| ID | Interpret | Skladba | Album | |
| 91. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 |   |
| 92. | Adam & Dee | Chicago | | |
| 93. | Frank Sinatra | Chicago | |  |
| 94. | Frank Sinatra | Chicago | | |
| 95. | Hedningarna | Chicago | Kaksi! | |
| 96. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 97. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 98. | SCHWARZ, Henrik/AME/DIXON | Chicago | A Critical Mass Live EP | |
| 99. | Santiago & Bushido | Chicago MF | Singles | |
| 100. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 101. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 102. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 103. | Alberta Cross | Old Man Chicago | The Thief & The Heartbreaker | |
| 104. | Chicago Group | Oh-Chicago | Congress - February 2008 | |
| 105. | Abbie Hoffman | Chicago | Wake Up America! | |
| 106. | Graeme Norgate | Chicago | TimeSplitters 2 | |
| 107. | Guerilla Love Radio - 107.1fm | GLR 107.1fm Chicago | GLR 107.1fm Chicago | |
| 108. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 109. | Abbie Hoffman | Chicago | Wake Up America! | |
| 110. | Groove Armada | Chicago | Vertigo | |
| 111. | Abbie Hoffman | Chicago | Wake Up America! | |
| 112. | Abbie Hoffman | Chicago | Wake Up America! | |
| 113. | City From Below | Chicago 101 | City From Below | |
| 114. | nothing nothings | I Like Chicago | Fire Works | |
| 115. | Messer Fur Frau Muller | Chicago | Senors Krakovjak | |
| 116. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 117. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 | |
| 118. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 119. | ekoostik hookah | Chicago | 6-19-99 - Mariner's Beach Club - Negril, JA | |
| 120. | ekoostik hookah | E: Chicago> | Hookahville Sp2K 5/26/00 set 2 | |
