The 1999 Ukrainian Amateur Cup was the fourth annual season of Ukraine's football knockout competition for amateur football teams.
The competition started on 6 September 1999 and concluded on 16 October 1999.
The competition shifted to spring-fall system (within a single calendar year) along with competition in championship.
Notes: Eight regions that were represented last season, chose not to participate in the competition among which are such oblasts Chernivtsi, Dnipropetrovsk, Kirovohrad, Mykolaiv, Vinnytsia, Zakarpattia, Zaporizhzhia, and Zhytomyr.