Stadium: Court 18 Round: 25 Ground: Hardcourt outdoor
| Tavira, Simples M-ITF-POR-14A | 2019/10/04 09:00 | Alexandre Muller v Carr, Simon | 6-2,6-3 |
| Tavira, Simples M-ITF-POR-14A | 2019/10/03 10:40 | Carr, Simon v Gil, Fred | 6-1,6-1 |
| Tavira, Simples M-ITF-POR-14A | 2019/10/02 08:30 | Carr, Simon v Amatiste, Gianmarco | 6-2,6-1 |
| ITF M25 Shrewsbury | 2019/09/26 11:55 | Carr, Simon v Ocleppo, Julian | 1-6,6-1,3-6 |
| ITF M25 Shrewsbury | 2019/09/25 09:30 | Carr, Simon v Murgett, Finn | 6-2,6-2 |
| ITF M25 Shrewsbury | 2019/09/24 09:00 | Carr, Simon v Michael Shaw | 6-2,6-2 |
| Istanbul, Turkey | 2019/09/09 13:00 | Cengiz, Baran v Carr, Simon | 6-3,6-2 |
| New Haven, USA | 2019/09/03 14:00 | Carr, Simon v Aragone, JC | 2-6,3-6 |
| ITF M25 Norman | 2019/10/01 15:00 | Roelofse, Ruan v Zsiga, Mate | 1-6,6-4,4-10 |
| ITF M25 Norman | 2019/09/30 15:00 | Roelofse, Ruan v Haworth, Christopher G | 6-3,6-3 |
| ITF M25 Harlingen | 2019/09/25 23:00 | Roelofse, Ruan v Rapp, Austin | 6-7,2-6 |
| Coupe Davis | 2019/09/13 12:05 | Roelofse, Ruan v Dimitar Kuzmanov | 5-7,5-7 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/21 04:50 | Roelofse, Ruan v Purcell, Rhett | 3-6,6-7 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/18 03:00 | Sho Shimabukuro v Roelofse, Ruan | 7-6,6-2 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/17 02:30 | Goveas, Aryan v Roelofse, Ruan | 7-6,4-6,3-6 |
| Jakarta, Singles Main, M-ITF-INA-02A | 2019/08/16 02:30 | Roelofse, Ruan v Ajeet Rai | 6-3,6-3 |