Home History
| Bulgaria Second League | 2014/09/20 14:00 | Septemvri Simitli v Montana | L | 1-4 |
| Bulgaria Second League | 2014/09/13 14:00 | FK Sozopol v Septemvri Simitli | L | 1-0 |
| Bulgaria Second League | 2014/08/30 15:00 | Spartak Varna v Septemvri Simitli | W | 1-2 |
| Bulgaria Second League | 2014/08/23 15:00 | Septemvri Simitli v Botev Vratsa | W | 1-0 |
| Bulgaria Second League | 2014/08/16 15:00 | PFC Dobrudzha Dobrich v Septemvri Simitli | L | 3-0 |
| Bulgaria Second League | 2014/08/09 15:00 | Septemvri Simitli v Bansko | D | 0-0 |
| Bulgaria Second League | 2014/08/02 17:00 | Vereya v Septemvri Simitli | L | 1-0 |
| Club Friendly List | 2014/07/19 07:00 | Septemvri Simitli v Pirin Blagoevgrad | L | 0-2 |
Away History
| Bulgaria First League | 2014/09/20 13:45 | Haskovo v Levski Sofia | L | 1-4 |
| Bulgaria First League | 2014/09/14 16:00 | FC Lovech v Haskovo | L | 2-0 |
| Bulgaria First League | 2014/08/30 15:00 | Haskovo v Botev Plovdiv | L | 1-2 |
| Bulgaria First League | 2014/08/23 17:00 | Beroe v Haskovo | L | 3-0 |
| Bulgaria First League | 2014/08/17 15:00 | Haskovo v Lokomotiv 1929 Sofia | D | 0-0 |
| Bulgaria First League | 2014/08/10 17:00 | CSKA Sofia v Haskovo | L | 4-0 |
| Bulgaria First League | 2014/08/02 15:00 | Haskovo v Lokomotiv Plovdiv | L | 1-2 |
| Bulgaria First League | 2014/07/26 15:30 | Marek Dupnitsa v Haskovo | L | 2-1 |