| Ukraine Regional League | 2019/09/07 14:00 | Olimpik Kirovograd v Rubikon | L | 2-3 |
| Ukraine Regional League | 2019/08/24 14:00 | Olimpik Kirovograd v FC Chernihiv | L | 1-2 |
| Ukraine Regional League | 2019/08/10 14:00 | Olimpik Kirovograd v MFC Pervomaysk | L | 3-5 |
| Ukraine Regional League | 2019/05/11 10:00 | Olimpik Kirovograd v MFC Pervomaysk | L | 0-5 |
| World Club Friendlies | 2019/02/06 15:00 | FC Cherkashchyna v Olimpik Kirovograd | L | 4-1 |
| Ukraine Regional League | 2018/08/29 15:00 | FC Technopol v Olimpik Kirovograd | L | 4-2 |
| Ukraine Regional League | 2018/08/26 15:00 | Olimpik Kirovograd v Dinaz Vyshgorod | L | 1-7 |
| Ukraine Regional League | 2018/08/19 15:00 | Rubikon v Olimpik Kirovograd | D | 1-1 |
| Ukraine Regional League | 2019/09/01 14:00 | Msc Dnipro Cherkasy v FC Trostianets-2 | W | 1-4 |