| Sat, 02 Jan 1999 | The Lexington Locals / ? |
| Fri, 08 Jan 1999 | open mic / Atcher, Beck, and Kahl (open band) |
| Fri-Sat, 22-23 Jan 1999 |
Contra Swing Shift Fri in Lexington - Carol Kopp / International Harvesters Sat in Berea - Carol Kopp / The Berea Castoffs |
| Sat, 06 Feb 1999 | Cary Ravitz / Ten Penny Bit |
| Fri, 12 Feb 1999 | Bill Pope / Atcher, Beck, and Kahl (open band) |
| Fri, 26 Feb 1999 | Keith Cornett / Bruce and Doug Greene |
| Fri, 12 Mar 1999 | Don Cornwell and Susan Petrick / Atcher, Beck, and Kahl (open band) |
| Sat, 13 Mar 1999 | Woody Lane / Rex Blazer and Anita Anderson |
| Fri, 26 Mar 1999 | Chris Bischoff / The Kentuckiana Mudcats |
| Sat, 03 Apr 1999 | Van Knowles / The Reel World String Band |
| Fri, 09 Apr 1999 | Barbara Ramlow / Atcher, Beck, and Kahl (open band) |
| Fri, 23 Apr 1999 | Steve Bennett / The Working-Title Contra Band |
| Sat, 01 May 1999 |
Keith Cornett / International Harvesters at Morton Middle School, 1225 Tates Creek Rd |
| Fri, 14 May 1999 | Kiran Wagle / Atcher, Beck, and Kahl (open band) |
| Fri, 28 May 1999 | Keith Harding / Liam's Fancy |
| Fri-Sun, 11-13 Jun 1999 |
Dance Trance George Marshall / Wild Asparagus |
| Fri, 25 Jun 1999 | open mic / The Contrary Travelers |
| Sat, 03 Jul 1999 | Darlene Underwood / Cailen Campbell and Laurie Fisher |
| Fri, 09 Jul 1999 | Diane Silver / Atcher, Beck, and Kahl (open band) |
| Fri, 23 Jul 1999 | Steve Bennett / The Mink Run Consort |
| Sat, 07 Aug 1999 | Steve Bennett, Cary Ravitz, and Darlene Underwood / The Working-Title Contra Band |
| Fri, 13 Aug 1999 | open mic / Atcher, Beck, and Kahl (open band) |
| Fri, 27 Aug 1999 | Barbara Ramlow / Beyond The Pale |
| Sat, 04 Sep 1999 | Susan Moffett / Chicks with Guns |
| Fri-Sat, 10-11 Sep 1999 |
String Beings Lexington/Cincinnati weekend Fri in Lexington - Darlene Underwood / String Beings Sat in Cincinnati - Darlene Underwood / String Beings |
| Fri, 24 Sep 1999 | Keith Cornett / The Biscuit Boys |
| Sat, 02 Oct 1999 | Cary Ravitz / Jim Nelson and Dave Landreth |
| Fri, 08 Oct 1999 | Keith Harding and Susan Petrick / Liam's Fancy |
| Fri-Sat, 15-16 Oct 1999 |
Red Mountain White Trash Lexington/Louisville weekend Fri in Lexington - Dwayne Johnson / Red Mountain White Trash Sat in Louisville - Keith Cornett / Red Mountain White Trash |
| Sat, 06 Nov 1999 | Steve Bennett / The Trusty House Band |
| Fri, 12 Nov 1999 | Susan Moffett / Atcher, Beck, and Kahl (open band) |
| Fri, 26 Nov 1999 | Dwayne Johnson / The Working-Title Contra Band |
| Sat, 04 Dec 1999 | Keith Cornett / Bunch of Bacon |
| Fri, 10 Dec 1999 | Lisa Ornstein / Atcher, Beck, and Kahl (open band) |