This research aims to explain teacher’ strategy to enhance students’ speaking proficiency using songs and to describe the students’ engagement towards the teacher’s strategies. This study employed qualitative and descriptive research design. The data collection technique used observation checklist, interview, documentation. The research participants are teacher and 7th D Graders at SMP Negeri 44 Semarang. To analyze the data, the researcher used data reduction, data display, and conclusion or interpretation. The findings of this research show that the teacher used one strategy in teaching speaking using songs. When using music in the classroom to teach speaking, the teacher outlines three processes: preparation, application, which is broken down into pre-activity, while-activity, and post-activity steps, and the final evaluation. By doing this, students' memory is better able to recall vocabulary, which facilitates their ability to communicate more clearly. The students’ engagement toward the teacher’s strategy making students more enthusiastic. Furthermore, motivation is needed by the teacher to improve their understanding of the speaking activities they have mastered, In addition, the class is fun and meaningful. The engagement of using song media can be felt by students because they feel interested in continuing to learn and speak English wherever they are. They can listen the songs, so besides that, they can learn. Based on the findings, it hopes that this research can be useful for future researchers who wants to study on teaching strategies in English especially in speaking.