| 2020-02-29 09:00:00February 29, 2020 | Hout Bay United Football Community  | 1 - 4 |  Stellenbosch FC | |
| 2020-03-07 09:00:00March 7, 2020 | Stellenbosch FC | 5 - 3 |  Cape Umoya | |
| 2020-03-14 09:00:00March 14, 2020 | Stellenbosch FC | 2 - 0 |  Young Bafana Soccer Academy | |
| 2020-04-04 09:00:00April 4, 2020 | Ajax Cape Town  | 09:00:00Postponed | Stellenbosch FC | |
| 2020-04-18 09:00:00April 18, 2020 | Stellenbosch FC | 09:00:00Postponed |  Ubuntu FC | |
| 2020-04-25 09:00:00April 25, 2020 | Stellenbosch FC | 09:00:00Postponed | Hout Bay United Football Community | |
| 2020-05-09 09:00:00May 9, 2020 | Stellenbosch FC | 09:00:00Postponed | Cape Umoya | |
| 2020-05-16 09:00:00May 16, 2020 | Young Bafana Soccer Academy | 09:00:00Postponed | Stellenbosch FC | |
| 2020-05-23 09:00:00May 23, 2020 | Stellenbosch FC | 09:00:00Postponed | Ajax Cape Town | |
| 2020-05-30 09:00:00May 30, 2020 | Ubuntu FC | 09:00:00Postponed | Stellenbosch FC | |
| 2020-06-07 09:00:00June 7, 2020 | Hout Bay United Football Community | 09:00:00Postponed | Stellenbosch FC | |
| 2020-07-11 09:00:00July 11, 2020 | Cape Umoya | 09:00:00Postponed | Stellenbosch FC | |
| 2020-07-18 09:00:00July 18, 2020 | Stellenbosch FC | 09:00:00Postponed | Young Bafana Soccer Academy | |
| 2020-07-25 09:00:00July 25, 2020 | Ajax Cape Town | 09:00:00Postponed | Stellenbosch FC | |
| 2020-08-01 09:00:00August 1, 2020 | Stellenbosch FC | 09:00:00Postponed | Ubuntu FC | |
| 2020-08-15 09:00:00August 15, 2020 | Stellenbosch FC | 09:00:00Postponed | Hout Bay United Football Community | |
| 2020-08-22 09:00:00August 22, 2020 | Stellenbosch FC | 09:00:00Postponed | Cape Umoya | |
| 2020-08-29 09:00:00August 29, 2020 | Young Bafana Soccer Academy | 09:00:00Postponed | Stellenbosch FC | |
| 2020-09-05 09:00:00September 5, 2020 | Stellenbosch FC | 09:00:00Postponed | Ajax Cape Town | |
| 2020-09-12 09:00:00September 12, 2020 | Ubuntu FC | 09:00:00Postponed | Stellenbosch FC | |
