Hunger and food insecurity take center stage in most debates in Africa, and in recent times with serious concerns about Nigeria. This study assessed food insecurity among farming households in rural Oyo State, Nigeria, using cross-sectional datasets from 211 farming households through a multi-stage sampling procedure. The Household Food Insecurity Access Scale (HFIAS) module was employed in assessing food insecurity status of farming households, and the ordered logit model (OLM) was used to analyze factors influencing food insecurity among farming households. The results revealed that 12.8% of the farming households were food secure while 87.2% had varying levels of food insecurity. The OLM results indicated that age, household head’s years of schooling, gender, farm size, farm experience, non-farm income, food expenditure, and access to extension service significantly influenced food insecurity among farming households. Based on the findings, efforts should be geared towards promoting households’ education-related intervention programs in order to improve their nutrition-related knowledge that can enhance their food security status. Additionally, there should be provision of rural infrastructural facilities such as piped water, rural electrification, and healthcare service that promote healthy living and enhance households’ agricultural productivity.