| ID | Interpret | Skladba | Album | |
| 91. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 |   |
| 92. | Wilco | Via Chicago | Live--San Diego 4-29-05 |  |
| 93. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 94. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 95. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 96. | Wilco | Via Chicago | Summerteeth | |
| 97. | SCHWARZ, Henrik/AME/DIXON | Chicago | A Critical Mass Live EP | |
| 98. | Frank Sinatra | Chicago | | |
| 99. | Sex In Dallas & Biladoll | Chicago | Perpetual Emotion Maschine | |
| 100. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 101. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
| 102. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
| 103. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 104. | Abbie Hoffman | Chicago | Wake Up America! | |
| 105. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 106. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 107. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 108. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 109. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 110. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 | |
| 111. | Warren Farren | Chicago 7 | | |
| 112. | nothing nothings | I Like Chicago | Fire Works | |
| 113. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 114. | Unknown Artist | Chicago | | |
| 115. | Andrew Bracken | Chicago | alectricity 3 | |
| 116. | City From Below | Chicago 101 | City From Below | |
| 117. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 118. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 119. | ekoostik hookah | E: Chicago> | Hookahville Sp2K 5/26/00 set 2 | |
| 120. | ekoostik hookah | Chicago | 6-19-99 - Mariner's Beach Club - Negril, JA | |
