Assessment is central to teaching and learning, and recently there has been a substantive shift from paper-and-pencil assessments towards technology delivered assessments such as computer-adaptive tests. Fairness is an important aspect of the assessment process, including design, administration, test-score interpretation, and data utility. The Universal Design for Learning (UDL) guidelines can inform assessment development to promote fairness; however, it is not explicitly clear how UDL and fairness may be linked through students’ conceptualizations of assessment fairness. This phenomenological study explores how middle grades students conceptualize and reason about the fairness of mathematics tests, including paper-and-pencil and technology-delivered assessments. Findings indicate that (a) students conceptualize fairness through unique notions related to educational opportunities and (b) students’ reason about fairness non-linearly. Implications of this study have potential to inform test developers and users about aspects of test fairness, as well as educators data usage from fixed-form, paper-and-pencil tests, and computer-adaptive, technology-delivered tests.