This study investigates the impact of questioning strategies on enhancing the critical comprehension skills of junior high school students, particularly in the context of Gubat National High School in the Philippines. The research focuses on analyzing the different questioning techniques employed by English teachers to promote critical thinking, reading comprehension, and deeper engagement with the learning material. Using a qualitative case study approach, the study involved audio-recorded classroom observations and thematic analysis of teachers’ questioning strategies. The findings suggest that effective questioning, including sequential questioning, personal reflection, and higher-order thinking, can significantly improve students' ability to analyze, evaluate, and synthesize information. However, challenges such as over-reliance on lower-order questioning and insufficient student reflection were identified. Based on these results, the study recommends that teachers undergo professional development workshops to enhance their questioning techniques and foster a more interactive and engaging learning environment. Additionally, the study advocates for further research into the effectiveness of questioning strategies across different educational contexts and diverse student populations to optimize critical comprehension skill development. The findings underscore the essential role of teachers in facilitating cognitive growth and critical understanding among students.