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In this study, we investigate a routing problem in urban transportation which considers time-dependent travel time, multiple trips per vehicle, and loading time at the depot simultaneously. Its objective is to minimize the total travel distance while satisfying the time windows, vehicle capacity, and maximum trip duration constraints. We model the problem as a multi-trip time-dependent vehicle routing problem with time windows (MT-TDVRPTW). We formulate the time-dependent ready time function and duration function for any segment of consecutive nodes as piecewise linear functions and develop an iterative algorithm to derive them efficiently. Then, these two functions are embedded in the segment-based evaluation scheme to accelerate the local search operators. Based on them, we design a hybrid meta-heuristic algorithm to solve the problem, leveraging the adaptive large neighborhood search (ALNS) for guided …