| Moscow Championship | 2019/06/09 13:00 | FC Progress Chernyakhovsk v Krasnaya Zvezda Sovetsk | L | 2-1 |
| Moscow Championship | 2019/08/17 13:00 | FK Gurievsk v FK Olimpiia Gvardeisk | W | 1-3 |
| Moscow Championship | 2019/06/30 13:00 | FK Olimpiia Gvardeisk v FK Svetlyi | W | 5-4 |
| Moscow Championship | 2019/06/22 15:00 | FK Kantiana v FK Olimpiia Gvardeisk | W | 2-4 |
| Moscow Championship | 2019/06/12 13:00 | FK Shtorm v FK Olimpiia Gvardeisk | W | 0-3 |
| Moscow Championship | 2019/06/02 13:00 | FK Olimpiia Gvardeisk v FC Baltika-M Kaliningrad | L | 1-3 |
| Moscow Championship | 2019/05/12 13:00 | FK Olimpiia Gvardeisk v FK Kaliningrad 2018 | W | 3-1 |
| Nizhny Novgorod Region Higher League | 2018/07/29 13:00 | FK Kantiana v FK Olimpiia Gvardeisk | W | 0-3 |