| ID | Interpret | Skladba | Album | |
| 61. | sea wolf | chicago | |  |
| 62. | Wilco | Via Chicago | Live--San Diego 4-29-05 |   |
| 63. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 64. | Charlie Gehant | Chicago | Album de Charlie Gehant | |
| 65. | Baltic Fleet | To Chicago | TRASHMENAGERIE.com | |
| 66. | Hedningarna | Chicago | Kaksi! | |
| 67. | Abbie Hoffman | Chicago | Wake Up America! | |
| 68. | Steepwater Band | Down In Chicago | Brother to the Snake | |
| 69. | Steepwater Band | Down In Chicago | Brother to the Snake | |
| 70. | Organ Donor | Chicago | Heaven and Hell | |
| 71. | Organ Donor | Chicago | Heaven and Hell | |
| 72. | D.J.Slaider | Chicago | | |
| 73. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 74. | Fooled By April | Come in, Chicago | Nice to See You | |
| 75. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 76. | bradbordine | 5-chicago | | |
| 77. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 78. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 79. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 80. | Adam & Dee | Chicago | | |
| 81. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 82. | Seung Sahn Zen Master | Chicago | February 1977 | |
| 83. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 84. | Jeff Tweedy & Jay Bennett | Via Chicago | Old Town School of Folk Music Fest, 7/25/99 | |
| 85. | Crosby, Stills, Nash, & Young | Chicago | The 60's: Motion Picture Sound | |
| 86. | Abbie Hoffman | Chicago, Chicago | Wake Up America! | |
| 87. | Guerilla Love Radio - 107.1fm | GLR 107.1fm Chicago | GLR 107.1fm Chicago | |
| 88. | Abbie Hoffman | Chicago | Wake Up America! | |
| 89. | Chicago | Chicago | | |
| 90. | Messer Fur Frau Muller | Chicago | Senors Krakovjak | |
