| ID | Interpret | Skladba | Album | |
| 91. | Santiago & Bushido | Chicago MF | Singles |  |
| 92. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 93. | Ekoostik Hookah | Chicago | 2006-12-29 @ Sachsenheim Hall | |
| 94. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 95. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 96. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 |  |
| 97. | Keith Werner Swing Revue Big Band | Chicago | | |
| 98. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 99. | Unknown Artist | Chicago | | |
| 100. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
| 101. | Fooled By April | Come in, Chicago | Nice to See You | |
| 102. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 103. | Groove Armada | Chicago | Vertigo | |
| 104. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 105. | Adam & Dee | Chicago | | |
| 106. | Adam & Dee | Chicago | | |
| 107. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 108. | Chicago Group | Oh-Chicago | Congress - February 2008 | |
| 109. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 110. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 111. | Andrew Bracken | Chicago | alectricity 3 | |
| 112. | Abbie Hoffman | Chicago | Wake Up America! | |
| 113. | clammbon | chicago | best | |
| 114. | Chicago | Chicago | |  |
| 115. | Abbie Hoffman | Chicago | Wake Up America! | |
| 116. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 117. | Abbie Hoffman | Chicago | Wake Up America! | |
| 118. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 119. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 120. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
