The authors report the first discovery of diploid populations of Hieracium naegelianum Panč. subsp. naegelianum and H. naegelianum subsp. ljubotenicum Behr & Zahn., and give the first chromosome counts for H. cernuum Friv., H. gymnocephalum Griseb. ex Pant., H. sparsum Friv., Pilosella pavichii (Heuff.) Holub and P. serbica (F. W. Schultz & Schultz-Bip.) Szeląg from Macedonia and/or Montenegro. A diploid chromosome count for Hieracium renatae Szeląg is confirmed based on material from the whole distribution range of the species. An emasculation experiment showed that all the analyzed diploid Hieracium taxa reproduce sexually.