| Arsenal FC v Newcastle United FC 30/10/1999 | £2.50 | |
| Arsenal FC v Newcastle United FC 30/10/1999 | £3.50 | |
| Tottenham Hotspur FC v Arsenal FC 07/11/1999 | £5.00 | |
| Arsenal FC v Real Madrid 08/11/1999 | £5.00 | |
| Arsenal FC v Middlesbrough FC 20/11/1999 | £2.50 | |
| Arsenal FC v Middlesbrough FC 20/11/1999 | £4.00 | |
| Arsenal FC v Nantes Altantique 25/11/1999 | £4.00 | |
| Arsenal FC v Derby County FC 28/11/1999 | £3.50 | |
| Arsenal FC v Blackpool FC 13/12/1999 | £4.50 | |
| Arsenal FC v Blackpool FC 13/12/1999 | £2.00 | |
| Arsenal FC v Wimbledon 18/12/1999 | £5.00 | |
| Arsenal FC v Leeds United FC 28/12/1999 | £3.00 |