We report the preparation and electrical characterization of conjugated oligophenylenetriazole (OPT) wires having systematically varied lengths up to 10 nm. OPT wires were built from gold substrates using Cu(I)-catalyzed azide alkyne cycloaddition and characterized comprehensively by RAIRS, ellipsometry, and XPS. We observed a clear transition in direct current (DC) transport from tunneling to hopping in a length range between 4 and 5 am as previously established for oligoarylimine wires. Stepwise click cycloaddition represents a new efficient method to prepare long conjugated molecular wire self-assembled monolayers (SAMs) on Au surfaces for conduction measurements and is expected to be compatible with a variety of functionalities and bonding architectures in the wire backbones.