| Saturday 15th September 1990 | F.A. Challenge Cup 1st Qualifying Round | ||
|---|---|---|---|
| Knowsley United | 0-0 | Colwyn Bay | |
| Tuesday 18th September 1990 | F.A. Challenge Cup 1st Qualifying Round Replay | ||
|---|---|---|---|
| Colwyn Bay | 3-0 | Knowsley United | |
| Saturday 22nd September 1990 | F.A. Trophy 1st Qualifying Round | ||
|---|---|---|---|
| Halesowen Town | 1-3 | Colwyn Bay | |
| Saturday 29th September 1990 | F.A. Challenge Cup 2nd Qualifying Round | ||
|---|---|---|---|
| Caernarfon Town | 2-6 | Colwyn Bay | |
| Saturday 13th October 1990 | F.A. Challenge Cup 3rd Qualifying Round | ||
|---|---|---|---|
| Horwich RMI | 1-3 | Colwyn Bay | |
| Saturday 27th October 1990 | F.A. Challenge Cup 4th Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 1-4 | Whitley Bay | |
| Saturday 1st December 1990 | F.A. Trophy 3rd Qualifying Round | ||
|---|---|---|---|
| Colwyn Bay | 1-3 | Witton Albion | |
