| Roy Woods |
3 |
| Run The Jewels |
13 |
| Ryan Higa |
4 |
| Roots Manuva |
17 |
| Roxanne Shante |
3 |
| Rose [rap] |
6 |
| Ronan Hardiman |
11 |
| Ronny Jordan |
4 |
| Ryan Broshear |
4 |
| Rubby Perez |
4 |
| Rupa & the April Fishes |
3 |
| Ruf |
6 |
| Robert & Elizabeth |
4 |
| Rubberbandits |
7 |
| Rye Rye |
3 |
| Ryan Gosling |
3 |
| Rymz |
8 |
| Ruvie |
15 |
| Rustie |
4 |
| Rune Rudberg |
10 |
| Rosa López |
23 |
| Ry Cuming |
5 |
| Renzo |
3 |
| Rubber Puppy |
7 |
| Rigbi |
4 |
| Rondé |
3 |
| Ryan Hurd |
3 |
| Robert Nighthawk |
10 |
| Rejjie Snow |
4 |
| Raye |
7 |
| Roxy Music feat. Bryan Ferry |
5 |
| Russell Malone |
3 |
| Roy Orbison feat. Gene Pitney |
3 |
| REO Speedwagon feat. Styx |
4 |
| Ryan Oakes |
3 |
| Robyn Sherwell |
4 |
| Rashad & Confidence |
8 |
| Rockstah |
9 |
| Real Rudeboy |
3 |
| Rome Fortune |
8 |
| RondoNumbaNine |
5 |
| Rob Bailey |
3 |
| Reza pishro |
5 |
| Rusty Cage |
4 |
| Radio Control |
24 |
| Raphaële Lannadère |
3 |