Background: Breast cancer is the most prevalent malignancy in women globally, with histological and cytological grading systems playing a critical role in determining tumor aggressiveness and guiding treatment strategies. This study aimed to evaluate the concordance between histological grades and three cytological grading systems—Robinson’s, Fisher’s, and Howells—and to assess the prevalence of invasive ductal carcinoma (IDC) and lymphovascular invasion (LVI) among breast cancer patients. Methods: A retrospective analysis of 60 breast cancer cases was conducted, examining the correlation between histological grades and cytological grading systems using Kendall’s tau-b and Spearman correlation coefficients. The distribution of tumor grades, LVI status, and histological subtypes, including IDC, was analyzed. Statistical significance was determined using Chi-square tests. Results: The strongest concordance with histological grades was observed for Robinson’s grade (Kendall’s tau-b = 0.655, Spearman r = 0.692). Grade 2 tumors were most prevalent, accounting for 55% of cases across grading systems. IDC was the predominant subtype, representing 95% of cases. LVI was present in 30% of patients, underscoring its prognostic importance. Conclusion: This study validates the reliability of Robinson’s grading system in aligning with histological grades and highlights the clinical relevance of LVI and IDC in breast cancer prognosis. These findings reinforce the importance of standardized grading systems in improving diagnostic accuracy and guiding personalized treatment approaches.