| 08/10/2022 | 18:30 | Fundación Albacete C - CD Toledo | Ciudad Deportiva Andres Iniesta | 2-2 |
| 15/10/2022 | 16:00 | CD Toledo - CD Guadalajara | Anexo Paulino Lorenzo | 5-3 |
| 23/10/2022 | 12:00 | CD Manchego - CD Toledo | Anexo Juan Carlos I | 0-7 |
| 29/10/2022 | 16:00 | CD Toledo - CF Elite Talavera | Anexo Paulino Lorenzo | 0-0 |
| 06/11/2022 | 12:00 | CD Toledo - CDB Miguelturreño | Municipal de Nambroca | 6-0 |
| 12/11/2022 | 18:45 | CD Independiente Alcazar - CD Toledo | Manuel Delgado Meco | 1-7 |
| 19/11/2022 | 16:00 | CD Toledo - CD Isport | Anexo Paulino Lorenzo | 6-0 |
| 26/11/2022 | 16:00 | Orgaceño CF - CD Toledo | Municipal del Socorro | 1-2 |
| 03/12/2022 | 16:00 | CD Toledo - CS Puertollano | Anexo Paulino Lorenzo | 10-0 |
| 17/12/2022 | 16:00 | UB Conquense - CD Toledo | Obispo Laplana | 0-0 |
| 07/01/2023 | 15:30 | CD Toledo - CD Unión Tomelloso | Anexo Paulino Lorenzo | 8-0 |
| 14/01/2023 | 17:30 | EM Fuensalida - CD Toledo | Alejandro González | 1-1 |
| 22/01/2023 | 12:00 | CD Toledo - UD Racing Alcazar | Anexo Paulino Lorenzo | 5-0 |
| 28/01/2023 | 15:30 | CD Toledo - Fundación Albacete C | Anexo Paulino Lorenzo | 3-0 |
| 04/02/2023 | 19:15 | CD Guadalajara - CD Toledo | Municipal Fuente La Niña | 1-0 |
| 11/02/2023 | 15:15 | CD Toledo - CD Manchego | Anexo Paulino Lorenzo | 6-0 |
| 18/02/2023 | 16:30 | CF Elite Talavera - CD Toledo | Ciudad Deportiva Ébora | 0-4 |
| 05/03/2023 | 12:00 | CDB Miguelturreño - CD Toledo | Candelario León Rivas | 0-7 |
| 11/03/2023 | 16:00 | CD Toledo - CD Independiente Alcazar | Anexo Paulino Lorenzo | 6-0 |
| 19/03/2023 | 12:00 | CD Isport - CD Toledo | Municipal Nº 3 | 2-6 |
| 25/03/2023 | 16:00 | CD Toledo - Orgaceño CF | Anexo Paulino Lorenzo | 2-0 |
| 01/04/2023 | 16:00 | CS Puertollano - CD Toledo | Municipal Almodovar del Campo | 1-6 |
| 15/04/2023 | 18:30 | CD Toledo - UB Conquense | Anexo Paulino Lorenzo | 7-0 |
| 22/04/2023 | 17:00 | CD Unión Tomelloso - CD Toledo | Estadio Miguel Moreno | 0-0 |
| 30/04/2023 | 11:30 | CD Toledo - EM Fuensalida | Anexo Paulino Lorenzo | |
| 07/05/2023 | | UD Racing Alcazar - CD Toledo | | |
