| ID | Interpret | Skladba | Album | |
| 61. | Alberta Cross | Old Man Chicago | The Thief & The Heartbreaker |    |
| 62. | Arthur Durkee | Chicago 4'33 | On the Road: A record of changes | |
| 63. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 64. | bradbordine | 5-chicago | | |
| 65. | City From Below | Chicago 101 | City From Below | |
| 66. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 67. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 68. | nothing nothings | I Like Chicago | Fire Works | |
| 69. | Fooled By April | Come in, Chicago | Nice to See You | |
| 70. | Messer Fur Frau Muller | Chicago | Senors Krakovjak | |
| 71. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 72. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 73. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 74. | Organ Donor | Chicago | Heaven and Hell | |
| 75. | lux-1944-10-09-453 | In Old Chicago | Lux Radio Theater | |
| 76. | SHOCK STARS | End Of Chicago | End Of Chicago | |
| 77. | sea wolf | chicago | | |
| 78. | Organ Donor | Chicago | Heaven and Hell | |
| 79. | Guerilla Love Radio - 107.1fm | GLR 107.1fm Chicago | GLR 107.1fm Chicago | |
| 80. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 81. | Santiago & Bushido | Chicago MF | Singles | |
| 82. | Andrew Bracken | Chicago | alectricity 3 | |
| 83. | Graeme Norgate | Chicago | TimeSplitters 2 | |
| 84. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 85. | Wilco | Via Chicago | Live--San Diego 4-29-05 | |
| 86. | Wilco | Via Chicago | 03.11.1993 Live at Tower Records, N. Clark St. Chicago, IL via WXRT | |
| 87. | Chicago Group | Oh-Chicago | Congress - February 2008 | |
| 88. | Wilco | Via Chicago | Summerteeth | |
| 89. | Wilco | Via Chicago | Kicking Television: Live In Chicago [Disc 2] | |
| 90. | Wilco | Via Chicago | Summerteeth | |
