| ID | Interpret | Skladba | Album | |
| 91. | Wilco | Via Chicago | Summerteeth |    |
| 92. | Organ Donor | Chicago | Heaven and Hell | |
| 93. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 94. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 95. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 96. | Steepwater Band | Down In Chicago | Brother to the Snake | |
| 97. | Sex In Dallas & Biladoll | Chicago | Perpetual Emotion Maschine | |
| 98. | Wilco | Via Chicago | Summerteeth | |
| 99. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 100. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 101. | Hedningarna | Chicago | Kaksi! | |
| 102. | Andrew Bracken | Chicago | alectricity 3 | |
| 103. | Wilco | Via Chicago | Summerteeth | |
| 104. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 105. | Groove Armada | Chicago | Vertigo | |
| 106. | ekoostik hookah | E: Chicago> | Hookahville Sp2K 5/26/00 set 2 | |
| 107. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 108. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 109. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 110. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 111. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 112. | Wes Anthony | Chicago | Westet @Greenote | |
| 113. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 114. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 115. | Daily News | chicago | Philly Feed | |
| 116. | Cade | I'm Not From Chicago | www.dynagroove.com | |
| 117. | Organ Donor | Chicago | Heaven and Hell | |
| 118. | Chicago | Chicago | | |
| 119. | ekoostik hookah | Chicago | 12-31-98 - Newport Music Hall - Cols., OH | |
| 120. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
