| Russia Youth League | 2019/11/19 08:00 | Dinamo-Olimp Youth v Zenit-2 St. Petersburg Youth | W | 3-1 |
| 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 | 2020/01/26 06:00 | Dinamo-Olimp Youth v Yaroslavich Yaroslavl Youth | W | 3-0 |
| Russia Youth League | 2020/01/25 11:30 | Lokomotiv TSIVS Youth v Dinamo-Olimp Youth | L | 3-0 |
| Russia Youth League | 2020/01/24 09:00 | ASK-2 Nizhny Novogord Youth v Dinamo-Olimp Youth | W | 1-3 |
| Russia Youth League | 2020/01/22 09:00 | Yaroslavich Yaroslavl Youth v Dinamo-Olimp Youth | W | 0-3 |
| Russia Youth League | 2020/01/21 11:30 | Dinamo-Olimp Youth v Lokomotiv TSIVS Youth | L | 1-3 |
| Russia Youth League | 2020/01/20 09:00 | Dinamo-Olimp Youth v ASK-2 Nizhny Novogord Youth | W | 3-0 |
| Russia Youth League | 2019/12/14 15:19 | Nova-2 Youth v Dinamo-Olimp Youth | W | 0-3 |
| Russia Youth League | 2019/12/13 15:00 | Kuzbass-2 Youth v Dinamo-Olimp Youth | W | 0-3 |
| Russia Youth League | 2020/01/20 13:00 | Tyumen-2 Youth v Zenit-2 St. Petersburg Youth | W | 0-3 |
| Russia Youth League | 2019/12/15 08:00 | Zenit-2 St. Petersburg Youth v Fakel Youth | W | 3-2 |
| Russia Youth League | 2019/12/14 13:00 | Lokomotiv TSIVS Youth v Zenit-2 St. Petersburg Youth | L | 3-2 |
| Russia Youth League | 2019/12/13 15:00 | Zenit-UOR Youth v Zenit-2 St. Petersburg Youth | L | 3-1 |
| Russia Youth League | 2019/12/11 13:00 | Fakel Youth v Zenit-2 St. Petersburg Youth | W | 2-3 |
| Russia Youth League | 2019/12/10 13:00 | Zenit-2 St. Petersburg Youth v Lokomotiv TSIVS Youth | L | 2-3 |
| Russia Youth League | 2019/12/09 15:00 | Zenit-2 St. Petersburg Youth v Zenit-UOR Youth | L | 1-3 |
| Russia Youth League | 2019/11/22 08:00 | Zenit-2 St. Petersburg Youth v Belogorie-2 Youth | W | 3-1 |