Stadium: Court 3 Round: 44 Ground: Hardcourt outdoor
| ITF - M15 Santo Domingo | 2019/11/24 13:00 | Du Toit, Riaan v Maleno Rosario, Jesus | 6-1,6-0 |
| ITF M15 Cancun | 2019/07/17 13:30 | Du Toit, Riaan v Justin Roberts | 1-6,2-6 |
| ITF M15 Cancun | 2019/07/10 17:45 | Hadigian, Eric v Du Toit, Riaan | 6-4,6-4 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/28 11:15 | Du Toit, Riaan v Lucas Catarina | 1-6,3-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/27 07:00 | Paris, Joshua v Du Toit, Riaan | 4-6,7-5,4-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/25 10:00 | Malan, Pierre v Du Toit, Riaan | 6-3,3-6,4-6 |
| Harare, Singles Qualifying M-ITF-ZIM-01A | 2019/06/18 07:00 | Du Toit, Riaan v Beran, Martin | 3-6,2-6 |
| ITF M15 Cancun | 2019/03/11 15:30 | Rousseau, Hillel v Du Toit, Riaan | 6-3,7-6 |
| ITF - M15 Santo Domingo | 2019/11/24 13:00 | Turino, Osviel v Rivera Granja, Osmel | 4-6,2-6 |
| Coupe Davis | 2019/06/22 16:20 | Vega, Quinton v Rivera Granja, Osmel | 6-4,6-2 |
| Coupe Davis | 2019/06/21 16:25 | Rivera Granja, Osmel v Simons, Tariq | 6-1,6-3 |
| Coupe Davis | 2019/06/20 16:25 | Rowland Phillips v Rivera Granja, Osmel | 6-2,5-7,6-4 |
| Coupe Davis | 2019/06/19 17:00 | Rivera Granja, Osmel v Chevez, Jorge Daniel | 7-6,6-3 |
| Coupe Davis | 2019/06/18 16:15 | Turcios, Keny v Rivera Granja, Osmel | 6-2,3-6,6-2 |
| Coupe Davis | 2019/06/17 16:10 | Rivera Granja, Osmel v Duke, Akiel | 6-2,7-6 |
| ITF Dominican Republic F3 | 2018/12/10 13:00 | Simon Freund v Rivera Granja, Osmel | 6-1,6-3 |