Head to Head
| Serbia 1st Division | 2025/03/16 18:00 | KMF Winter Sport v Vranje | W | 3-2 |
| Serbia 1st Division | 2024/11/01 18:00 | Vranje v KMF Winter Sport | D | 0-0 |
| Serbia 1st Division | 2024/03/03 18:00 | Vranje v KMF Winter Sport | L | 5-1 |
| Serbia 1st Division | 2023/10/15 16:30 | KMF Winter Sport v Vranje | L | 3-6 |
| Serbia 1st Division | 2022/03/04 18:00 | Vranje v KMF Winter Sport | W | 3-4 |
| Serbia 1st Division | 2021/10/30 18:00 | KMF Winter Sport v Vranje | L | 2-3 |
| Serbia 1st Division | 2021/10/29 19:00 | KMF Winter Sport v Vranje | L | 2-3 |
| Serbia 1st Division | 2020/11/18 18:00 | Vranje v KMF Winter Sport | L | 4-1 |
Home History
| Serbia 1st Division | 2025/10/12 17:00 | Ekonomac Kragujevac v KMF Winter Sport | W | 1-4 |
| Serbia 1st Division | 2025/10/04 16:30 | KMF Winter Sport v Novi Pazar | W | 5-1 |
| Serbia 1st Division | 2025/09/27 16:00 | KMF Winter Sport v Smederevo | D | 1-1 |
| Serbia 1st Division | 2025/05/07 17:30 | KMF Winter Sport v KMF Licej | L | 3-4 |
| Serbia 1st Division | 2025/05/03 18:30 | KMF Licej v KMF Winter Sport | L | 5-2 |
| Serbia 1st Division | 2025/04/30 18:00 | KMF Winter Sport v Ekonomac Kragujevac | W | 4-1 |
| Serbia 1st Division | 2025/04/26 19:00 | Ekonomac Kragujevac v KMF Winter Sport | L | 3-1 |
| Serbia 1st Division | 2025/04/23 17:00 | KMF Winter Sport v Ekonomac Kragujevac | W | 5-3 |
Away History
| Serbia 1st Division | 2025/10/11 16:00 | Vranje v KMF Vojvodina | D | 2-2 |
| Serbia 1st Division | 2025/10/03 19:00 | KMF Sas v Vranje | L | 5-3 |
| Serbia 1st Division | 2025/09/27 17:00 | Vranje v SFU Hram | W | 7-2 |
| Serbia 1st Division | 2025/04/27 18:30 | Smederevo v Vranje | L | 5-0 |
| Serbia 1st Division | 2025/04/23 17:00 | Vranje v Smederevo | L | 1-3 |
| Serbia 1st Division | 2025/03/29 18:00 | KMF Sas v Vranje | W | 3-6 |
| Serbia 1st Division | 2025/03/22 18:00 | Vranje v KMF Loznica Grad 2018 | D | 1-1 |
| Serbia 1st Division | 2025/03/16 18:00 | KMF Winter Sport v Vranje | L | 3-2 |