Flooding is an increasingly complex challenge in urban spaces due to climate induced extreme weather events, including intense rainfall. Toronto, Canada’s largest metropolitan area, faces exacerbated risks of flooding and flood related dangers due to the large area of impermeable surfaces and aging infrastructure. Climatic shifts have begun overwhelming aged grey infrastructure (e.g., traditional stormwater management systems composed of pipes, culverts, and sewers), leading to frequent and severe flooding. Much of the published research available applies to small-scale applications of blue-green infrastructure (BGI) assets, such as urban stormwater wetlands, green roofs, and bioswales. The overall objective of my study is to identify strengths and weaknesses within Toronto’s stormwater management systems during historical flood events, and to assess Toronto’s applicability towards an expansive interconnected system of BGI as a mitigation strategy to its flooding. Using current research on BGI applications and predictive precipitation event modeling using Storm Water Management Model (SWMM), this study will cross-compare four case study locations in Toronto that have faced urban flooding events in the past. Each of the four case study locations depicts a different infrastructure style, including transportation roadways, the downtown core, and two different residential/recreational areas, providing comparative analyses of each area’s performance under climate change induced heavy precipitation events with and without BGI. The anticipated result of this study is empirical evidence towards BGI as a unique flooding mitigation method for Toronto, offering multifaceted, systematic solutions to managing urban drainage.