Decarboxylative coupling reactions using readily available (hetero)aryl carboxylic acids are a highly efficient approach for the formation of new C–C and C–X bonds. These decarboxylative coupling reactions eliminate CO₂ as a by-product, resulting in a greener and environmentally more benign approach than conventional coupling reactions. In this review, we summarize the recent developments in ipso-decarboxylative C–X (X = O/N/halo/S/Se/P/CN) bond formations using (hetero)aryl carboxylic acids. Furthermore, we highlight the current limitations and future research opportunities of aryl-decarboxylative coupling reactions.