This study aimed to evaluate the association between learning difficulties and self-esteem in adolescents in northern Chile. The study sample comprised 116 students aged 13-17 years from government-subsidized schools. The Child and Adolescent Assessment System (SENA) was used to measure the variables considered in this study. The results showed that learning and school problems were able to predict 16% (F = 6.416; p = 0.000; R[superscript 2][subscript a] = 0.16) of self-esteem variance. It seems that students who present difficulties in their learning process are more vulnerable to not appreciating their qualities and feeling less proud of themselves, which could decrease their self-esteem. These findings should inform the design of future psychoeducational interventions that promote healthy self-esteem.