marketplace. Additionally, Extreme Gradient Boosting (XGBoost) is tailored to dynamically predict travel times from restaurants to customer locations, facilitating more precise scheduling and resource allocation within the MILP framework. These machine learning techniques significantly bolster the MILP framework by providing detailed, accurate predictions that improve decision-making processes and adaptability to real-time conditions. Acknowledging the complexity of this optimization problem, we further enhance our approach by integrating a meta-heuristic algorithm, Adaptive Large Neighbor Search (ALNS), which efficiently assigns orders to the appropriate transfer vehicles and riders within polynomial time. Our Cross Regional Online Food Delivery (XROFD) system is meticulously designed to optimize both customer satisfaction and rider incentives. Simulation experiments confirm that the XROFD system not only reduces service times and delivery costs but also markedly enhances customer satisfaction and provides superior incentives for riders, outperforming existing state-of-the-art methods.