A unique rippled nanographene consisting of 52 fused rings is presented in which six out‐of‐plane motifs are fully fused into a triangular aromatic surface with a size of approximately 2.5 nm. Three units of an unprecedented fully lateral π‐extended octabenzo5helicene together with three units of saddle‐shaped heptagonal rings are combined in a single structure, leading to a well‐soluble warped nanographene. The two diastereomeric pairs of possible enantiomers were isolated, and their linear, non‐linear, and chiroptical properties were evaluated, revealing outstanding quantum yield and brightness values at low energy, together with good chiroptical responses in both absorption and emission. Rippling the surface: A chiral nanographene consisting of four fused hexabenzocoronene‐based units was synthesized. Six curved units were introduced into a triangular aromatic surface, leading to three octabenzo5helicenes and three saddle edges. The two diastereomeric pairs of enantiomers exhibit remarkable red emission and chiroptical properties.