| 1. Round | 10/11/1999 | Lorca CF | - | Real Oviedo | 0:1 | ||||
| 1. Round | 01/12/1999 | Real Oviedo | - | Lorca CF | 2:0 | ||||
| 2. Round | 15/12/1999 | CD Logroñés | - | Real Oviedo | 3:2 | ||||
| 2. Round | 12/01/2000 | Real Oviedo | - | CD Logroñés | 2:1 |  |
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| Round of 16 | 02/02/2000 | Real Oviedo | - | CP Mérida | 0:0 |
Uruguay