| Tuesday 14th January 1986 | |||
| Northern First Round Group 1 | |||
| Crewe Alexandra | 4-1 | Stockport County | |
| Northern First Round Group 2 | |||
| Darlington | 2-0 | Chesterfield | |
| Northern First Round Group 4 | |||
| York City | 0-0 | Rotherham United | |
| Southern First Round Group 1 | |||
| Leyton Orient | 3-1 | Bournemouth | |
| Southern First Round Group 2 | |||
| Colchester United | 4-1 | Southend United | |
| Southern First Round Group 5 | |||
| Aldershot | 0-1 | Cambridge United | |
| Southern First Round Group 6 | |||
| Bristol City | 0-0 | Plymouth Argyle | |
| Southern First Round Group 8 | |||
| Exeter City | 1-1 | Wolverhampton Wndrs | |
January 1986
| Jul | Aug | Sep | Oct | Nov | Dec |
| Jan | Feb | Mar | Apr | May | Jun |
| Mo | Tu | We | Th | Fr | Sa | Su |
| 1 | 2 | 3 | 4 | 5 | ||
| 6 | 7 | 8 | 9 | 10 | 11 | 12 |
| 13 | 14 | 15 | 16 | 17 | 18 | 19 |
| 20 | 21 | 22 | 23 | 24 | 25 | 26 |
| 27 | 28 | 29 | 30 | 31 |
- Final
- Northern Final
- Southern Final
- Northern Semi-Final
- Southern Semi-Final
- Northern Quarter-Final
- Southern Quarter-Final
- Northern First Round Group 1
- Northern First Round Group 2
- Northern First Round Group 3
- Northern First Round Group 4
- Northern First Round Group 5
- Northern First Round Group 6
- Northern First Round Group 7
- Northern First Round Group 8
- Northern First Round Group 8 Play-Off
- Southern First Round Group 1
- Southern First Round Group 2
- Southern First Round Group 3
- Southern First Round Group 4
- Southern First Round Group 5
- Southern First Round Group 6
- Southern First Round Group 7
- Southern First Round Group 8
