| 2019-03-01 11:04:502019-03-01 | Kathu Primary (u13A)  | 7 - 65 | Grey College Primary (u13A) | N/A |
| 2019-03-02 11:04:592019-03-02 | Newton Primary (u13A) | 7 - 12 | Grey College Primary (u13A) | N/A |
| 2019-03-02 11:05:042019-03-02 | Laerskool Oranje-Noord (u13A) | 14 - 15 | Grey College Primary (u13A) | N/A |
| 2019-03-02 11:10:332019-03-02 | Hoërskool Upington (u16A) | 0 - 68 | Grey College (u16A) | N/A |
| 2019-03-02 11:10:362019-03-02 | Hoërskool Duineveld (u15A) | 0 - 92 | Grey College (u15A) | N/A |
| 2019-03-02 11:10:402019-03-02 | Hoërskool Duineveld (u14A) | 0 - 71 | Grey College (u14A) | N/A |
| 2019-03-02 13:30:052019-03-02 | Hoërskool Upington | 5 - 58 | Cherries | N/A |
| 2019-03-02 15:00:422019-03-02 | Hoërskool Duineveld | 21 - 62 | Grey College | N/A |
| 2019-03-07 12:15:062019-03-07 | Kenmare Primary (u13A) | 0 - 19 | Grey College Primary (u13A) | N/A |
| 2019-03-09 10:35:532019-03-09 | Grey College (u14A) | 105 - 0 | Welkom Gymnasium (u14A) | N/A |
| 2019-03-09 12:22:372019-03-09 | Laerskool Garsfontein (u13A) | 10 - 21 | Grey College Primary (u13A) | N/A |
| 2019-03-09 13:35:262019-03-09 | Grey College (u15A) | 73 - 0 | Welkom Gymnasium (u15A) | N/A |
| 2019-03-09 13:35:342019-03-09 | Grey College (u16A) | 57 - 0 | Welkom Gymnasium (u16A) | N/A |
| 2019-03-09 14:30:342019-03-09 | Cherries | 56 - 7 | Hentie Cilliers High School | N/A |
| 2019-03-09 15:00:552019-03-09 | Grey College | 29 - 0 | Welkom Gymnasium | N/A |
| 2019-03-15 16:00:082019-03-15 | Hoërskool Menlopark (2nd XV) | 3 - 26 | Cherries | N/A |
| 2019-03-16 15:00:442019-03-16 | Grey College | 59 - 28 | Hoërskool Menlopark | N/A |
| 2019-03-16 15:00:472019-03-16 | Paarl Gimnasium (u14A) | 17 - 32 | Grey College (u14A) | N/A |
| 2019-03-16 16:00:302019-03-16 | Stellenberg High School (u15A) | 0 - 27 | Grey College (u15A) | N/A |
| 2019-03-16 19:00:232019-03-16 | Paarl Gimnasium (u16A) | 10 - 14 | Grey College (u16A) | N/A |
| 2019-03-18 08:50:482019-03-18 | Grey College (u16A) | 67 - 12 | Hoërskool Kempton Park (u16A) | N/A |
| 2019-03-18 11:59:482019-03-18 | Grey College Primary (u13A) | 20 - 26 | Kenmare Primary (u13A) | N/A |
| 2019-03-18 12:00:252019-03-18 | Grey College (u15A) | 16 - 3 | Hoërskool Menlopark (u15A) | N/A |
| 2019-03-18 15:30:522019-03-18 | Paarl Tournament XV (u14A) | 6 - 67 | Grey College (u14A) | N/A |
| 2019-03-18 21:08:592019-03-18 | Hoërskool Garsfontein (2nd XV) | 16 - 15 | Cherries | N/A |
| 2019-03-19 12:07:222019-03-19 | Grey College Primary (u13A) | 33 - 22 |  Gene Louw Primary (u13A) | N/A |
| 2019-03-19 17:00:252019-03-19 | Hoërskool Garsfontein | 30 - 53 | Grey College | N/A |
| 2019-03-20 09:30:172019-03-20 | Grey College (u14A) | 80 - 0 | Hoërskool Die Brandwag PE (u14A) | N/A |
| 2019-03-20 11:54:362019-03-20 | Hoërskool Outeniqua (u16A) | 7 - 24 | Grey College (u16A) | N/A |
| 2019-03-20 11:59:002019-03-20 | Grey College Primary (u13A) | 58 - 10 | Newton Primary (u13A) | N/A |
| 2019-03-20 12:00:402019-03-20 | Grey College (u15A) | 12 - 28 | Paarl Gimnasium (u15A) | N/A |
