A general approach to dibenzo[5]-, dibenzo[6]-, and dibenzo[7]helicenes as well as their functionalized derivatives has been developed. These helically chiral aromatics can be synthesized within four to six operations in overall yields ranging from 24% to 67% by employing a short sequence of reliable processes such as Sonogashira coupling, Suzuki–Miyaura coupling, desilylation, and [2+2+2] alkyne cycloisomerization.