| RTL World League Soccer 2000 | DE | 1999 |
THQ | Commercial |
| Rugrats - Die grosse Schatzsuche | DE | 1999 |
THQ | Commercial |
| Rush 2 - Extreme Racing USA | EU | 1999-02-04 |
Midway | Commercial |
| Re-Volt | EU | 1999-03 |
Acclaim Entertainment | Commercial |
| Rampage 2 - Universal Tour | US | 1999-03-31 |
GT Interactive | Commercial |
| Rampage 2 - Universal Tour | EU | 1999-05-21 |
GT Interactive | Commercial |
| Racing Simulation 2 | DE | 1999-06 |
Ubisoft | Commercial |
| Rugrats - Scavenger Hunt | US | 1999-06-28 |
THQ | Prototype |
| Re-Volt | US | 1999-07 |
Acclaim Entertainment | Commercial |
| Road Rash 64 | US | 1999-08 |
THQ | Commercial |
| Rugrats - Scavenger Hunt | US | 1999-08 |
THQ | Commercial |
| Rally '99 | JP | 1999-08-06 |
Southpeak Interactive | Commercial |
| Rugrats - Treasure Hunt | EU | 1999-08-10 |
THQ | Commercial |
| Road Rash 64 | US | 1999-09-22 |
THQ | Prototype |
| Ready 2 Rumble Boxing | US | 1999-10 |
Midway | Commercial |
| Resident Evil 2 | US | 1999-10 |
Virgin Interactive | Commercial |
| Rocket - Robot on Wheels | US | 1999-10 |
Ubisoft | Commercial |
| Rayman 2 - The Great Escape | EU | 1999-10-29 |
Ubisoft | Commercial |
| Roadsters | US | 1999-11 |
Titus | Commercial |
| Rayman 2 - The Great Escape | US | 1999-11-09 |
Ubisoft | Commercial |
| Robot Poncots 64 - 7tsu no Umi no Caramel | JP | 1999-12 |
Hudson Soft | Commercial |
| Ready 2 Rumble Boxing | EU | 1999-12-10 |
Midway | Commercial |
| Road Rash 64 | EU | 1999-12-17 |
THQ | Commercial |
| Road Rash 64 | EU | 1999-12-17 |
THQ | Prototype |
| Roadsters | EU | 1999-12-17 |
Titus | Commercial |
| Rocket - Robot on Wheels | EU | 1999-12-17 |
Ubisoft | Commercial |
| Rocket - Robot on Wheels | EU | 1999-12-17 |
Ubisoft | Prototype |