| 2019-03-21 13:00:582019-03-21 | Grey College Primary (u13A) | 46 - 0 | Kruinsig Primary School (u13A) | N/A |
| 2019-03-27 15:00:132019-03-27 | Grey College | 73 - 26 | Christchurch Boys High (New Zealand) | N/A |
| 2019-03-30 15:00:412019-03-30 | Grey College | 54 - 0 | Southland Boys High (New Zealand) | N/A |
| 2019-04-04 19:42:252019-04-04 | Laerskool Lynnwood (u13A) | 7 - 21 | Grey College Primary (u13A) | N/A |
| 2019-04-05 19:43:212019-04-05 | Queens College Primary (u13A) | 19 - 36 | Grey College Primary (u13A) | N/A |
| 2019-04-06 13:23:272019-04-06 | Grey College (u14A) | 70 - 0 | HTS Middelburg (u14A) | N/A |
| 2019-04-06 13:24:042019-04-06 | Grey College (u15A) | 41 - 5 | HTS Middelburg (u15A) | N/A |
| 2019-04-06 13:24:352019-04-06 | Grey College (u16A) | 63 - 0 | HTS Middelburg (u16A) | N/A |
| 2019-04-06 13:25:252019-04-06 | Cherries | 43 - 7 | HTS Middelburg (2nd XV) | N/A |
| 2019-04-06 15:00:462019-04-06 | Grey College | 81 - 8 | HTS Middelburg | N/A |
| 2019-04-06 19:30:022019-04-06 | Glenwood Junior Primary (u13A) | 34 - 0 | Grey College Primary (u13A) | N/A |
| 2019-04-13 09:00:392019-04-13 | Selborne College (u14A) | 6 - 32 | Grey College (u14A) | N/A |
| 2019-04-13 10:00:472019-04-13 | Selborne College (u15A) | 6 - 38 | Grey College (u15A) | N/A |
| 2019-04-13 12:30:032019-04-13 | Selborne College (2nd XV) | 15 - 24 | Cherries | N/A |
| 2019-04-13 12:30:502019-04-13 | Selborne College (u16A) | 10 - 64 | Grey College (u16A) | N/A |
| 2019-04-13 13:30:362019-04-13 | Selborne College | 8 - 17 | Grey College | N/A |
| 2019-04-21 18:10:542019-04-21 | Grey College Primary (u13A) | 17 - 0 | Laerskool Oranje-Noord (u13A) | N/A |
| 2019-04-22 18:05:462019-04-22 | Outeniqua Primary (u13A) | 19 - 12 | Grey College Primary (u13A) | N/A |
| 2019-04-29 09:43:522019-04-29 | Grey College Primary (u13A) | 26 - 17 | Laerskool Garsfontein (u13A) | N/A |
| 2019-04-30 09:40:222019-04-30 | Grey College Primary (u13A) | 25 - 12 | Worcester Laerskool (u13A) | N/A |
| 2019-05-01 09:35:522019-05-01 | Grey College Primary (u13A) | 34 - 26 | Laerskool Durbanville (u13A) | N/A |
| 2019-05-02 09:45:562019-05-02 | Grey College (u16A) | 35 - 7 | Hoërskool Monument (u16A) | N/A |
| 2019-05-02 14:40:262019-05-02 | Grey College | 64 - 7 | Hoërskool Outeniqua | N/A |
| 2019-05-02 17:16:372019-05-02 | Grey College (u15A) | 41 - 5 | Hoërskool Monument (u15A) | N/A |
| 2019-05-02 17:17:452019-05-02 | Grey College (u14A) | 35 - 7 | Hoërskool Monument (u14A) | N/A |
| 2019-05-04 14:06:202019-05-04 | Grey College (u14A) | 34 - 10 | Helpmekaar Kollege (u14A) | N/A |
| 2019-05-04 14:09:122019-05-04 | Grey College (u15A) | 16 - 9 | Helpmekaar Kollege (u15A) | N/A |
| 2019-05-04 14:10:412019-05-04 | Grey College (u16A) | 20 - 13 | Helpmekaar Kollege (u16A) | N/A |
| 2019-05-04 16:10:012019-05-04 | Grey College | 47 - 33 | Paarl Gimnasium | N/A |
| 2019-05-11 09:00:062019-05-11 | Grey College (u14A) | 8 - 5 | Paarl Boys High (u14A) | N/A |
| 2019-05-11 10:00:362019-05-11 | Grey College (u15A) | 20 - 15 | Paarl Boys High (u15A) | N/A |
