Starting in “R”
- Rachel Wammack (1)
- RaeLynn (1)
- Rainey Qualley (1)
- Randall King (1)
- Randy Houser (1)
- Randy Travis (1)
- Rascal Flatts (2)
- Rayne Johnson (1)
- Reba McEntire (1)
- Riley Green (2)
- Robby Johnson (1)
- Roman Alexander (1)
- Ronnie Dunn (1)
- Russell Dickerson (1)
- Ryan Follese (1)
- Ryan Hurd (1)
- Ryan Kinder (1)