Head to Head
| Spain Tercera Group 18 | 2023/02/12 11:00 | Toledo v CD Villacanas | W | 1-0 |
| Spain Tercera Group 18 | 2022/10/08 14:45 | CD Villacanas v Toledo | L | 1-0 |
| Europe Friendlies | 2021/08/08 18:00 | CD Villacanas v Toledo | W | 0-2 |
| Spain Tercera Group 18 | 2021/02/06 15:30 | CD Villacanas v Toledo | L | 2-1 |
| Spain Tercera Group 18 | 2020/11/15 16:00 | Toledo v CD Villacanas | W | 2-0 |
| Spain Tercera Group 18 | 2020/02/23 16:00 | CD Villacanas v Toledo | D | 0-0 |
| Spain Tercera Group 18 | 2019/09/29 15:00 | Toledo v CD Villacanas | W | 1-0 |
| Spain Tercera Group 18 | 2019/04/17 18:30 | Toledo v CD Villacanas | W | 1-0 |
Home History
| Spain Tercera Group 18 | 2023/09/10 10:00 | CD Cazalegas v Toledo | W | 0-3 |
| Club Friendly List | 2023/09/03 09:30 | Collado Villalba v Toledo | W | 0-2 |
| Europe Friendlies | 2023/08/23 18:00 | Illescas v Toledo | D | 1-1 |
| Europe Friendlies | 2023/08/19 19:00 | Toledo v Real Jaen | D | 1-1 |
| Europe Friendlies | 2023/08/15 18:00 | Socuéllamos v Toledo | L | 3-2 |
| Europe Friendlies | 2023/08/05 19:00 | Toledo v CD Torrijos | L | 0-2 |
| Spain Tercera Group 18 | 2023/04/23 16:00 | Illescas v Toledo | L | 5-1 |
| Spain Tercera Group 18 | 2023/04/16 10:00 | Toledo v CD Manchego CR | D | 1-1 |
Away History
| Spain Tercera Group 18 | 2023/09/09 17:00 | CD Villacanas v Socuéllamos | W | 1-0 |
| Europe Friendlies | 2023/08/27 09:30 | Torrejon v CD Villacanas | W | 1-2 |
| Europe Friendlies | 2023/08/19 18:00 | CD Villacanas v CF Talavera | L | 0-2 |
| Europe Friendlies | 2023/08/03 18:00 | CD Villacanas v Getafe B | L | 2-3 |
| Spain Tercera Group 18 | 2023/04/23 16:00 | CD Villacanas v Villarrobledo | L | 2-4 |
| Spain Tercera Group 18 | 2023/04/16 10:00 | Azuqueca v CD Villacanas | W | 1-4 |
| Spain Tercera Group 18 | 2023/04/08 16:00 | CD Villacanas v Tomelloso | W | 3-0 |
| Spain Tercera Group 18 | 2023/04/01 15:30 | CD Villacanas v CF Talavera B | W | 5-4 |