Trees in urban environments provide essential ecosystem services, but root growth–pavement system conflicts often constrain tree longevity and degrade infrastructure performance. The study presents a conceptual model for green and grey infrastructure alignment to ensure tree longevity while maintaining pavement performance in the urban environment. Drawing on past research where roots were flattened when exposed to confining stresses greater than 0.35 MPa, we developed a series of finite element models in COMSOL Multiphysics to simulate root-induced stresses in concrete pavements under varying pavement thickness, base thickness, and root depth. Parametric analyses showed that an increase in root depth had the largest impact in reducing stress, followed by an increase in pavement thickness, then base thickness. Maximum single-root-induced stresses were approximately 0.55 MPa, below that of normal concrete flexural strength. From these results, design guidance is proposed for tree root accommodation and pavement in existing and new infrastructure, with emphasis on root growth enhancement, pavement durability, and cost-effectiveness measures.