| Bulgaria U19 League | 2019/10/03 13:00 | Pirin Blagoevgrad U19 v Montana 1921 U19 | L | 5-0 |
| Bulgaria U19 League | 2019/05/03 13:30 | Montana 1921 U19 v Pirin Blagoevgrad U19 | W | 2-0 |
| Bulgaria U19 League | 2018/10/19 12:30 | Pirin Blagoevgrad U19 v Montana 1921 U19 | L | 2-1 |
| Bulgaria U19 League | 2020/09/30 13:00 | Cherno More Varna U19 v Montana 1921 U19 | L | 3-0 |
| Bulgaria U19 League | 2020/09/25 14:00 | Montana 1921 U19 v Neftochimic Burgas U19 | L | 0-1 |
| Bulgaria U19 League | 2020/09/11 14:00 | Beroe Stara Zagora U19 v Montana 1921 U19 | D | 0-0 |
| Bulgaria U19 League | 2020/09/05 14:00 | Montana 1921 U19 v Vitosha Bistrica U19 | L | 0-3 |
| Bulgaria U19 League | 2020/08/26 15:00 | Montana 1921 U19 v Ludogorets Razgrad U19 | L | 0-1 |
| Bulgaria U19 League | 2020/08/22 15:00 | Hebar Pazardzhik U19 v Montana 1921 U19 | L | 1-0 |
| Bulgaria U19 League | 2020/08/08 15:00 | Levski Sofia U19 v Montana 1921 U19 | L | 4-0 |
| Bulgaria U19 League | 2020/03/04 12:00 | Tsarsko Selo Sofia U19 v Montana 1921 U19 | D | 1-1 |
| Bulgaria U19 League | 2020/09/25 14:00 | Vitosha Bistrica U19 v Pirin Blagoevgrad U19 | D | 1-1 |
| Bulgaria U19 League | 2020/09/16 14:00 | Pirin Blagoevgrad U19 v Botev Plovdiv U19 | L | 1-2 |
| Bulgaria U19 League | 2020/09/05 14:00 | Pirin Blagoevgrad U19 v Hebar Pazardzhik U19 | W | 4-0 |
| Bulgaria U19 League | 2020/08/26 15:00 | Pirin Blagoevgrad U19 v Levski Sofia U19 | L | 0-3 |
| Bulgaria U19 League | 2020/08/22 15:00 | Lokomotiv Plovdiv U19 v Pirin Blagoevgrad U19 | W | 0-1 |
| Bulgaria U19 League | 2020/08/14 15:00 | Pirin Blagoevgrad U19 v Septemvri Sofia U19 | W | 1-0 |
| Bulgaria U19 League | 2020/08/08 15:00 | Sokol Markovo U19 v Pirin Blagoevgrad U19 | W | 0-1 |
| Bulgaria U19 League | 2020/03/04 12:00 | Yantra Gabrovo U19 v Pirin Blagoevgrad U19 | W | 1-6 |