Head to Head
| Spain Tercera Group 18 | 2020/11/01 16:00 | Toledo v CD Guadalajara | W | 1-2 |
| Spain Tercera Group 18 | 2020/03/01 16:00 | Toledo v CD Guadalajara | D | 0-0 |
| Spain Tercera Group 18 | 2019/10/06 15:00 | CD Guadalajara v Toledo | D | 0-0 |
| Spain Tercera Group 18 | 2019/04/07 16:00 | Toledo v CD Guadalajara | L | 1-0 |
| Spain Tercera Group 18 | 2018/11/18 11:00 | CD Guadalajara v Toledo | D | 1-1 |
| Spain Segunda B Group 2 | 2016/05/15 16:00 | Toledo v CD Guadalajara | D | 1-1 |
| Spain Segunda B Group 2 | 2016/01/03 11:15 | CD Guadalajara v Toledo | D | 1-1 |
| Spain Segunda B Group 2 | 2015/03/01 11:15 | Toledo v CD Guadalajara | D | 1-1 |
Home History
| Spain Tercera Group 18 | 2021/01/20 19:30 | Illescas v CD Guadalajara | W | 1-2 |
| Spain Tercera Group 18 | 2021/01/06 11:00 | CD Guadalajara v Marchamalo | W | 1-0 |
| Spain Tercera Group 18 | 2020/12/13 15:00 | CD Torrijos v CD Guadalajara | L | 1-0 |
| Spain Tercera Group 18 | 2020/12/08 11:00 | CD Guadalajara v Azuqueca | W | 1-0 |
| Spain Tercera Group 18 | 2020/12/05 14:30 | Conquense v CD Guadalajara | L | 1-0 |
| Spain Tercera Group 18 | 2020/11/28 16:00 | CD Guadalajara v CD Tarancon | W | 2-0 |
| Spain Tercera Group 18 | 2020/11/21 17:30 | CD Guadalajara v CD Pedroneras | W | 4-0 |
| Spain Tercera Group 18 | 2020/11/15 15:30 | CD Madridejos v CD Guadalajara | D | 3-3 |
Away History
| Spain Tercera Group 18 | 2020/12/19 17:30 | Toledo v CD Tarancon | W | 4-0 |
| Spain Tercera Group 18 | 2020/12/13 15:30 | CD Madridejos v Toledo | W | 0-3 |
| Spain Tercera Group 18 | 2020/12/08 16:00 | Toledo v CD Pedroneras | W | 2-0 |
| Spain Tercera Group 18 | 2020/11/29 10:30 | Illescas 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 | 2020/11/07 15:30 | Marchamalo v Toledo | W | 0-1 |
| Spain Tercera Group 18 | 2020/11/01 16:00 | Toledo v CD Guadalajara | L | 1-2 |
| Spain Tercera Group 18 | 2020/10/25 10:00 | CD Torrijos v Toledo | D | 1-1 |