| Russia Regional League | 2019/09/07 09:00 | Olimp Fryazino v FK Medvezhye Ozera | D | 1-1 |
| Russia Regional League | 2019/05/18 09:00 | FK Medvezhye Ozera v Olimp Fryazino | W | 2-1 |
| Russia Regional League | 2021/05/15 09:00 | FC Sergiev Posad v FK Medvezhye Ozera | D | 3-3 |
| Russian Matches | 2021/05/10 16:00 | FK Medvezhye Ozera v Dussh Losino-Petrovskiy | W | 6-4 |
| Russia Regional League | 2020/10/03 09:00 | FK Medvezhye Ozera v Tonar Gubino | W | 4-2 |
| Russia Regional League | 2020/09/12 09:00 | FK Medvezhye Ozera v FC Olimpik Mytishchi | L | 3-5 |
| Russia Regional League | 2020/08/29 09:00 | FK Medvezhye Ozera v FK Pavlovsky Posad | L | 0-4 |
| Russia Regional League | 2020/08/22 14:00 | FC Schelkovo v FK Medvezhye Ozera | L | 7-4 |
| Russia Regional League | 2019/10/12 09:00 | FK Medvezhye Ozera v Kotelniki | W | 3-2 |
| Russia Regional League | 2019/09/21 09:00 | Lytkarino v FK Medvezhye Ozera | W | 2-3 |
| Russian Matches | 2021/05/10 13:00 | FC Sergiev Posad v Olimp Fryazino | W | 0-5 |
| Russia Regional League | 2020/09/12 09:00 | Olimp Fryazino v Chayka Korolev | W | 2-0 |
| Russia Regional League | 2020/09/05 09:00 | FK Pavlovsky Posad v Olimp Fryazino | L | 4-0 |
| Russia Regional League | 2020/08/29 09:00 | Olimp Fryazino v FC Schelkovo | L | 0-3 |
| Russia Regional League | 2020/08/22 09:00 | Lytkarino v Olimp Fryazino | W | 2-3 |
| Russia Regional League | 2020/08/15 09:00 | Olimp Fryazino v Zvezda Lyubertsy | W | 4-0 |
| Russia Regional League | 2019/09/21 09:00 | Kotelniki-M v Olimp Fryazino | W | 1-4 |
| Russia Regional League | 2019/09/07 09:00 | Olimp Fryazino v FK Medvezhye Ozera | D | 1-1 |