| ID | Interpret | Skladba | Album | |
| 121. | Adam & Dee | Chicago | |  |
| 122. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 123. | Alberta Cross | Old Man Chicago | The Thief & The Heartbreaker |   |
| 124. | Frank Sinatra | Chicago | Frank Sinatra - Collectors Se | |
| 125. | City From Below | Chicago 101 | City From Below | |
| 126. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 127. | Daily News | chicago | Philly Feed | |
| 128. | Andrew Bracken | Chicago | alectricity 3 | |
| 129. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 130. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 131. | SCHWARZ, Henrik/AME/DIXON | Chicago | A Critical Mass Live EP | |
| 132. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 133. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 134. | Jeff Tweedy & Jay Bennett | Via Chicago | 1999/07-25 Old Town School of Folk Music Festival, Chicago, IL | |
| 135. | Fooled By April | Come in, Chicago | Nice to See You | |
| 136. | Wilco | Via Chicago | Summerteeth | |
| 137. | SHOCK STARS | End Of Chicago | End Of Chicago | |
| 138. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 139. | Wes Anthony | Chicago | Westet @Greenote | |
| 140. | Warren Farren | Chicago 7 | | |
| 141. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 142. | Wilco | Via Chicago | Summerteeth | |
| 143. | nothing nothings | I Like Chicago | Fire Works | |
| 144. | Keith Werner Swing Revue Big Band | Chicago | | |
| 145. | Wilco | Via Chicago | Summerteeth | |
| 146. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 147. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 148. | Graeme Norgate | Chicago | TimeSplitters 2 | |
| 149. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 150. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
