Head to Head
| Spain Tercera - Play-Offs | 2025/05/25 16:00 | Toledo v CD Villacanas | L | 1-0 |
| Spain Tercera - Play-Offs | 2025/05/17 16:00 | CD Villacanas v Toledo | W | 1-0 |
| Spain Tercera Group 18 | 2025/02/16 11:00 | Toledo v CD Villacanas | L | 3-0 |
| Spain Tercera Group 18 | 2024/10/05 14:30 | CD Villacanas v Toledo | L | 1-4 |
| Spain Tercera Group 18 | 2024/02/03 15:15 | CD Villacanas v Toledo | L | 0-1 |
| Spain Tercera Group 18 | 2023/09/17 15:00 | Toledo v CD Villacanas | L | 2-1 |
| Spain Tercera Group 18 | 2023/02/12 11:00 | Toledo v CD Villacanas | L | 1-0 |
| Spain Tercera Group 18 | 2022/10/08 14:45 | CD Villacanas v Toledo | W | 1-0 |
Home History
| Spain Tercera - Play-Offs | 2025/06/07 17:30 | CD Villacanas v Socuéllamos | L | 0-2 |
| Spain Tercera - Play-Offs | 2025/05/31 18:00 | Socuéllamos v CD Villacanas | W | 0-1 |
| Spain Tercera - Play-Offs | 2025/05/25 16:00 | Toledo v CD Villacanas | L | 1-0 |
| Spain Tercera - Play-Offs | 2025/05/17 16:00 | CD Villacanas v Toledo | W | 1-0 |
| Spain Tercera Group 18 | 2025/05/11 16:30 | CD Villacanas v Socuéllamos | W | 1-0 |
| Spain Tercera Group 18 | 2025/05/04 16:00 | Manzanares CF v CD Villacanas | W | 2-3 |
| Spain Tercera Group 18 | 2025/04/27 16:00 | Villarrubia CF v CD Villacanas | L | 2-0 |
| Spain Tercera Group 18 | 2025/04/19 16:00 | CD Villacanas v Albacete B | L | 0-1 |
Away History
| Spain Tercera - Play-Offs | 2025/05/25 16:00 | Toledo v CD Villacanas | W | 1-0 |
| Spain Tercera - Play-Offs | 2025/05/17 16:00 | CD Villacanas v Toledo | L | 1-0 |
| Spain Tercera Group 18 | 2025/05/11 16:30 | Toledo v Huracan Balazote | W | 1-0 |
| Spain Tercera Group 18 | 2025/05/04 16:00 | Marchamalo v Toledo | W | 0-1 |
| Spain Tercera Group 18 | 2025/04/26 15:00 | Toledo v CD Cazalegas | W | 2-0 |
| Spain Tercera Group 18 | 2025/04/19 16:00 | CD Quintanar del Rey v Toledo | D | 0-0 |
| Spain Tercera Group 18 | 2025/04/13 15:00 | Toledo v CD Manchego CR | D | 0-0 |
| Spain Tercera Group 18 | 2025/04/06 16:00 | Villarrobledo v Toledo | W | 0-1 |