While we consider this work in the first place as a proof of principle, instead of a comprehensive benchmarking study in its own right, we can nevertheless interpret the obtained results and provide some guidelines about which functionals to select when studying cycloaddition reactions. ωB2-PLYP18, and PBE-QIDH turn out to be extremely robust functionals, exhibiting MAEs on our set of acquired reactions lower than 2.0 kcal/mol. Alternatives (and cost-effective) options could be the hybrid ωB97M-V, and the meta-GGA B97M-V with an MAE of 2.6 and 3.5 kcal/mol, respectively.