| | | Artist (genres) | | | Artist rating |
| 1 |  | Amy Winehouse (Soul, R&B, Jazz, Funk, Doo-wop, Swing) | | | |
| 2 |  | Big Joe Turner (Jump blues, Rock and roll, Swing music) | | | |
| 3 |  | Boyz II Men (R&B, Soul, New jack swing) | | | |
| 4 |  | Brian Setzer (Rockabilly, Rock and roll, Swing revival, Jump blues) | | | |
| 5 |  | Caro Emerald (Jazz, Pop, Electro swing) | | | |
| 6 |  | Cherry Poppin' Daddies (Rock, Retro-rock, Swing, Funk rock) | | | |
| 7 |  | Coleman Hawkins (Swing music, Bebop) | | | |
| 8 | | Dexter Gordon (Swing, Bop, Hard bop) | | | |
| 9 |  | Duke Ellington (Orchestral jazz, Swing, Big band) | | | |
| 10 |  | Ella Fitzgerald (Swing, Traditional pop, Vocal jazz) | | | |
| 11 |  | Glenn Miller (Swing, Jazz, Big band) | | | |
| 12 |  | Jagged Edge (R&B, Soul, New Jack Swing) | | 3 | |
| 13 |  | Keith Sweat (Urban, R&B, New Jack Swing) | | 8 | |
| 14 |  | Lionel Hampton (Swing, Big band, Mainstream jazz, New York blues) | | | |
| 15 |  | Louis Armstrong (Jazz, Swing, Traditional pop) | | | |
| 16 |  | Michael Jackson (Pop, Dance, R&B, Rock, Swing) | | 99 | |
| 17 |  | New Edition (R&B, Dance-pop, New jack swing) | | 6 | |
| 18 |  | Paula Abdul (Pop, R&B, Dance, New jack swing) | | | |
| 19 |  | Quincy Jones (Pop, Funk, Soul, Swing, Jazz) | | | |
| 20 |  | Robbie Williams (Pop rock, Adult contemporary, Britpop, Soft rock, Dance-pop, Swing revival, Dance-rock) | | | |
| 21 |  | Stephane Grappelli (Swing, Continental Jazz, Gypsy jazz) | | | |
| 22 |  | TLC (R&B, Hip hop, Dance, New jack swing) | | 19 | |
| 23 |  | Toni Braxton (Pop, Soul, R&B, Swing, Dance-pop) | | | |
| 24 |  | Tony Bennett (Traditional pop, Swing, Jazz) | | | |
| 25 |  | Woody Herman (Big band music, Swing, Cool jazz) | | | |
| 26 |  | Yolanda Be Cool (Club, Swing house) | | 3 | |