This paper presents the results of a built Decision Support System (DSS). The main scope of the proposed approach was to solve a Bi-Objective Highly-Constrained AirCrew Rostering Problem (BO-HCACRP). To tackle this problem, we designed a new meta-heuristic based on the Variable Neighborhood Search (VNS). We aimed to satisfy the flight crew members through balancing both the number of occurrences per destination and the total layover of all the planned rotations. To ensure a good exploration of the search space, a two-level mathematical formulation is stated: we started with a well-constructed initial solution solved with the Generalized Assignment Problem (GAP). To tend towards the optimality of the proposed approach, an improved solution through variable neighborhood structures is generated. All the used instances are real world applications provided by the tunisian airline company TunisAir. Experimental investigation proved the effectiveness and the efficiency of the proposed approach.