| ID | Interpret | Skladba | Album | |
| 91. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City |  |
| 92. | Chicago | Chicago | |   |
| 93. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 94. | City From Below | Chicago 101 | City From Below | |
| 95. | Santiago & Bushido | Chicago MF | Singles | |
| 96. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 97. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 98. | Charlie Gehant | Chicago | Album de Charlie Gehant | |
| 99. | Guerilla Love Radio - 107.1fm | GLR 107.1fm Chicago | GLR 107.1fm Chicago | |
| 100. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
| 101. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 102. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 | |
| 103. | bradbordine | 5-chicago | | |
| 104. | Keith Werner Swing Revue Big Band | Chicago | | |
| 105. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 106. | Fooled By April | Come in, Chicago | Nice to See You | |
| 107. | ekoostik hookah | Chicago | 12-31-98 - Newport Music Hall - Cols., OH | |
| 108. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 109. | Ekoostik Hookah | Chicago | 2006-12-29 @ Sachsenheim Hall | |
| 110. | Jeff Tweedy & Jay Bennett | Via Chicago | 1999/07-25 Old Town School of Folk Music Festival, Chicago, IL | |
| 111. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 112. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 113. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 114. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 115. | ekoostik hookah | Chicago | 6-19-99 - Mariner's Beach Club - Negril, JA | |
| 116. | ekoostik hookah | E: Chicago> | Hookahville Sp2K 5/26/00 set 2 | |
| 117. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 118. | Arthur Durkee | Chicago 4'33 | On the Road: A record of Changes | |
| 119. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 120. | Organ Donor | Chicago | Heaven and Hell | |
