| Chelsea FC v Newcastle United FC 11/09/1999 | £3.00 | |
| Chelsea FC v Newcastle United FC 11/09/1999 | £3.50 | |
| C.S.K.A Sofia v Newcastle United FC 16/09/1999 | View match | |
| Newcastle United FC v Sheffield Wednesday FC 19/09/1999 | View match | |
| Leeds United FC v Newcastle United FC 25/09/1999 | View match | |
| Newcastle United FC v C.S.K.A Sofia 30/09/1999 | View match | |
| Newcastle United FC v Middlesbrough FC 03/10/1999 | View match | |
| Birmingham City FC v Newcastle United FC 12/10/1999 | View match | |
| Coventry City FC v Newcastle United FC 16/10/1999 | View match | |
| FC Zurich v Newcastle United FC 21/10/1999 | View match | |
| Newcastle United FC v Derby County FC 25/10/1999 | View match | |
| Arsenal FC v Newcastle United FC 30/10/1999 | £3.50 |