| ID | Interpret | Skladba | Album | |
| 151. | Steepwater Band | Down In Chicago | Brother to the Snake |  |
| 152. | Baltic Fleet | To Chicago | TRASHMENAGERIE.com | |
| 153. | Organ Donor | Chicago | Heaven and Hell |  |
| 154. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 155. | Abbie Hoffman | Chicago | Wake Up America! | |
| 156. | Abbie Hoffman | Chicago | Wake Up America! | |
| 157. | Abbie Hoffman | Chicago | Wake Up America! | |
| 158. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 159. | Abbie Hoffman | Chicago | Wake Up America! | |
| 160. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 161. | Jeff Tweedy & Jay Bennett | Via Chicago | 1999/07-25 Old Town School of Folk Music Festival, Chicago, IL | |
| 162. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 163. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 164. | Andrew Bracken | Chicago | alectricity 3 | |
| 165. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 166. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 167. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 168. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 169. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 170. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 171. | Fooled By April | Come in, Chicago | Nice to See You | |
| 172. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 173. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 |  |
| 174. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 175. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 176. | Wilco | Via Chicago | Summerteeth | |
| 177. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 178. | Wilco | Via Chicago | Summerteeth | |
| 179. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 180. | clammbon | chicago | best | |