| 2019-05-11 11:00:142019-05-11 | Grey College (u16A) | 32 - 21 | Paarl Boys High (u16A) | N/A |
| 2019-05-11 12:00:352019-05-11 | Cherries | 32 - 18 | Paarl Boys High (2nd XV) | N/A |
| 2019-05-11 13:10:022019-05-11 | Grey College | 43 - 24 | Paarl Boys High | N/A |
| 2019-05-18 09:00:492019-05-18 | Grey College (u14A) | 47 - 11 | Afrikaanse Hoër Seunskool Pta (u14A) | N/A |
| 2019-05-18 10:00:492019-05-18 | Grey College (u15A) | 47 - 14 | Afrikaanse Hoër Seunskool Pta (u15A) | N/A |
| 2019-05-18 11:00:492019-05-18 | Grey College (u16A) | 17 - 12 | Afrikaanse Hoër Seunskool Pta (u16A) | N/A |
| 2019-05-18 12:00:542019-05-18 | Cherries | 53 - 22 | Afrikaanse Hoër Seunskool Pta (2nd XV) | N/A |
| 2019-05-18 15:00:112019-05-18 | Grey College | 50 - 28 | Afrikaanse Hoër Seunskool (Pta) | N/A |
| 2019-07-13 13:45:352019-07-13 | Hoërskool Waterkloof | 27 - 63 | Grey College | N/A |
| 2019-07-13 15:56:452019-07-13 | Hoërskool Waterkloof (u16A) | 0 - 72 | Grey College (u16A) | N/A |
| 2019-07-13 15:57:412019-07-13 | Hoërskool Waterkloof (u14A) | 0 - 81 | Grey College (u14A) | N/A |
| 2019-07-13 16:01:192019-07-13 | Hoërskool Waterkloof (u15A) | 12 - 55 | Grey College (u15A) | N/A |
| 2019-07-13 17:21:242019-07-13 | Hoërskool Noordheuwel | 19 - 60 | Cherries | N/A |
| 2019-07-20 12:55:582019-07-20 | Cherries | 41 - 13 | Grey High School (PE) 2nd XV | N/A |
| 2019-07-20 12:57:072019-07-20 | Grey College (u16A) | 43 - 8 | Grey High School (PE) u16A | N/A |
| 2019-07-20 12:57:312019-07-20 | Grey College (u15A) | 27 - 0 | Grey High School (PE) u15A | N/A |
| 2019-07-20 12:57:562019-07-20 | Grey College (u14A) | 66 - 5 | Grey High School (PE) u14A | N/A |
| 2019-07-20 13:04:192019-07-20 | Grey College Primary (u13A) | 68 - 7 | Grey Junior School (PE) u13A | N/A |
| 2019-07-20 15:00:202019-07-20 | Grey College | 58 - 0 | Grey High School (PE) | N/A |
| 2019-07-27 12:02:192019-07-27 | Grey College (u14A) | 26 - 7 | Glenwood High (u14A) | N/A |
| 2019-07-27 12:02:502019-07-27 | Grey College (u15A) | 40 - 5 | Glenwood High (u15A) | N/A |
| 2019-07-27 12:03:172019-07-27 | Grey College (u16A) | 40 - 26 | Glenwood High (u16A) | N/A |
| 2019-07-27 12:04:032019-07-27 | Cherries | 106 - 3 | Glenwood High (2nd XV) | N/A |
| 2019-07-27 15:00:322019-07-27 | Grey College | 50 - 27 | Glenwood High | N/A |
| 2019-07-30 16:20:592019-07-30 | Cherries | 70 - 10 | The John Fisher School (England) | N/A |
| 2019-08-03 08:30:332019-08-03 | Hoër Landbouskool Oakdale (u14A) | 14 - 33 | Grey College (u14A) | N/A |
| 2019-08-03 09:40:592019-08-03 | Hoër Landbouskool Oakdale (u15A) | 5 - 14 | Grey College (u15A) | N/A |
| 2019-08-03 10:50:482019-08-03 | Hoër Landbouskool Oakdale (u16A) | 14 - 25 | Grey College (u16A) | N/A |
| 2019-08-03 12:00:582019-08-03 | Hoër Landbouskool Oakdale (2nd XV) | 22 - 62 | Cherries | N/A |
| 2019-08-03 15:00:552019-08-03 | Hoër Landbouskool Oakdale | 26 - 57 | Grey College | N/A |
| 2019-08-17 14:00:242019-08-17 | Paul Roos Gymnasium | 28 | Grey College | N/A |
