Head to Head
| 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 | W | 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 |
| Spain Segunda B Group 2 | 2014/10/12 10:15 | CD Guadalajara v Toledo | W | 0-1 |
Home History
| Spain Tercera Group 18 | 2020/10/25 10:00 | CD Torrijos v Toledo | D | 1-1 |
| Spain Tercera Group 18 | 2020/10/18 15:00 | Toledo v Azuqueca | W | 1-0 |
| Spain Regional Cup | 2020/09/30 17:30 | Calvo Sotelo v Toledo | D | 2-2 |
| Spain Tercera - Play-Offs | 2020/07/18 19:30 | Socuéllamos v Toledo | L | 1-0 |
| Spain Tercera Group 18 | 2020/03/08 16:00 | Almansa v Toledo | W | 0-1 |
| Spain Tercera Group 18 | 2020/03/01 16:00 | Toledo v CD Guadalajara | D | 0-0 |
| Spain Tercera Group 18 | 2020/03/01 15:59 | Toledo v Guadalajara | D | 0-0 |
| Spain Tercera Group 18 | 2020/02/23 16:00 | CD Villacanas v Toledo | D | 0-0 |
Away History
| Spain Tercera Group 18 | 2020/10/24 16:30 | CD Guadalajara v Illescas | L | 0-1 |
| Spain Tercera Group 18 | 2020/10/17 16:00 | CD Villacanas v CD Guadalajara | D | 1-1 |
| Europe Friendlies | 2020/10/04 16:00 | La Solana v CD Guadalajara | D | 1-1 |
| Spain Tercera - Play-Offs | 2020/07/25 19:30 | Socuéllamos v CD Guadalajara | D | 0-0 |
| Spain Tercera - Play-Offs | 2020/07/19 19:30 | CD Quintanar del Rey v CD Guadalajara | W | 1-2 |
| Spain Tercera Group 18 | 2020/03/07 17:00 | CD Guadalajara v Atletico Ibanes | L | 0-1 |
| Spain Tercera Group 18 | 2020/03/01 16:00 | Toledo v CD Guadalajara | D | 0-0 |
| Spain Tercera Group 18 | 2020/02/23 16:00 | CD Guadalajara v La Solana | D | 0-0 |