Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 29.08.1999 |  | Matchday 2 | Eibar - CD Badajoz | EIB - | 0:0 | |
| 11.09.1999 | | Matchday 4 | Eibar - CF Extremadura | EIB - | 0:1 | |
| 18.09.1999 | | Matchday 5 | Eibar - Elche CF | EIB - ELC | 1:1 | |
| 03.10.1999 | | Matchday 7 | Eibar - Levante | EIB - LEV | 4:2 | |
| 13.10.1999 | | Matchday 9 | Eibar - Sporting Gijón | EIB - GIJ | 1:1 | |
| 24.10.1999 | | Matchday 11 | Eibar - CD Toledo | EIB - Tol | 2:1 | |
| 07.11.1999 | | Matchday 13 | Eibar - Atlético B | EIB - ATM | 2:0 | |
| 10.11.1999 |  | 1. Round First leg | Eibar - CD Toledo | EIB - Tol | 1:0 | 1.313 |
| 21.11.1999 | | Matchday 15 | Eibar - Osasuna | EIB - OSA | 4:1 | |
| 05.12.1999 | | Matchday 17 | Eibar - Córdoba | EIB - COR | 1:1 | |
| 18.12.1999 | | Matchday 19 | Eibar - CD Logroñés | EIB - CD | 2:5 |