| 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 | |
| Manchester City FC v Huddersfield Town FC 27/11/1999 | £5.00 | |
| Manchester City FC v Stockport County FC 07/12/1999 | £7.00 | |
| Manchester City FC v Swindon Town FC 18/12/1999 | £5.00 | |
| West Bromwich Albion FC v Manchester City FC 26/12/1999 | £6.50 | |
| Manchester City FC v Grimsby Town FC 28/12/1999 | £5.00 |