| Bulgaria U19 League | 2019/08/14 15:00 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | L | 5-0 |
| Bulgaria U19 League | 2019/04/05 12:30 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | D | 1-1 |
| Bulgaria U19 League | 2020/02/22 11:30 | Levski Sofia U19 v Pirin Blagoevgrad U19 | L | 5-0 |
| Bulgaria U19 League | 2019/12/07 11:30 | FK Vereya Stara Zagora U19 v Pirin Blagoevgrad U19 | W | 0-4 |
| Bulgaria U19 League | 2019/10/30 12:30 | Pirin Blagoevgrad U19 v CSKA Sofia U19 | L | 0-4 |
| Bulgaria U19 League | 2019/10/24 12:00 | Pirin Blagoevgrad U19 v Cherno More Varna U19 | D | 1-1 |
| Bulgaria U19 League | 2019/10/03 13:00 | Pirin Blagoevgrad U19 v Montana 1921 U19 | W | 5-0 |
| Bulgaria U19 League | 2019/08/30 15:00 | Marek Dupnitsa U19 v Pirin Blagoevgrad U19 | W | 0-2 |
| Bulgaria U19 League | 2019/08/23 15:00 | Pirin Blagoevgrad U19 v Yantra Gabrovo U19 | L | 0-2 |
| Bulgaria U19 League | 2019/08/14 15:00 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | L | 5-0 |
| Bulgaria U19 League | 2019/12/08 11:30 | Botev Plovdiv U19 v Montana 1921 U19 | W | 1-0 |
| Bulgaria U19 League | 2019/11/23 12:30 | Botev Plovdiv U19 v Beroe Stara Zagora U19 | W | 3-1 |
| Bulgaria U19 League | 2019/10/31 12:45 | Lokomotiv Plovdiv U19 v Botev Plovdiv U19 | W | 1-3 |
| Bulgaria U19 League | 2019/10/03 13:00 | Botev Plovdiv U19 v Yantra Gabrovo U19 | W | 9-0 |
| Bulgaria U19 League | 2019/09/15 14:00 | Botev Plovdiv U19 v FK Vereya Stara Zagora U19 | W | 10-0 |
| Bulgaria U19 League | 2019/08/30 15:00 | Botev Plovdiv U19 v Dunav Ruse U19 | W | 4-0 |
| Bulgaria U19 League | 2019/08/23 15:00 | CSKA Sofia U19 v Botev Plovdiv U19 | L | 2-0 |
| Bulgaria U19 League | 2019/08/14 15:00 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | W | 5-0 |