The chiffchaff complex is a group of common forest bird species, notorious for the number of cryptic taxa recently discovered, being a great example of speciation in action. Vocalizations have been crucial to unveil its hidden diversity. In this study we quantitatively analyze the acoustic characteristics of their calls with permutational analysis of variance, canonical variate analysis and a self-organizing map, to determine their variability and differences. We related these differences with the geographical and genetic distances between taxonomic groups, by means of Pearson correlations. We used recordings from Xeno-canto, an open database of bird vocalizations. Inter-taxa distances based on call traits were broadly consistent with geographic distances but not correlated with genetic distances. The Iberian Chiffchaff (Phylloscopus ibericus), presumably the most ancient lineage, was the most central in the variation space, while the Siberian Chiffchaff (P. collybita tristis) was the most peripheric and also very uniform, in contrast with the Canarian Chiffchaff (P. canariensis) highly variable, as expected by the “character release hypothesis” on islands. Calls proved to be an excellent tool, especially amenable for non-biased mathematical analyses which, combined with the wide availability of records in Xeno-canto, greatly facilitates the widespread use of this methodology in a wide range of species and geographical areas.