| Saturday 2nd September 1989 | F.A. Challenge Cup Preliminary Round | ||
|---|---|---|---|
| Atherton LR | 1-1 | Accrington Stanley | |
| Belper Town | 1-0 | Ashton United | |
| Brigg Town | 0-2 | St Helens Town | |
| Burscough | 2-0 | Bootle | |
| Chadderton | 1-2 | Gresley Rovers | |
| Clitheroe | 4-0 | Bedlington Terriers | |
| Colwyn Bay | 5-1 | Ilkeston Town | |
| Darwen | 0-3 | Lancaster City | |
| Glossop | 0-4 | Maine Road | |
| Heanor Town | 2-0 | Formby | |
| Leyland Motors | 0-1 | Rossendale United | |
| Mile Oak Rovers | 1-2 | Warrington Town | |
| Prescot Cables | 2-1 | Ossett Albion | |
| Skelmersdale United | 1-1 | Curzon Ashton | |
| Tuesday 5th September 1989 | F.A. Challenge Cup Preliminary Round Replay | ||
|---|---|---|---|
| Accrington Stanley | 5-2 | Atherton LR | |
| Curzon Ashton | 2-0 | Skelmersdale United | |
| Saturday 9th September 1989 | F.A. Carlsberg Vase Extra Preliminary Round | ||
|---|---|---|---|
| Atherton LR | 1-2 | Atherton Collieries | |
| Great Harwood Town | 3-1 | Redgate Clayton | |
| Knowsley United | 2-0 | Ayone | |
| Linotype | 1-2 | Vauxhall GM | |
| Maghull | 1-4 | Flixton | |
| Newcastle Town | 0-1 | Rocester | |
| Newton | 0-4 | Knypersley Victoria | |
| Poulton Victoria | 13-0 | Nelson | |
| Salford | 2-1 | Ford Motors | |
| Westhoughton Town | 1-3 | Cheadle Town | |
| Saturday 16th September 1989 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Burscough | 1-2 | Maine Road | |
| Clitheroe | 2-2 | Ferryhill Athletic | |
| Colwyn Bay | 4-1 | Morecambe | |
| Curzon Ashton | 2-0 | Prescot Cables | |
| Rossendale United | 2-1 | Vauxhall GM | |
| St Helens Town | 0-1 | Sandwell Borough | |
| Warrington Town | 1-0 | North Ferriby United | |
| Tuesday 19th September 1989 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Ferryhill Athletic | 1-1 | Clitheroe | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Saturday 23rd September 1989 | F.A. Trophy 1st Qualifying Round | ||
|---|---|---|---|
| Goole Town | 5-2 | Colwyn Bay | |
| Monday 25th September 1989 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Clitheroe | 3-4 | Ferryhill Athletic | |
| Saturday 30th September 1989 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 2-1 | Maine Road | |
| Witton Albion | 2-0 | Warrington Town | |
| Saturday 7th October 1989 | F.A. Carlsberg Vase Preliminary Round | ||
|---|---|---|---|
| Blackpool Mechanics | 0-6 | Droylsden | |
| Burscough | 0-2 | Rocester | |
| Chadderton | 3-2 | Poulton Victoria | |
| Clitheroe | 2-1 | Bootle | |
| Darwen | 2-1 | Knypersley Victoria | |
| Flixton | 0-2 | Merseyside Police | |
| General Chemicals | 0-1 | Maine Road | |
| Glossop | 1-2 | Irlam Town | |
| Great Harwood Town | 1-1 | Curzon Ashton | |
| Heswall | 1-0 | Salford | |
| Knowsley United | 1-0 | Vauxhall GM | |
| Lancaster City | 3-1 | Skelmersdale United | |
| Leyland Motors | 1-3 | Cheadle Town | |
| Oldham Town | 0-4 | Atherton LR | |
| Prescot Cables | 0-1 | Ashton United | |
| St Dominics | 5-2 | Formby | |
| Tuesday 10th October 1989 | F.A. Carlsberg Vase Preliminary Round Replay | ||
|---|---|---|---|
| Curzon Ashton | 1-0 | Great Harwood Town | |
| Saturday 14th October 1989 | F.A. Challenge Cup 3rd Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 1-1 | Congleton Town | |
| Tuesday 17th October 1989 | F.A. Challenge Cup 3rd Qualifying Round Replay | ||
|---|---|---|---|
| Congleton Town | 4-0 | Colwyn Bay | |
| Saturday 4th November 1989 | F.A. Carlsberg Vase 1st Round | ||
|---|---|---|---|
| Ashton United | 3-2 | Knowsley United | |
| Cheadle Town | 1-2 | Maine Road | |
| Darwen | 2-1 | Irlam Town | |
| Droylsden | 5-0 | Clitheroe | |
| St Helens Town | 4-2 | Chadderton | |
| Warrington Town | 2-0 | Atherton LR | |
| Saturday 25th November 1989 | F.A. Carlsberg Vase 2nd Round | ||
|---|---|---|---|
| Ashton United | 1-2 | Eastwood Hanley | |
| Darwen | 2-1 | North Ferriby United | |
| Rossendale United | 6-2 | Maine Road | |
| St Helens Town | 2-0 | Heswall | |
| Warrington Town | 2-0 | Garforth Town | |
| Saturday 16th December 1989 | F.A. Carlsberg Vase 3rd Round | ||
|---|---|---|---|
| Darwen | 1-2 | St Helens Town | |
| Warrington Town | 3-1 | Netherfield | |
| Saturday 20th January 1990 | F.A. Carlsberg Vase 4th Round | ||
|---|---|---|---|
| Emley (original) | 2-2 | Warrington Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Farsley Celtic | 1-1 | St Helens Town | |
| (After Extra Time, 1-1 after 90 mins) | |||
| Wednesday 24th January 1990 | F.A. Carlsberg Vase 4th Round Replay | ||
|---|---|---|---|
| St Helens Town | 0-0 | Farsley Celtic | |
| (After Extra Time, 0-0 after 90 mins) | |||
| Warrington Town | 0-3 | Emley (original) | |
| Monday 29th January 1990 | F.A. Carlsberg Vase | ||
|---|---|---|---|
| St Helens Town | 0-1 | Farsley Celtic | |
