| Russland - Regionalliga | 06/17 14:00 | - | Sshor-5 Kaliningrad v FK Olimpia Gvardejsk | L | 1-0 | |
| Russland - Regionalliga | 08/24 13:00 | - | FK Krasnaya Zvezda Sovetsk v FK Olimpia Gvardejsk | W | 0-3 | |
| Russland - Regionalliga | 08/17 13:00 | - | Guryevsk v FK Olimpia Gvardejsk | W | 1-3 | |
| Russland - Regionalliga | 06/30 13:00 | - | FK Olimpia Gvardejsk v FC Svetlyi | W | 5-4 | |
| Russland - Regionalliga | 06/22 15:00 | - | FK Kantiana v FK Olimpia Gvardejsk | W | 2-4 | |
| Russland - Regionalliga | 06/12 13:00 | - | FK Shtorm v FK Olimpia Gvardejsk | W | 0-3 | |
| Russland - Regionalliga | 06/02 13:00 | - | FK Olimpia Gvardejsk v Baltika-M Kaliningrad | L | 1-3 | |
| Russland - Regionalliga | 05/12 13:00 | - | FK Olimpia Gvardejsk v FC Kaliningrad 2018 | W | 3-1 | |
| Russland - Spiele | 07/29 13:00 | - | FK Kantiana v FK Olimpia Gvardejsk | W | 0-3 |