| ID | Interpret | Skladba | Album | |
| 121. | Cade | I'm Not From Chicago | www.dynagroove.com |  |
| 122. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 123. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 124. | Abbie Hoffman | Chicago | Wake Up America! | |
| 125. | Abbie Hoffman | Chicago | Wake Up America! |  |
| 126. | Abbie Hoffman | Chicago | Wake Up America! | |
| 127. | Abbie Hoffman | Chicago | Wake Up America! | |
| 128. | Adam & Dee | Chicago | | |
| 129. | Adam & Dee | Chicago | | |
| 130. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 131. | Alberta Cross | Old Man Chicago | The Thief & The Heartbreaker |  |
| 132. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 133. | Fooled By April | Come in, Chicago | Nice to See You | |
| 134. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 135. | Wes Anthony | Chicago | Westet @Greenote | |
| 136. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 137. | Wilco | Via Chicago | Summerteeth | |
| 138. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 139. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 140. | Frank Sinatra | Chicago | | |
| 141. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 142. | Wilco | Via Chicago | Summerteeth | |
| 143. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 144. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 145. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 146. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 147. | Messer Fur Frau Muller | Chicago | Senors Krakovjak | |
| 148. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 | |
| 149. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 150. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
