| Charlton Athletic FC v Arsenal FC 28/12/1998 | £4.00 | |
| Arsenal FC v Chelsea FC 31/01/1999 | £4.00 | |
| Arsenal FC v Chelsea FC 31/01/1999 | £3.00 | |
| Arsenal FC v Chelsea FC 31/01/1999 | £5.00 | |
| Arsenal FC v Chelsea FC 31/01/1999 | £5.00 | |
| West Ham United FC v Arsenal FC 06/02/1999 | £6.00 | |
| Arsenal FC v Sheffield United FC 13/02/1999 | £4.00 | |
| Manchester United FC v Arsenal FC 17/02/1999 | £6.50 | |
| Arsenal FC v Leicester City FC 20/02/1999 | £4.00 | |
| Arsenal FC v Sheffield United FC 23/02/1999 | £3.00 | |
| Arsenal FC v Sheffield United FC 23/02/1999 | £4.00 | |
| Arsenal FC v Sheffield Wednesday FC 09/03/1999 | £5.00 |