| Queens Park Rangers FC v Manchester City FC 06/11/1999 | £5.00 | |
| Brighton & Hove Albion FC v Hartlepool United 06/11/1999 | £6.50 | |
| Bury FC v Stoke City FC 06/11/1999 | £6.00 | |
| Luton Town FC v Burnley FC 06/11/1999 | £6.00 | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £4.00 | |
| Sheffield Wednesday FC v Watford FC 06/11/1999 | £2.50 | |
| Charlton Athletic FC v Walsall FC 06/11/1999 | £4.50 | |
| Tottenham Hotspur FC v Arsenal FC 07/11/1999 | £5.00 | |
| Chelsea FC v West Ham United FC 07/11/1999 | £3.50 | |
| Chelsea FC v West Ham United FC 07/11/1999 | £3.00 | |
| Chelsea FC v West Ham United FC 07/11/1999 | £5.00 | |
| Arsenal FC v Real Madrid 08/11/1999 | £5.00 |