| Bulgaria U19 League | 2019/08/14 15:00 | Botev Plovdiv U19 v Pirin Blagoevgrad U19 | L | 5-0 |
| Bulgaria U19 League | 2019/08/10 15:00 | Pirin Blagoevgrad U19 v Levski Sofia U19 | L | 0-4 |
| Bulgaria U19 League | 2019/05/29 15:00 | Pirin Blagoevgrad U19 v Neftochimic Burgas U19 | D | 1-1 |
| Bulgaria U19 League | 2019/05/18 15:00 | Pirin Blagoevgrad U19 v Cherno More Varna U19 | L | 1-4 |
| Bulgaria U19 League | 2019/05/13 13:30 | CSKA Sofia U19 v Pirin Blagoevgrad U19 | L | 1-0 |
| Bulgaria U19 League | 2019/05/03 13:30 | Montana 1921 U19 v Pirin Blagoevgrad U19 | L | 2-0 |
| Bulgaria U19 League | 2019/04/30 13:30 | Pirin Blagoevgrad U19 v Levski Sofia U19 | L | 2-4 |
| Bulgaria U19 League | 2019/04/25 13:30 | Beroe Stara Zagora U19 v Pirin Blagoevgrad U19 | L | 4-0 |
| Bulgaria U19 League | 2019/05/29 15:00 | CSKA Sofia U19 v Yantra Gabrovo U19 | L | 11-0 |
| Bulgaria U19 League | 2019/05/19 14:00 | Levski Sofia U19 v Yantra Gabrovo U19 | L | 5-0 |
| Bulgaria U19 League | 2019/05/13 13:30 | Yantra Gabrovo U19 v Beroe Stara Zagora U19 | L | 0-6 |
| Bulgaria U19 League | 2019/05/03 13:30 | Sliven U19 v Yantra Gabrovo U19 | L | 3-0 |
| Bulgaria U19 League | 2019/04/25 13:30 | Ludogorets Razgrad - U19 v Yantra Gabrovo U19 | L | 14-0 |
| Bulgaria U19 League | 2019/04/05 12:30 | Marek Dupnitsa U19 v Yantra Gabrovo U19 | W | 0-2 |
| Bulgaria U19 League | 2019/03/29 13:30 | Yantra Gabrovo U19 v Dunav Ruse U19 | L | 0-1 |
| Bulgaria U19 League | 2019/03/16 13:00 | Septemvri Sofia - U19 v Yantra Gabrovo U19 | L | 7-0 |