| 1 | ![Live At The T-Connection - Live (1999 Version) by The Roots]() | Live At The T-Connection - Live (1999 Version) | The Roots | B♭ Major | 6B | 100 |
| 2 | ![The Next Movement - Live (1999 Palais X-Tra) by The Roots]() | The Next Movement - Live (1999 Palais X-Tra) | The Roots | D♭ Major | 3B | 96 |
| 3 | ![Step Into The Realm - Live (1999 Bowery Ballroom) by The Roots]() | Step Into The Realm - Live (1999 Bowery Ballroom) | The Roots | F Minor | 4A | 86 |
| 4 | ![Proceed - Live (1999 Elysee Mountmartre) by The Roots]() | Proceed - Live (1999 Elysee Mountmartre) | The Roots | A♭ Major | 4B | 87 |
| 5 | ![Mellow My Man / Jusufckwithis - Live (1999 Version) by The Roots]() | Mellow My Man / Jusufckwithis - Live (1999 Version) | The Roots | G Major | 9B | 89 |
| 6 | ![Love Of My Life (Featuring Common) - Live (1999 Bowery Ballroom) by The Roots, Common]() | Love Of My Life (Featuring Common) - Live (1999 Bowery Ballroom) | The Roots, Common | B Major | 1B | 88 |
| 7 | ![The Ultimate - Live At Palais X-Tra Zurich, Switzerland / 1999 by The Roots]() | The Ultimate - Live At Palais X-Tra Zurich, Switzerland / 1999 | The Roots | A♭ Major | 4B | 93 |
| 8 | ![Don't See Us - Live (1999 Palais X-Tra) by The Roots]() | Don't See Us - Live (1999 Palais X-Tra) | The Roots | B Major | 1B | 92 |
| 9 | ![100% Dundee - Live (1999 Bowery Ballroom) by The Roots]() | 100% Dundee - Live (1999 Bowery Ballroom) | The Roots | A♭ Major | 4B | 91 |
| 10 | ![Adrenaline! - Live (1999 Bowery Ballroom) by The Roots]() | Adrenaline! - Live (1999 Bowery Ballroom) | The Roots | G Major | 9B | 107 |
| 11 | ![Essaywhuman?!! - Live (1999 Bowery Ballroom) by The Roots]() | Essaywhuman?!! - Live (1999 Bowery Ballroom) | The Roots | D♭ Major | 3B | 82 |
| 12 | ![Silent Treatment - Live (1999 Bowery Ballroom) by The Roots]() | Silent Treatment - Live (1999 Bowery Ballroom) | The Roots | B Minor | 10A | 73 |
| 13 | ![The Notic - Live (1999 The Studio) by The Roots]() | The Notic - Live (1999 The Studio) | The Roots | C Major | 8B | 78 |
| 14 | ![You Got Me (Featuring Jill Scott) - Live / 1999 by The Roots, Jill Scott]() | You Got Me (Featuring Jill Scott) - Live / 1999 | The Roots, Jill Scott | B Minor | 10A | 79 |
| 15 | ![What You Want (Featuring Jaguar) - Live, 1999 by The Roots, Jaguar]() | What You Want (Featuring Jaguar) - Live, 1999 | The Roots, Jaguar | A Minor | 8A | 91 |
| 16 | ![We Got You (Featuring Jaguar) - Live At The Old Hit Factory, 1999 by The Roots, Jaguar]() | We Got You (Featuring Jaguar) - Live At The Old Hit Factory, 1999 | The Roots, Jaguar | C Major | 8B | 69 |
| 17 | ![The Lesson-Part III (It's Over Now) - Live At The Old Hit Factory, 1999 by The Roots, Jaguar]() | The Lesson-Part III (It's Over Now) - Live At The Old Hit Factory, 1999 | The Roots, Jaguar | A♭ Minor | 1A | 101 |
