1999 Ukrainian Amateur Cup
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 along with competition in championship.
Teams
| Regions | Team | No. of participated seasons | Achievement |
| Chernihiv | HPZ Varva | 1 | Winner |
| Donetsk | Shakhta Ukraina | 1 | final |
| Ivano-Frankivsk | Korona Ivano-Frankivsk | Debut | none |
| Kharkiv | Krystal Parkhomivka | 2 | Final |
| Khmelnytskyi | Dynamo-Orbita | Debut | none |
| Kiev | Chaika Vyshhorod | 1 | 1st qual |
| Lviv | Rochyn Sosnivka | Debut | none |
| Regions | Team | No. of participated seasons | Achievement |
| Luhansk | Ekina Almazna | 1 | 1st qual |
| Odesa | Syhnal Odesa | Debut | none |
| Poltava | Psel Hadiach | Debut | none |
| Sumy | Naftovyk-2 Okhtyrka | Debut | none |
| Ternopil | Sokil-Orion | Debut | none |
| Volyn | Troyanda-Ekspres | 1 | Final |
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, Zaporizhia, and Zhytomyr.