Background/Objectives: The severity of coronary artery disease (CAD) depends on several factors. Oxidative stress contributes to the oxidation of lipoproteins, thereby promoting ischemic events (IEs) and damaged blood vessels (DBVs). This study aimed to compare biochemical variables and levels of oxidized lipoproteins in CAD patients stratified by the number of IEs and DBVs. Methods: A cross-sectional study was performed, including 51 patients diagnosed with CAD. Serum oxidized lipoproteins were measured by ELISA. Results: CAD patients with ≥2 IEs and ≥2 DBVs showed higher oxLDL levels than those with one IE and one DBV (8293.35 ng/mL [7131.32–9287.39] vs. 6474.26 ng/mL [5374.52–7574.01], p = 0.029). OxLDL levels were positively associated with the number of IEs (r² = 15.2, B = 0.142 [0.046–0.239], p = 0.005) and DBVs (r² = 19.2, B = 0.196 [0.018–0.374], p = 0.020). Conclusions: This study identified a positive association between elevated serum oxLDL levels and the presence of ≥2 IEs and ≥2 DBVs in CAD patients.