Head to Head
| 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 |
| Spain Segunda B Group 2 | 2014/10/12 10:15 | CD Guadalajara v Toledo | L | 0-1 |
Home History
| Spain Tercera Group 18 | 2019/09/29 16:00 | La Solana v CD Guadalajara | L | 1-0 |
| Spain Tercera Group 18 | 2019/09/22 15:00 | CD Guadalajara v CD Quintanar del Rey | W | 1-0 |
| Spain Tercera Group 18 | 2019/09/19 18:30 | Socuéllamos v CD Guadalajara | D | 0-0 |
| Spain Tercera Group 18 | 2019/09/14 18:00 | CD Guadalajara v Calvo Sotelo | W | 1-0 |
| Spain Tercera Group 18 | 2019/09/07 17:00 | Albacete B v CD Guadalajara | W | 1-3 |
| Spain Tercera Group 18 | 2019/08/25 09:30 | Illescas v CD Guadalajara | W | 0-1 |
| Europe Friendlies | 2019/08/15 08:03 | Mexico FC v CD Guadalajara | L | 3-2 |
| Europe Friendlies | 2019/08/10 17:00 | CD Guadalajara v Torrejon | D | 0-0 |
Away History
| Spain Tercera Group 18 | 2019/09/29 15:00 | Toledo v CD Villacanas | W | 1-0 |
| Spain Tercera Group 18 | 2019/09/22 16:00 | CD Manchego CR v Toledo | L | 1-0 |
| Spain Tercera Group 18 | 2019/09/18 18:30 | Toledo v CD Torrijos | W | 3-0 |
| Spain Tercera Group 18 | 2019/09/15 16:00 | La Roda v Toledo | D | 1-1 |
| Spain Copa Federacion | 2019/09/12 18:00 | Toledo v Conquense | L | 1-2 |
| Spain Tercera Group 18 | 2019/09/07 18:30 | Toledo v CD Pedroneras | W | 4-0 |
| Spain Tercera Group 18 | 2019/09/01 17:00 | CD Madridejos v Toledo | W | 1-2 |
| Spain Tercera Group 18 | 2019/08/25 17:00 | Toledo v Conquense | W | 3-0 |