| ID | Interpret | Skladba | Album | |
| 121. | Cade | I'm Not From Chicago | www.dynagroove.com |  |
| 122. | ekoostik hookah | Chicago | 6-19-99 - Mariner's Beach Club - Negril, JA |  |
| 123. | Baltic Fleet | To Chicago | TRASHMENAGERIE.com | |
| 124. | Unknown Artist | Chicago | | |
| 125. | Frank Sinatra | Chicago | |  |
| 126. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 127. | SCHWARZ, Henrik/AME/DIXON | Chicago | A Critical Mass Live EP | |
| 128. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 129. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 130. | Wilco | Via Chicago | Summerteeth | |
| 131. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 132. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 133. | City From Below | Chicago 101 | City From Below | |
| 134. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 135. | Fooled By April | Come in, Chicago | Nice to See You | |
| 136. | nothing nothings | I Like Chicago | Fire Works | |
| 137. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 138. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 139. | Frank Sinatra | Chicago | Frank Sinatra - Collectors Se | |
| 140. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 141. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 142. | Wilco | Via Chicago | Summerteeth | |
| 143. | Wilco | Via Chicago | Summerteeth | |
| 144. | Frank Sinatra | Chicago | | |
| 145. | SHOCK STARS | End Of Chicago | End Of Chicago | |
| 146. | Chicago | Chicago | | |
| 147. | Graeme Norgate | Chicago | TimeSplitters 2 | |
| 148. | Chicago Group | Oh-Chicago | Congress - February 2008 | |
| 149. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 150. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
