| ID | Interpret | Skladba | Album | |
| 61. | Joe Pug | Ol' 55 | Live at Schuba's Tavern 5/1/09 |  |
| 62. | Joe Lorenz | Plush | Live at The Tavern 8/27/04 - Liverpool, NY | |
| 63. | Joe Lorenz | Flaming Moes | Live at The Tavern 8/27/04 - Liverpool, NY | |
| 64. | Joe Lorenz | Video Killed The Radio Star | Live at The Tavern 8/27/04 - Liverpool, NY | |
| 65. | Joe Lorenz | Sweet Caroline | Live at The Tavern 8/27/04 - Liverpool, NY | |
| 66. | Wisely | This Is Everything | Live @ George's Tavern |  |
| 67. | Howie Day | Annalise | Live at Schuba's Tavern - 7.11.2004 |  |
| 68. | The Tragically Hip | Times Are Passing Us By | Live Toronto, Horseshoe Tavern 07/15/88 | |
| 69. | Doug Martsch | 2-This Night Has Opened My Eyes (The Smiths) | Live@Tractor Tavern - Seattle, WA - 3.27.02 | |
| 70. | American Analog Set | Hard To Find (Live) | Live - 2003/06/25 - Horseshoe Tavern, Toronto, Canada | |
| 71. | American Analog Set | Hard To Find (Live) | Live - 2003/06/25 - Horseshoe Tavern, Toronto, Canada | |
| 72. | American Analog Set | Hard To Find (Live) | Live - 2003/06/25 - Horseshoe Tavern, Toronto, Canada | |
| 73. | The Disco Biscuits | Banter | 2006-08-05 Lollapalooza - Chicago, IL | |
| 74. | The Disco Biscuits | Banter | 2006-08-05 Lollapalooza - Chicago, IL | |
| 75. | Carlo Garcia | Sean Lennon - Friendly Fire | Radio Free Chicago Best of 2006 | |
| 76. | Charles Bernstein | The Task of Poetics, the Fate of Innovation, and the Aesthetics of Criticism | University of Chicago Poem Present Dec. 1, 2006 | |
| 77. | Charles Bernstein | Poem Present Readinig UChicago | University of Chicago Poem Present Nov. 30, 2006 | |
| 78. | The Olivia Tremor Control | Memories of Jacqueline 1906 | Live in Chicago 5/1/97 | |
| 79. | Apples in Stereo | Track 05 | Live in Chicago 6/21/97 | |
| 80. | They Might Be Gaints | tmbg1110200719 | Live In Chicago | |
| 81. | The Olivia Tremor Control | Define a Transparent Dream | Live in Chicago 5/1/97 | |
| 82. | Apples in Stereo | Love You Alice D | Live in Chicago 6/21/97 | |
| 83. | The Olivia Tremor Control | Jumping Fences | Live in Chicago 5/1/97 | |
| 84. | David Sylvian | Orpheus | Live in Chicago, USA, 9 May 20 | |
| 85. | The Olivia Tremor Control | Take The Time To Turn Around | Live in Chicago 5/1/97 | |
| 86. | Apples in Stereo | Glow Worm | Live in Chicago 6/21/97 | |
| 87. | Apples in Stereo | Track 03 | Live in Chicago 6/21/97 | |
| 88. | The Olivia Tremor Control | Sunshine Fix | Live in Chicago 5/1/97 | |
| 89. | The Olivia Tremor Control | Spring Succeeds | Live in Chicago 5/1/97 | |
| 90. | Guns N' Roses | Madagascar | Live In Chicago | |
