Following our methodological study on the parameters affecting the oxygen reduction reaction (ORR) electrocatalytic activity of metallo-corroles, four different β-pyrrole-substituted cobalt(III) corroles were synthesized and studied as electrocatalysts for ORR. In this work, the influence of substituting the hydrogen to halogen atoms on the b-position on the Co-corrole was investigated by both computational and experimental methods. When comparing the catalytic activity of these corroles when adsorbed on GC electrode, it appears that their catalytic ORR performance is in the following order: Co-Br₈>Co-Cl₈~CoH₈>Co-F₈. While the effect of the halides could be explained by a combination of π-donating and σ-withdrawing abilities, the advantage of not having halides on the b-pyrrole positions appears preferable. The results disclose high dependence of the corrole’s performance on its substituents, but once adsorbed on high surface area carbon, this effect vanishes, resulting in a better catalytic performance than most well-defined molecular electrocatalysts for this reaction.