| Manchester City FC v Sheffield United FC 21/08/1999 | £5.00 | |
| Manchester City FC v Nottingham Forest FC 30/08/1999 | £5.00 | |
| Manchester City FC v Crystal Palace FC 11/09/1999 | £5.00 | |
| Manchester City FC v Southampton FC 15/09/1999 | £12.50 | |
| Walsall FC v Manchester City FC 18/09/1999 | £8.00 | |
| Ipswich Town FC v Manchester City FC 26/09/1999 | £5.00 | |
| Manchester City FC v Port Vale FC 02/10/1999 | £4.00 | |
| Birmingham City FC v Manchester City FC 19/10/1999 | £8.00 | |
| Manchester City FC v Ipswich Town FC 27/10/1999 | £5.00 | |
| Manchester City FC v Portsmouth FC 03/11/1999 | £5.00 | |
| Charlton Athletic FC v Manchester City FC 20/11/1999 | £5.50 | |
| Manchester City FC v Barnsley FC 24/11/1999 | £5.00 |