This study determined the concentrations and seasonal variations of phthalate esters (PAEs) in water and sediment samples of the receiving stream within the vicinity of the Obafemi Awolowo University, Ile-Ife dumpsite. The objective of this study was to evaluate the pollution status of the study area by determining the levels of PAEs in water and sediment samples. This assessment aimed to understand the presence and extent of phthalate ester pollution in the study area. Water and sediment samples were collected from six selected stations along the receiving stream for analysis that included one upstream and five downstream points for four months during both wet season and dry season. The liquid-liquid extraction (LLE) method was employed to extract PAEs from the water samples collected, while microwave extraction method was optimized for their extraction in sediment samples. Quantification of the PAEs was conducted using Gas Chromatography coupled with a quadrupole Mass Spectrometer (GC-MS) in this study. The mean concentration of phthalates varied in the water and sediment samples. In the water samples, the phthalate concentrations ranged from 1.88 ± 0.16 μg/L for diethyl phthalate to 15.74 ± 0.33 μg/L for di(2-ethylhexyl phthalate) (DEHP). Also, butylbenzyl phthalate and DEHP will pose potential carcinogenic risks when used for bathing and drinking purposes, due to their relatively higher carcinogenic risk values. In the sediment samples, the concentrations ranged from 0.09 ± 0.02 mg/kg for dimethyl phthalate to 14.27 ± 1.76 mg/kg for di(2-ethylhexyl phthalate). The seasonal variation analysis of PAE congeners revealed that higher levels were observed during the dry season in the collected samples. The study concluded that the stream was heavily contaminated with di(-2-ethylhexyl)phthalate at levels that gave cause for human health and environmental concerns.