| 2020-02-29 13:15:00February 29, 2020 | Hout Bay United Football Community  | 1 - 1 |  Stellenbosch FC | |
| 2020-03-07 11:00:00March 7, 2020 | Stellenbosch FC | 0 - 0 |  Cape Umoya | |
| 2020-03-14 13:15:00March 14, 2020 | Stellenbosch FC | 1 - 3 |  Young Bafana Soccer Academy | |
| 2020-04-04 11:00:00April 4, 2020 | Ajax Cape Town  | 11:00:00Postponed | Stellenbosch FC | |
| 2020-04-18 13:15:00April 18, 2020 | Stellenbosch FC | 13:15:00Postponed |  Ubuntu FC | |
| 2020-04-25 13:15:00April 25, 2020 | Stellenbosch FC | 13:15:00Postponed | Hout Bay United Football Community | |
| 2020-05-09 13:15:00May 9, 2020 | Stellenbosch FC | 13:15:00Postponed | Cape Umoya | |
| 2020-05-16 13:15:00May 16, 2020 | Young Bafana Soccer Academy | 13:15:00Postponed | Stellenbosch FC | |
| 2020-05-23 11:00:00May 23, 2020 | Stellenbosch FC | 11:00:00Postponed | Ajax Cape Town | |
| 2020-05-30 13:15:00May 30, 2020 | Ubuntu FC | 13:15:00Postponed | Stellenbosch FC | |
| 2020-06-07 13:15:00June 7, 2020 | Hout Bay United Football Community | 13:15:00Postponed | Stellenbosch FC | |
| 2020-07-11 11:00:00July 11, 2020 | Cape Umoya | 11:00:00Postponed | Stellenbosch FC | |
| 2020-07-18 13:15:00July 18, 2020 | Stellenbosch FC | 13:15:00Postponed | Young Bafana Soccer Academy | |
| 2020-07-25 11:00:00July 25, 2020 | Ajax Cape Town | 11:00:00Postponed | Stellenbosch FC | |
| 2020-08-01 13:15:00August 1, 2020 | Stellenbosch FC | 13:15:00Postponed | Ubuntu FC | |
| 2020-08-15 13:15:00August 15, 2020 | Stellenbosch FC | 13:15:00Postponed | Hout Bay United Football Community | |
| 2020-08-22 13:15:00August 22, 2020 | Stellenbosch FC | 13:15:00Postponed | Cape Umoya | |
| 2020-08-29 13:15:00August 29, 2020 | Young Bafana Soccer Academy | 13:15:00Postponed | Stellenbosch FC | |
| 2020-09-05 11:00:00September 5, 2020 | Stellenbosch FC | 11:00:00Postponed | Ajax Cape Town | |
| 2020-09-12 13:15:00September 12, 2020 | Ubuntu FC | 13:15:00Postponed | Stellenbosch FC | |
