| Moscow Championship | 06/17 14:00 | - | Sshor-5 Kaliningrad v FK Olimpiia Gvardeisk | L | 1-0 | |
| Moscow Championship | 08/24 13:00 | - | Krasnaya Zvezda Sovetsk v FK Olimpiia Gvardeisk | W | 0-3 | |
| Moscow Championship | 08/17 13:00 | - | FK Gurievsk v FK Olimpiia Gvardeisk | W | 1-3 | |
| Moscow Championship | 06/30 13:00 | - | FK Olimpiia Gvardeisk v FK Svetlyi | W | 5-4 | |
| Moscow Championship | 06/22 15:00 | - | FK Kantiana v FK Olimpiia Gvardeisk | W | 2-4 | |
| Moscow Championship | 06/12 13:00 | - | FK Shtorm v FK Olimpiia Gvardeisk | W | 0-3 | |
| Moscow Championship | 06/02 13:00 | - | FK Olimpiia Gvardeisk v FC Baltika-M Kaliningrad | L | 1-3 | |
| Moscow Championship | 05/12 13:00 | - | FK Olimpiia Gvardeisk v FK Kaliningrad 2018 | W | 3-1 | |
| Nizhny Novgorod Region Higher League | 07/29 13:00 | - | FK Kantiana v FK Olimpiia Gvardeisk | W | 0-3 |