| 1 | 1989 | Cities 97 Sampler, Volume 1 (The Cities' Sampler) | Various Artists | Album + Compilation | 5 | 1 |
| 2 | 1990 | Cities 97 Sampler, Volume 2 (Collectibles) | Various Artists | Album + Compilation | 5 | 1 |
| 3 | 1991 | Cities 97 Sampler, Volume 3 (Songs for the Earth) | Various Artists | Album + Compilation | 5 | 1 |
| 4 | 1992 | Cities 97 Sampler, Volume 4 (Keepsakes) | Various Artists | Album + Live | 5 | 1 |
| 5 | 1993 | Cities 97 Sampler, Volume 5 (Rarities) | Various Artists | Album + Compilation + Live | 5 | 1 |
| 6 | 1994 | Cities 97 Sampler, Volume 6 (Gems) | Various Artists | Album + Live | 5 | 1 |
| 7 | 1995 | Cities 97 Sampler, Volume 7 (Essentials) | Various Artists | Album + Compilation | 5 | 1 |
| 8 | 1996 | Cities 97 Sampler, Volume 8 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 9 | 1997 | Cities 97 Sampler, Volume 9 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 10 | 1998 | Cities 97 Sampler, Volume 10 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 11 | 1999 | Cities 97 Sampler, Volume 11 | Various Artists | Album + Compilation | 5 | 1 |
| 12 | 2000 | Cities 97 Sampler, Volume 12 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 13 | 2001 | Cities 97 Sampler, Volume 13 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 13.5 | 2001 | Cities 97 Sampler: As Minnesota as It Gets | Various Artists | Album + Compilation | 5 | 1 |
| 14 | 2002 | Cities 97 Sampler, Volume 14 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 15 | 2003 | Cities 97 Sampler, Volume 15 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 16 | 2004 | Cities 97 Sampler, Volume 16 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 17 | 2005 | Cities 97 Sampler, Volume 17 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 18 | 2006 | Cities 97 Sampler, Volume 18 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 19 | 2007 | Cities 97 Sampler, Volume 19 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 20 | 2008 | Cities 97 Sampler, Volume 20 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 21 | 2009 | Cities 97 Sampler, Volume 21 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 22 | 2010 | Cities 97 Sampler, Volume 22 | Various Artists | Album + Compilation | 5 | 1 |
| 23 | 2011 | Cities 97 Sampler, Volume 23: Live From Studio C | Various Artists | Album + Compilation + Live | 5 | 1 |
| 24 | 2012 | Cities 97 Sampler, Volume 24 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 25 | 2013 | Cities 97 Sampler, Volume 25 | Various Artists | Album + Compilation + Live | 5 | 1 |
| 26 | 2014 | Cities 97 Sampler, Volume 26 | Various Artists | Album + Compilation | 5 | 1 |
| 27 | 2015 | Cities 97 Sampler, Volume 27 | Various Artists | Album + Live | 5 | 1 |
| 28 | 2016 | Cities 97 Sampler, Volume 28 | Various Artists | Album + Compilation | 5 | 1 |
| 29 | 2017 | Cities 97 Sampler, Volume 29 | Various Artists | Album + Compilation | 5 | 1 |
| 30 | 2018 | Cities 97 Sampler, Volume 30 (The Final Chapter) | Various Artists | Album + Compilation | 5 | 1 |
