| October 1999 | ||
| Fri 01 | Mike Alone | Male Vocalist |
| Sat 02 | Dereck Alleyn | Comedy |
| Sun 03 | Gerry Aiden | Comedy |
| Mon 04 | G & T | Duo |
| Tue 05 | Greg Mckenzie | Male Vocalist |
| Wed 06 | Jed Stone | Comedy |
| Thu 07 | Billy Shine | Comedy |
| Fri 08 | David Dalton | Male Vocalist |
| Sat 09 | Andy Rue | Comedy |
| Sun 10 | Trevor Wallace | Comedy |
| Mon 11 | Alf Berry | Guitar Vocalist |
| Tue 12 | Robbie Allen | Male Vocalist |
| Wed 13 | Jenny Renn | Female Vocalist |
| Thu 14 | Tom Brown | Male Vocalist |
| Fri 15 | Kriss David | Male Vocalist |
| Sat 16 | Terry Devon | Comedy |
| Sun 17 | Sid Scouse | Comedy |
| Mon 18 | Mike Dennett & Chic | Comedy |
| Tue 19 | Robbie Best | Male Vocalist |
| Wed 20 | Dave Betton | Comedy Vocalist |
| Thu 21 | Dereck Alleyn | Comedy |
| Fri 22 | David Dalton | Male Vocalist |
| Sat 23 | Jan Brett | Female Vocalist |
| Sun 24 | Trevor Wallace | Comedy |
| Mon 25 | G & T | Duo |
| Tue 26 | Jean Pasquill | Female Vocalist |
| Wed 27 | Billy Shine | Comedy |
| Thu 28 | Mike Alone | Male Vocalist |
| Fri 29 | Wayne Lester | Male Vocalist |
| Sat 30 | Terry Devon | Comedy |
| Sun 31 | R J Lawrence | Comedy |