- Rest in Power
- Rhymes and Ammo by The Roots (Ft. Talib Kweli) prod. by Grand Wizzards
- Right Hand Man by Christopher Jackson, Lin-Manuel Miranda, Leslie Odom, Jr. & Original Broadway Cast of "Hamilton" prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- Right Hand Man by Royce da 5'9" prod. by !llmind
- Right Now by Fort Minor (Ft. Styles of Beyond) prod. by Mike Shinoda
- Right On by The Roots (Ft. Joanna Newsom & STS) prod. by Alectrick.Korn & ?uestlove
- Riot by Thurz prod. by DJ Khalil
- Rise Up by Street Fighter (Ft. Del the Funky Homosapien, Fashawn & Murs) prod. by Domino (Hiero) & ?uestlove
- Rising Down by The Roots (Ft. Dice Raw, Styles P & Yasiin Bey) prod. by ?uestlove
- Rising Up by The Roots (Ft. Chrisette Michele & Wale) prod. by James Poyser & ?uestlove
- Rock the Bells (Live at Howard Gilman Opera House) by LL Cool J, Eminem, The Roots & DJ Jazzy Jeff prod. by Rick Rubin
- Rock You by The Roots prod. by DJ Scratch & Grand Wizzards
- Rolling 110 Deep by DJ Kay Slay (Ft. 3D Na'Tee, Aobie, AZ, Big Daddy Kane, Big Dubez, Billy Danze, Bodega Bamz, Bun B, Bynoe, Cassidy, Chris Rivers, Chuck D, Coke La Rock, Consequence, Conway the Machine, Cory Gunz, Dave East, DJ Doo Wop, Drag-On, E-A-Ski, E.D.I. Mean, Freddie Foxxx, Fredro Starr, Fred the Godson, Ghostface Killah, Gillie Da Kid, Grandmaster Caz, Grandmaster Melle Mel, Grand Puba, Greg Nice, Gunplay, Havoc, Hocus45th, Ice-T, Inspectah Deck, Jim Jones, Joell Ortiz, Jon Connor, J.R. Writer, Junior Reid, Kaflow Kaboom, King Kirk, Kool DJ Red Alert, Kool G Rap, KRS-One, KXNG Crooked, Lil' Cease, Lil' Fame, Loaded Lux, Locksmith, Lord Jamar, Lord Tariq, Maino, McGruff, MC Serch, MC Shan, Merkules, Metta Sandiford-Artest, Mike Cee, Millyz, Mistah F.A.B., Ms. Hustle, Mysonne, Nino Man, Omar Epps, OT the Real, Oun-P, Page Kennedy, Papoose, Peter Gunz, Pretty Tone Capone, PTKNY, Raekwon, Rah Digga, Ransom, Ras Kass, Redman, RJ Payne, Rockness Monsta, Royal Flush, Roy Jones Jr., Sadat X, Saigon, Sauce Money, Shaquille O'Neal, Sheek Louch, Shoota93, SickFlo, Smooth B, Sonja Blade, Stan Spit, Sticky Fingaz, Styleon, Styles P, Super Lover Cee, Termanology, Tone Trump, Tony Moxberg, Tracey Lee, Trae tha Truth, Tragedy Khadafi, Treach, Trick Trick, Twista, Uncle Murda, Vado, Wais P, Young Buck & Young Noble) prod. by Trackateering Music
- Rolling with Heat by The Roots (Ft. Dice Raw & Talib Kweli) prod. by Grand Wizzards
- Roman Candles by The Alchemist (Ft. Roc Marciano) prod. by The Alchemist
- Sacrifice by The Roots (Ft. Nelly Furtado) prod. by Kamal Gray & Kamiah Gray
- Saltwater by Danger Mouse & Black Thought (Ft. Conway the Machine) prod. by Danger Mouse
- Satisfied by Original Broadway Cast of Hamilton & Renée Elise Goldsberry prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- Say No to This by Jasmine Cephas-Jones, Leslie Odom, Jr., Lin-Manuel Miranda, Sydney James Harcourt & Original Broadway Cast of "Hamilton" prod. by Alex Lacamoire, Bill Sherman, Lin-Manuel Miranda & ?uestlove
- Say Peace by Common (Ft. PJ) prod. by Karriem Riggins