We examined the efficacy of serial ilioinguinal nerve blocks using ultrasound guidance for management of chronic inguinal pain secondary to persistent ilioinguinal neuralgia in adolescents. This case series consists of two adolescents who had persistent inguinal pain secondary to ilioinguinal neuralgia who were treated with conventional pain medications that did not relieve the pain. One patient had pain immediately following surgery while the other had pain several months after an injury. Serial ilioinguinal nerve blocks were performed with local anesthetic solution using ultrasound guidance in an outpatient setting. Both the adolescents had complete relief of pain symptoms and were able to resume normal activities. There were no adverse effects associated with the blocks. Performance of serial ilioinguinal nerve blocks using ultrasonography in an outpatient setting in adolescents and adolescents with ilioinguinal neuralgia may reduce pain and allow these adolescents to resume their normal activities.