| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £3.50 | |
| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £3.50 | |
| Southampton FC v Tottenham Hotspur FC 20/11/1999 | £2.00 | |
| West Ham United FC v Sheffield Wednesday FC 21/11/1999 | £5.00 | |
| Fulham FC v Bolton Wanderers FC 23/11/1999 | £4.00 | |
| Luton Town FC v Preston North End FC 23/11/1999 | £7.50 | |
| Bury FC v Wigan Athletic FC 23/11/1999 | £5.00 | |
| Brighton & Hove Albion FC v Lincoln City FC 23/11/1999 | £6.00 | |
| Manchester City FC v Barnsley FC 24/11/1999 | £5.00 | |
| Chelsea FC v Feyenoord 24/11/1999 | £3.00 | |
| Chelsea FC v Feyenoord 24/11/1999 | £4.00 | |
| Burgess Hill Town v Brighton & Hove Albion FC 24/11/1999 | £9.00 |