Chiral halide perovskite nanocrystals have many applications in next-generation optoelectronic devices due to their interaction with polarized light. Through careful selection of chiral organic surface ligands, control over the circular dichroism (CD) and circularly polarized luminescence (CPL) of these materials can be achieved. However, while recent developments of CD-active perovskites have seen significant advances, effective CPL remains a challenge. Here, colloidal perovskite nanoplatelets are synthesized exhibiting room temperature CPL with dissymmetry factors up to glum = 4.3 × 10−3 and gabs = 8.4 × 10−3. Methylammonium lead bromide nanoplatelets are synthesized with a mixture of chiral dimethylbenzylammonium ligands and achiral octylammonium ligands, the precise ratio of which is shown to be critical to achieving high g-factors. The competitive binding of these surface ligands is investigated using 1H NMR, and an equilibrium model is used to demonstrate the ligand affinity. The magnitude of CPL and CD is quantitatively shown to exhibit a linear correlation, such that glum = 0.40 × gabs. Last, by screening several amines with close structures, it is shown that subtle differences in ligand structure have significant impact on the resulting nanoplatelets CD signal. These findings provide new insights for the effective design of perovskites exhibiting CPL and facilitate the development of high-performance devices based on circularly polarized luminescence.