- Tommy Rall -- Tommy Reck
- Tommy Redding -- Tommy Renino
- Tommy Retro -- Tommy Riddle Band
- Tommy Ridgely -- Tommy Rock
- Tommy Roe -- Tommy Sancton
- Tommy Sancton's Crescent City Serenaders -- Tommy Savitt
- Tommy Scherer -- Tommy Seebach
- Tommy Sena & The Valcounts -- Tommy Shinn
- Tommy Simatupang -- Tommy Slothower
- Tommy Smiley -- Tommy Southard
- Tommy Sparks -- Tommy Stavros
- Tommy Steele -- Tommy Strange
- Tommy Strazza & The Model Citizens -- Tommy T.
- Tommy T. -- Tommy T.