| Billie Jean King Cup | 2021/06/15 10:30 | Chanel Simmonds v Georgina Moolman | 6-0,6-1 |
| ITF W25 Potchefstroom | 2021/02/20 08:00 | Carol Zhao v Chanel Simmonds | 6-4,6-4 |
| ITF W25 Potchefstroom | 2021/02/19 07:55 | Chanel Simmonds v Jesika Maleckova | 7-5,3-6,6-4 |
| ITF W25 Potchefstroom | 2021/02/18 07:55 | Eden Silva v Chanel Simmonds | 3-6,3-6 |
| ITF W25 Potchefstroom | 2021/02/16 11:10 | Gabriela Ce v Chanel Simmonds | 4-6,6-3,6-7 |
| ITF W25 Potchefstroom | 2021/02/09 10:50 | Chanel Simmonds v Eva Guerrero Alvarez | 6-7,4-6 |
| ITF W15 Cairo | 2021/01/15 08:30 | Chanel Simmonds v Anastasia E Nefedova | 4-6,6-7 |
| ITF W15 Cairo | 2021/01/14 08:30 | Chanel Simmonds v Elina Avanesyan | 6-3,6-4 |
| Billie Jean King Cup | 2021/06/15 10:30 | Divna Ratkovic v Umayra Hashimova | 6-1,6-4 |