| | Chicago songs | | | |
| 61 | Dialogue Part2 [from the "Chicago V"] | | 04:14 | |
| 62 | Does Anybody Really Know What Time It Is? [from the "The Chicago Transit Authority"] | | 04:34 | |
| 63 | Does Anybody Really Know What Time It Is? [from the "Chicago IV - Chicago at Carnegie Hall"] | | 06:20 | |
| 64 | Don't Get Around Much Anymore [from the "Chicago XXII - Night & Day, Big Band"] | | 03:38 | |
| 65 | Dream a Little Dream of Me [from the "Chicago XXII - Night & Day, Big Band"] | | 03:13 | |
| 66 | Dreamin' Home [from the "Chicago III"] | | 00:49 | |
| 67 | Explain It To My Heart [from the "Chicago XXI - Twenty 1"] | | 04:47 | |
| 68 | Fallin' Out [from the "Chicago III"] | | 00:53 | |
| 69 | Fancy Colours [from the "Chicago II"] | | 05:12 | |
| 70 | Fancy Colours [from the "Chicago IV - Chicago at Carnegie Hall"] | | 05:15 | |
| 71 | Feel (Single Mix) [from the "Chicago XXX"] | | 04:02 | |
| 72 | Feel (The Horn Section Mix) [from the "Chicago XXX"] | | 04:30 | |
| 73 | Feelin' Stronger Every Day [from the "Chicago VI"] | | 04:14 | |
| 74 | Feelin' Stronger Every Day [from the "Chicago XXVI - Live In Concert"] | | 04:24 | |
| 75 | Feliz Navidad [from the "Chicago XXV - The Christmas Album"] | | 04:15 | |
| 76 | Flight 602 [from the "Chicago III"] | | 02:44 | |
| 77 | Flight 602 [from the "Chicago IV - Chicago at Carnegie Hall"] | | 03:31 | |
| 78 | Follow Me [from the "Chicago XVI"] | | 04:56 | |
| 79 | Forever [from the "Chicago XVIII"] | | 05:19 | |
| 80 | Free [from the "Chicago III"] | | 02:15 | |
| 81 | Free [from the "Chicago IV - Chicago at Carnegie Hall"] | | 05:15 | |
| 82 | Free Country [from the "Chicago III"] | | 05:47 | |
| 83 | Free Form Guitar [from the "The Chicago Transit Authority"] | | 06:50 | |
| 84 | Free Form Intro (Naseltones) [from the "Chicago IV - Chicago at Carnegie Hall"] | | 05:58 | |
| 85 | Gently I'll Wake You [from the "Chicago X"] | | 03:36 | |
| 86 | Get On This [from the "Chicago XXXII - Stone Of Sisyphus"] | | 04:31 | |
| 87 | God Rest Ye Merry, Gentlemen [from the "Chicago XXV - The Christmas Album"] | | 03:23 | |
| 88 | God Save The Queen [from the "Chicago XXI - Twenty 1"] | | 04:20 | |
| 89 | Gone Long Gone [from the "Chicago XII - Hot Streets"] | | 03:59 | |
| 90 | Goodbye [from the "Chicago V"] | | 05:54 | |
| 91 | Goody Goody [from the "Chicago XXII - Night & Day, Big Band"] | | 04:04 | |
| 92 | Hanky Panky [from the "Chicago VII"] | | 01:53 | |
| 93 | Happy 'cause I'm Going Home [from the "Chicago III"] | | 07:25 | |
| 94 | Happy 'cause I'm Going Home [from the "Chicago IV - Chicago at Carnegie Hall"] | | 07:55 | |
| 95 | Happy Man [from the "Chicago VII"] | | 03:32 | |
| 96 | Hard Habit To Break [from the "Chicago XVII"] | | 04:46 | |
| 97 | Hard Habit to Break [from the "Chicago XXVI - Live In Concert"] | | 05:15 | |
| 98 | Hard To Say I'm Sorry [from the "Chicago XVI"] | | 05:07 | |
| 99 | Hard to Say I'm Sorry - Get Away [from the "Chicago XXVI - Live In Concert"] | | 05:38 | |
| 100 | Harry Truman [from the "Chicago VIII"] | | 03:04 | |
| 101 | Have Yourself a Merry Little Christmas [from the "Chicago XXV - The Christmas Album"] | | 04:01 | |
| 102 | Heart In Pieces [from the "Chicago XIX"] | | 05:08 | |
| 103 | Here With Me [from the "Chicago XXXII - Stone Of Sisyphus"] | | 04:13 | |
| 104 | Hideaway [from the "Chicago VIII"] | | 04:46 | |
| 105 | Hold On [from the "Chicago XIV"] | | 04:15 | |
| 106 | Holdin' On [from the "Chicago XXI - Twenty 1"] | | 04:14 | |
| 107 | Hollywood [from the "Chicago VI"] | | 03:55 | |
| 108 | Hope For Love [from the "Chicago X"] | | 03:03 | |
| 109 | Hot Streets [from the "Chicago XII - Hot Streets"] | | 05:16 | |
| 110 | I Believe [from the "Chicago XVIII"] | | 04:23 | |
| 111 | I Don't Wanna Live Without Your Love [from the "Chicago XIX"] | | 03:59 | |
| 112 | I Don't Want Your Money [from the "Chicago III"] | | 04:46 | |
| 113 | I Don't Want Your Money [from the "Chicago IV - Chicago at Carnegie Hall"] | | 05:22 | |
| 114 | I'd Rather Be Rich [from the "Chicago XIV"] | | 03:05 | |
| 115 | If I Should Ever Lose You [from the "Chicago XXVI - Live In Concert"] | | 04:26 | |
| 116 | If It Where You [from the "Chicago XXI - Twenty 1"] | | 04:42 | |
| 117 | If She Would Have Been Faithful [from the "Chicago XVIII"] | | 03:51 | |
| 118 | If You Leave Me Now [from the "Chicago X"] | | 03:58 | |
| 119 | I'm A Man [from the "The Chicago Transit Authority"] | | 07:43 | |
| 120 | I'm a Man [from the "Chicago IV - Chicago at Carnegie Hall"] | | 08:51 | |