| ID | Interpret | Skladba | Album | |
| 151. | Wilco | Via Chicago | Summerteeth |    |
| 152. | Charlie Gehant | Chicago | Album de Charlie Gehant | |
| 153. | Chicago Group | Oh-Chicago | Congress - February 2008 | |
| 154. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 155. | Fooled By April | Come in, Chicago | Nice to See You | |
| 156. | Organ Donor | Chicago | Heaven and Hell | |
| 157. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 158. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 159. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 160. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 161. | sea wolf | chicago | | |
| 162. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 163. | Adam & Dee | Chicago | | |
| 164. | Baltic Fleet | To Chicago | TRASHMENAGERIE.com | |
| 165. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 166. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 167. | City From Below | Chicago 101 | City From Below | |
| 168. | nothing nothings | I Like Chicago | Fire Works | |
| 169. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 170. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 171. | SHOCK STARS | End Of Chicago | End Of Chicago | |
| 172. | Jeff Tweedy & Jay Bennett | Via Chicago | 1999/07-25 Old Town School of Folk Music Festival, Chicago, IL | |
| 173. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 174. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 175. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 176. | Alberta Cross | Old Man Chicago | The Thief & The Heartbreaker | |
| 177. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 178. | Adam & Dee | Chicago | | |
| 179. | Abbie Hoffman | Chicago | Wake Up America! | |
| 180. | Keith Werner Swing Revue Big Band | Chicago | | |
