Gameplan
| Date | Round | Match | Match | Res. | Attendance | |
|---|---|---|---|---|---|---|
| 01.01.1999 |  | Matchday 21 | Motherwell - Kilmarnock | MOT - KIL | 1:2 | 8.532 |
| 21.02.1999 | | Matchday 24 | Motherwell - Celtic | MOT - CEL | 1:7 | 11.963 |
| 27.02.1999 | | Matchday 25 | Motherwell - Dunfermline | MOT - DUN | 1:1 | 6.094 |
| 20.03.1999 | | Matchday 28 | Motherwell - Aberdeen | MOT - ABE | 1:1 | 6.963 |
| 30.03.1999 |  | Group 9 | Scotland - Czech Republic | SCO - CZE | 0:1 | |
| 10.04.1999 | | Matchday 30 | Motherwell - Dundee FC | MOT - Dun | 1:2 | 5.717 |
| 24.04.1999 | | Matchday 32 | Motherwell - Hearts FC | MOT - HEA | 0:4 | 8.926 |
| 15.05.1999 | | Matchday 35 | Motherwell - Rangers FC | MOT - RAN | 1:5 | 11.078 |
| 07.08.1999 | | Matchday 2 | Motherwell - Dundee Utd | MOT - DUN | 2:2 | 6.791 |
| 28.08.1999 | | Matchday 5 | Motherwell - Dundee FC | MOT - Dun | 0:2 | 6.278 |
| 16.10.1999 | | Matchday 10 | Motherwell - Hibernian FC | MOT - HIB | 2:2 | 7.559 |
| 20.10.1999 | | Matchday 8 | Motherwell - Aberdeen | MOT - ABE | 5:6 | 5.009 |
| 30.10.1999 | | Matchday 12 | Motherwell - St. Johnstone | MOT - STJ | 1:0 | 6.172 |
| 23.11.1999 | | Matchday 7 | Motherwell - Hearts FC | MOT - HEA | 2:1 | 7.850 |
| 28.11.1999 | | Matchday 16 | Motherwell - Celtic | MOT - CEL | 3:2 | 12.775 |
| 18.12.1999 | | Matchday 19 | Motherwell - Rangers FC | MOT - RAN | 1:5 | 13.102 |