| 2. Round | 25/10/2020 | CP Villarrobledo | - | UD Socuéllamos | 0:0 | ||||
| 3. Round | 01/11/2020 | Don Benito | - | CP Villarrobledo | 1:0 | ||||
| 4. Round | 08/11/2020 | CP Villarrobledo | - | Extremadura UD | 0:1 | ||||
| 5. Round | 22/11/2020 | CD Badajoz | - | CP Villarrobledo | 5:3 | ||||
| 6. Round | 29/11/2020 | CP Villarrobledo | - | Villarrubia CF | 1:2 |  |
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| 7. Round | 06/12/2020 | CP Villarrobledo | - | CF Talavera | 3:2 | |
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| 8. Round | 13/12/2020 | CF Villanovense | - | CP Villarrobledo | 1:0 | ||||
| 11. Round | 24/01/2021 | UD Socuéllamos | - | CP Villarrobledo | 1:0 | ||||
| 12. Round | 31/01/2021 | CP Villarrobledo | - | Don Benito | 1:2 | ||||
| 9. Round | 03/02/2021 | CP Villarrobledo | - | Mérida AD | 1:2 | ||||
| 13. Round | 06/02/2021 | Extremadura UD | - | CP Villarrobledo | 3:1 | ||||
| 10. Round | 10/02/2021 | CP Villarrobledo | - | UD Melilla | 1:1 | ||||
| 14. Round | 14/02/2021 | CP Villarrobledo | - | CD Badajoz | 0:0 | ||||
| 15. Round | 21/02/2021 | Villarrubia CF | - | CP Villarrobledo | 1:1 | ||||
| 18. Round | 21/03/2021 | Mérida AD | - | CP Villarrobledo | 0:1 |
Spain