Aim: The study aims to assess the prevalence of dysmenorrhea and its associated factors among females in District Meerut. It explores demographic, menstrual, pain-related, lifestyle, and medical history factors contributing to dysmenorrhea severity, with the goal of identifying potential interventions for better menstrual health management. Materials and Methods: A cross-sectional study was conducted at a tertiary care hospital in Meerut, including 110 female participants aged 15–45 years. Participants were selected using simple random, stratified, or convenience sampling. A structured questionnaire was used to collect data on demographic details, menstrual history, pain characteristics, lifestyle factors, and medical history. Data were analyzed using SPSS 25.0, employing descriptive statistics, chi-square tests, and logistic regression to assess associations between dysmenorrhea and various factors. A p-value of <0.05 was considered statistically significant. Results: The study found that 75.45% of participants experienced dysmenorrhea, with 50.00% reporting moderate pain and 20.00% experiencing severe pain. Menstrual irregularity was present in 30.00% of participants. Common associated symptoms included headache (27.27%), nausea (23.64%), vomiting (19.09%), and fatigue (18.18%). Lifestyle factors such as physical activity (77.27%), diet (66.36% balanced), stress (64.00% moderate to high), smoking (49.09%), and alcohol consumption (55.45%) were examined for their impact on dysmenorrhea severity. A history of gynecological conditions (56.96%) and family history of dysmenorrhea (58.13%) were also noted as contributing factors. Conclusion: Dysmenorrhea is a prevalent condition among females, significantly affecting their daily lives and well-being. Hormonal imbalances, menstrual irregularities, lifestyle habits, and genetic predisposition contribute to its severity. Increased awareness, lifestyle modifications, and medical interventions are necessary to improve dysmenorrhea management. Future studies should focus on developing targeted public health strategies to enhance menstrual health and quality of life.