Agriculture has always been the most crucial pioneer for developing countries. Providing clean, healthy, accessible food is becoming a compelling challenge for future farmers. Existing agricultural systems are under threat because of the climate crisis, increasing population, and migration to urban areas. Food security (FS) is one central transformation area to reach sustainable and resilient development. Consequently, in this paper, the main target is to create a comprehensive evaluation environment to detect the most critical enablers of FS in sustainable agri-food chains. The enablers are derived from literature and experts’ opinions to create an index for essential facilitators for the FS. A framework based-on fuzzy linguistic measures is presented. The 2-Tuple linguistic (2-TL) model is chosen to be used with multi-criteria decision-making (MCDM) tools. The 2-TL model is a linguistic-based analytical approach that can eliminate information loss during translation. Finally, a real case study is presented to determine the applicability of the suggested methodology and show the managerial implications.