Round of 16 Round Round must be played on or before 18/06/19| 1 | Penkridge A | 105 | 5 | 0 | 53 | Rag A | At | Penkridge A |
| 1 | Rag A | 92 | 4 | 1 | 72 | Penkridge A | At | Rag A |
| Combined Result with handicap | Penkridge A | 177 | 6 | 4 | 145 | Rag A | | |
| 2 | Uxbridge Arms(+15) | 96 | 4 | 1 | 53 | Ashmole A | At | Uxbridge Arms |
| 2 | Ashmole A | 103 | 4 | 1 | 66 | Uxbridge Arms(+15) | At | Ashmole A |
| Combined Result with handicap | Uxbridge Arms(+15) | 177 | 5 | 5 | 156 | Ashmole A | | |
| 3 | Amasal | 97 | 4 | 1 | 78 | Harrisons | At | Amasal |
| 3 | Harrisons | 103 | 4 | 1 | 60 | Amasal | At | Harrisons |
| Combined Result with handicap | Harrisons | 181 | 5 | 5 | 157 | Amasal | | |
| 4 | Lichfield A(+30) | 66 | 2 | 3 | 93 | Windmill | At | Lichfield A |
| 4 | Windmill | 95 | 3 | 2 | 80 | Lichfield A(+30) | At | Windmill |
| Combined Result with handicap | Windmill | 188 | 6 | 4 | 176 | Lichfield A(+30) | | |
| 5 | Rag B | 105 | 5 | 0 | 0 | Lichfield Road(+15) | At | Rag B |
| 5 | Lichfield Road(+15) | 0 | 0 | 5 | 105 | Rag B | At | Lichfield Road |
| Combined Result with handicap | Rag B | 210 | 10 | 0 | 15 | Lichfield Road(+15) | | |
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| 6 | Bye(+15) | 95 | 2 | 3 | 92 | Willenhall Nordley | At | Bye |
| 6 | Willenhall Nordley | 90 | 3 | 2 | 92 | Bye(+15) | At | Willenhall Nordley |
| Combined Result with handicap | Bye(+15) | 202 | 4 | 6 | 182 | Willenhall Nordley | | |
| 7 | Hednesford A | 99 | 3 | 2 | 73 | Hagley A(+15) | At | Hednesford A |
| 7 | Hagley A(+15) | 103 | 4 | 1 | 68 | Hednesford A | At | Hagley A |
| Combined Result with handicap | Hagley A(+15) | 191 | 6 | 4 | 167 | Hednesford A | | |
| 8 | Heath Hayes A | 91 | 3 | 2 | 78 | Rushall(+30) | At | Heath Hayes A |
| 8 | Rushall(+30) | 77 | 2 | 3 | 81 | Heath Hayes A | At | Rushall |
| Combined Result with handicap | Rushall(+30) | 185 | 4 | 6 | 172 | Heath Hayes A | | |