| Fulham FC v Ipswich Town FC 26/12/1999 | £4.50 | |
| Brighton & Hove Albion FC v Barnet FC 26/12/1999 | £5.50 | |
| Sheffield Wednesday FC v Middlesbrough FC 26/12/1999 | £4.00 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.50 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.00 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.00 | |
| Southampton FC v Chelsea FC 26/12/1999 | £2.50 | |
| Southampton FC v Chelsea FC 26/12/1999 | £3.50 | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.00 | |
| Tottenham Hotspur FC v Watford FC 26/12/1999 | £4.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £4.50 | |
| Charlton Athletic FC v Crystal Palace FC 26/12/1999 | £2.00 |