| ID | Interpret | Skladba | Album | |
| 61. | Frank Sinatra | Chicago | Capitol Years Disc 20 |    |
| 62. | Frank Sinatra | Chicago | Capitol Years Disc 20 | |
| 63. | Seabreeze Park Wurlitzer Band | Chicago 2: | | |
| 64. | ekoostik hookah | Chicago | Hookahville Sp2K 5/26/00 set 2 | |
| 65. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 66. | Frank Sinatra with Sy Oliver | Chicago | I Remember Tommy | |
| 67. | City From Below | Chicago 101 | City From Below | |
| 68. | Steepwater Band | Down In Chicago | Brother to the Snake | |
| 69. | Steepwater Band | Down In Chicago | Brother to the Snake | |
| 70. | SCHWARZ, Henrik/AME/DIXON | Chicago | A Critical Mass Live EP | |
| 71. | Guerilla Love Radio - 107.1fm | GLR 107.1fm Chicago | GLR 107.1fm Chicago | |
| 72. | Santiago & Bushido | Chicago MF | Singles | |
| 73. | nothing nothings | I Like Chicago | Fire Works | |
| 74. | Fred Falke Feat. Teff Balmer | Chicago | WAVESATNIGHT.COM | |
| 75. | Steve Carell, Amy Sedaris, Paul Dinello, Stephen Colbert, Mitch Rouse and Others | Welcome to Chicago | The Best of Second City | |
| 76. | Messer Fur Frau Muller | Chicago | Senors Krakovjak | |
| 77. | Tommy Dorsey | Chicago | Tommy Dorsey | |
| 78. | Groove Armada | Chicago | Vertigo | |
| 79. | Warren Farren | Chicago 7 | | |
| 80. | Jeff Tweedy & Jay Bennett | Via Chicago | 1999/07-25 Old Town School of Folk Music Festival, Chicago, IL | |
| 81. | Ekoostik Hookah | Chicago | 1999-05-29 - Buckeye Lake Music Center - Hookahville XI | |
| 82. | ekoostik hookah | Chicago | 12-31-98 - Newport Music Hall - Cols., OH | |
| 83. | clammbon | chicago | best | |
| 84. | ekoostik hookah | E: Chicago> | Hookahville Sp2K 5/26/00 set 2 | |
| 85. | ekoostik hookah | Chicago | 6-19-99 - Mariner's Beach Club - Negril, JA | |
| 86. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 87. | Wes Anthony | Chicago | Westet @Greenote | |
| 88. | ekoostik hookah | Chicago | Jamaica 4-16-02 | |
| 89. | Wilco | Via Chicago | Massey Hall, Toronto, ON 06.30.07 | |
| 90. | Charlie Gehant | Chicago | Album de Charlie Gehant | |
