| Club Friendlies | 2019/10/19 15:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 2-3 |
| Russia Youth League Cup | 2019/04/29 08:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 1-3 |
| Russia Youth League Cup | 2019/04/24 15:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 1-3 |
| Russia Youth League | 2018/10/07 10:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | L | 3-0 |
| Russia Youth League | 2018/10/05 15:00 | Dinamo-Olimp Youth v Zenit-2 St. Petersburg Youth | W | 3-2 |
| Russia Youth League | 2017/10/13 14:51 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 2-3 |
| Russia Youth League | 2019/11/18 10:00 | Yenisey-2 Youth v Dinamo-Olimp Youth | L | 3-1 |
| Russia Youth League | 2019/11/03 10:00 | Yukior Yugra Youth v Dinamo-Olimp Youth | W | 2-3 |
| Russia Youth League | 2019/11/02 07:30 | Dinamo-2-LO Youth v Dinamo-Olimp Youth | W | 0-3 |
| Russia Youth League | 2019/10/29 10:00 | Dinamo-Olimp Youth v Dinamo-2-LO Youth | L | 2-3 |
| Club Friendlies | 2019/10/20 08:00 | Dinamo-Olimp Youth v Chernomorskiy Sevastopol | W | 3-1 |
| Club Friendlies | 2019/10/19 15:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 2-3 |
| Club Friendlies | 2019/10/18 10:00 | Dinamo-Olimp Youth v Fakel Youth | L | 0-3 |
| Russia Youth League Cup | 2019/04/29 08:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | W | 1-3 |
| Russia Youth League | 2019/11/18 08:00 | Belogorie-2 Youth v Zenit-2 St. Petersburg Youth | W | 2-3 |
| Russia Youth League | 2019/11/02 15:00 | Zenit-2 St. Petersburg Youth v Kuzbass-2 Youth | L | 2-3 |
| Russia Youth League | 2019/11/01 15:05 | Zenit-2 St. Petersburg Youth v ASK-2 Nizhny Novogord Youth | W | 3-1 |
| Russia Youth League | 2019/10/29 11:30 | Kuzbass-2 Youth v Zenit-2 St. Petersburg Youth | W | 0-3 |
| Russia Youth League | 2019/10/28 15:00 | Zenit-2 St. Petersburg Youth v ASK-2 Nizhny Novogord Youth | W | 3-0 |
| Club Friendlies | 2019/10/20 10:00 | Zenit-2 St. Petersburg Youth v Fakel Youth | W | 3-2 |
| Club Friendlies | 2019/10/19 15:00 | Zenit-2 St. Petersburg Youth v Dinamo-Olimp Youth | L | 2-3 |
| Club Friendlies | 2019/08/26 16:00 | Volzhanin v Zenit-2 St. Petersburg Youth | L | 3-0 |