The growing number of students with Learning Disabilities (LD) who are granted test accommodations raises many theoretical questions with educational implications. The aim of the current study is to examine levels of positive affect as an indicator of wellbeing among students with LD who receive test accommodations and to identify the mediating role of personal resources such as academic self-efficacy, hope, attitudes towards test accommodations and loneliness. Two groups of junior high school students (157 students with LD and 278 typical development peers) completed questionnaires about their attitudes towards test accommodations, their positive affect, academic self-efficacy, loneliness and hope. Results indicate that students with LD who are entitled to test accommodations reported lower levels of academic self-efficacy, hope and positive affect compared to their typical development peers. A serial multiple mediation analysis demonstrates that personal resources as well as attitudes fully mediated the relations between receiving such accommodations and positive affect. This study offers unique, though preliminary, findings about the important relations between receiving test accommodations and attitudes about them, positive affect and personal resources by providing a deeper look at the complexity of the relations between the factors that predict students' wellbeing.