| Bulgaria U19 League | 2019/10/30 12:30 | Pirin Blagoevgrad U19 v CSKA Sofia U19 | W | 0-4 |
| Bulgaria U19 League | 2019/05/13 13:30 | CSKA Sofia U19 v Pirin Blagoevgrad U19 | W | 1-0 |
| Bulgaria U19 League | 2017/10/12 12:30 | Pirin Blagoevgrad U19 v CSKA Sofia U19 | L | 1-0 |
| Bulgaria U19 League | 2021/06/12 15:00 | CSKA Sofia U19 v Neftochimic Burgas U19 | W | 3-1 |
| Bulgaria U19 League | 2021/06/09 15:00 | CSKA Sofia U19 v Septemvri Sofia U19 | W | 3-1 |
| Bulgaria U19 Cup | 2021/05/26 15:00 | Septemvri Sofia U19 v CSKA Sofia U19 | L | 6-2 |
| Bulgaria U19 League | 2021/05/22 15:00 | Montana 1921 U19 v CSKA Sofia U19 | L | 1-0 |
| Bulgaria U19 League | 2021/05/18 14:30 | CSKA Sofia U19 v Beroe Stara Zagora U19 | W | 2-0 |
| Bulgaria U19 League | 2021/04/27 13:30 | Ludogorets Razgrad U19 v CSKA Sofia U19 | L | 2-0 |
| Bulgaria U19 League | 2021/04/24 11:00 | CSKA Sofia U19 v Hebar Pazardzhik U19 | W | 7-1 |
| Bulgaria U19 League | 2021/04/21 13:30 | Tsarsko Selo Sofia U19 v CSKA Sofia U19 | W | 0-1 |
| Bulgaria U19 League | 2021/06/19 15:00 | Pirin Blagoevgrad U19 v Slavia Sofia U19 | D | 3-3 |
| Bulgaria U19 League | 2021/06/16 14:00 | Levski Sofia U19 v Pirin Blagoevgrad U19 | W | 1-2 |
| Bulgaria U19 League | 2021/06/12 15:00 | Natsional Sofia U19 v Pirin Blagoevgrad U19 | L | 4-0 |
| Bulgaria U19 League | 2021/05/19 14:30 | Pirin Blagoevgrad U19 v Cherno More Varna U19 | L | 1-3 |
| Bulgaria U19 League | 2021/04/21 13:30 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | L | 3-0 |
| Bulgaria U19 League | 2021/03/17 13:00 | Pirin Blagoevgrad U19 v Lokomotiv Plovdiv U19 | W | 1-0 |
| Bulgaria U19 League | 2021/03/07 11:30 | Pirin Blagoevgrad U19 v Sokol Markovo U19 | W | 2-0 |
| Bulgaria U19 League | 2020/10/05 13:00 | Montana 1921 U19 v Pirin Blagoevgrad U19 | L | 3-0 |