Food security is a critical challenge in Kenya, with approximately half of the population living in poverty and about 7.5 million, in extreme poverty. This is undermined by challenges in the fresh produce supply chain, such as poor market access and high food loss rates, which adversely affect nutrition outcomes. This study examines the impact of digital supply chain optimization encompassing digital logistics integration, digital market linkages, digital traceability, digital transparency and information sharing, on food security. Grounded under systems theory, the study employed a cross-sectional design. Data was collected from 319 stakeholders via questionnaires and interviews, analyzed using SPSS Version 28 for descriptive and regression statistics, and content analysis for qualitative insights. The findings indicated that digital logistics integration had the strongest positive impact through improved delivery efficiency and reduced post-harvest losses. Digital market linkages showed significant influence, facilitated by mobile platforms, though adoption was constrained by low digital literacy and unreliable internet. Digital traceability systems had limited adoption due to infrastructural barriers, while digital transparency enhanced decision-making but lacked a regulatory framework. Analysis of qualitative insights highlighted stakeholder demand for lowtechnology solutions. Recommendations set out include the establishment of community Wi-Fi hubs, implementation of SMS-based tools, provision of digital literacy programs and creation of farmer cooperatives to facilitate the scaling of digital interventions. This research makes a contribution to Sustainable Development Goal 2 (Zero Hunger) and Kenya's Food and Nutrition Security Policy, highlighting strategies for urban food systems in low-resource settings.