| Grimsby Town FC v Bolton Wanderers FC 08/01/2000 | View match | |
| Grimsby Town FC v Nottingham Forest FC 15/01/2000 | View match | |
| Fulham FC v Grimsby Town FC 22/01/2000 | £3.00 | |
| Grimsby Town FC v Crewe Alexandra FC 29/01/2000 | View match | |
| Swindon Town FC v Grimsby Town FC 05/02/2000 | View match | |
| Grimsby Town FC v Port Vale FC 12/02/2000 | View match | |
| Norwich City FC v Grimsby Town FC 19/02/2000 | View match | |
| Grimsby Town FC v Crystal Palace FC 26/02/2000 | View match | |
| Walsall FC v Grimsby Town FC 04/03/2000 | View match | |
| Grimsby Town FC v Wolverhampton Wanderers FC 07/03/2000 | View match | |
| Queens Park Rangers FC v Grimsby Town FC 11/03/2000 | £5.00 | |
| Grimsby Town FC v Bolton Wanderers FC 18/03/2000 | View match |