| 1. Round | 05/09/2021 | UD Melilla | - | CD Toledo | 1:0 | ||||
| 2. Round | 12/09/2021 | CD Toledo | - | Águilas FC | 0:1 |  |
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| 3. Round | 19/09/2021 | Atlético Mancha Real | - | CD Toledo | 2:0 | ||||
| 4. Round | 26/09/2021 | CD Toledo | - | CS Puertollano CF | 1:4 | |
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| 5. Round | 03/10/2021 | CD Toledo | - | CD Marchamalo | 3:2 |  |
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| 7. Round | 17/10/2021 | CD Toledo | - | CF Intercity | 0:1 | ||||
| 8. Round | 24/10/2021 | Mar Menor CF | - | CD Toledo | 2:0 | |
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| 11. Round | 14/11/2021 | CD Toledo | - | CA Pulpileño | 0:1 | |
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| 12. Round | 21/11/2021 | Levante UD B | - | CD Toledo | 0:2 | ||||
| 13. Round | 28/11/2021 | CD Toledo | - | CD El Ejido 2012 | 0:1 | ||||
| 14. Round | 05/12/2021 | CF La Nucía | - | CD Toledo | 2:0 | |
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| 16. Round | 19/12/2021 | Hércules CF | - | CD Toledo | 1:0 |
Spain