| 1. Long Melford WMC B | 9. Long Melford WMC A |
| 2. Stoke-by-Clare Lion | 10. Glemsford Cherries |
| 3. Clare Swan | 11. Clare Ex-Servicemens Club |
| 4. Glemsford Angel B | 12. Glemsford Angel A |
| 5. Glemsford Club B (Withdrawn) | 13. Glemsford Lions |
| 6. Glemsford Cock | 14. Glemsford Club A |
| 7. Pinkuahs Arms | 15. Cavendish Bull |
| 8. Long Melford British Legion | 16. Long Melford Hare |
| August 15th | 2 v 1 | 8 v 10 | 7 v 11 | 6 v 12 | 5 v 13 | 4 v 14 | 3 v 15 | 9 v 16 |
| August 22nd | 16 v 2 | 1 v 3 | 15 v 4 | 14 v 5 | 13 v 6 | 12 v 7 | 11 v 8 | 10 v 9 |
| August 29th | 4 v 1 | 3 v 2 | 9 v 11 | 8 v 12 | 7 v 13 | 6 v 14 | 5 v 15 | 16 v 10 |
| September 5th | 3 v 16 | 2 v 4 | 1 v 5 | 15 v 6 | 14 v 7 | 13 v 8 | 12 v 9 | 11 v 10 |
| September 12th | 6 v 1 | 5 v 2 | 4 v 3 | 10 v 12 | 9 v 13 | 8 v 14 | 7 v 15 | 11 v 16 |
| September 19th | 16 v 4 | 3 v 5 | 2 v 6 | 1 v 7 | 15 v 8 | 14 v 9 | 13 v 10 | 12 v 11 |
| September 26th | 8 v 1 | 7 v 2 | 6 v 3 | 5 v 4 | 11 v 13 | 10 v 14 | 9 v 15 | 12 v 16 |
| September 27th | Individual (singles) Cup @ Glemsford Social Club - 8pm Start | |||||||
| October 3rd | 16 v 5 | 4 v 6 | 3 v 7 | 2 v 8 | 1 v 9 | 15 v 10 | 14 v 11 | 13 v 12 |
| October 10th | 10 v 1 | 9 v 2 | 8 v 3 | 7 v 4 | 6 v 5 | 12 v 14 | 11 v 15 | 16 v 13 |
| October 17th | 6 v 16 | 5 v 7 | 4 v 8 | 3 v 9 | 2 v 10 | 1 v 11 | 15 v 12 | 14 v 13 |
| October 24th | 12 v 1 | 11 v 2 | 10 v 3 | 9 v 4 | 8 v 5 | 7 v 6 | 13 v 15 | 14 v 16 |
| October 25th | Pairs Cup @ Long Melford British Legion - 8pm Start | |||||||
| October 31st | 16 v 7 | 6 v 8 | 5 v 9 | 4 v 10 | 3 v 11 | 2 v 12 | 1 v 13 | 15 v 14 |
| November 7th | 14 v 1 | 13 v 2 | 12 v 3 | 11 v 4 | 10 v 5 | 9 v 6 | 8 v 7 | 15 v 16 |
| November 14th | 16 v 8 | 7 v 9 | 6 v 10 | 5 v 11 | 4 v 12 | 3 v 13 | 2 v 14 | 1 v 15 |
| November 21st | 16 v 1 | 15 v 2 | 14 v 3 | 13 v 4 | 12 v 5 | 11 v 6 | 10 v 7 | 9 v 8 |
| November 28th | 8 v 9 | 7 v 10 | 6 v 11 | 5 v 12 | 4 v 13 | 3 v 14 | 2 v 15 | 1 v 16 |
| December 5th | 1 v 2 | 15 v 3 | 14 v 4 | 13 v 5 | 12 v 6 | 11 v 7 | 10 v 8 | 16 v 9 |
| December 12th | 3 v 1 | 9 v 10 | 8 v 11 | 7 v 12 | 6 v 13 | 5 v 14 | 4 v 15 | 2 v 16 |
| December 19th | Richer Cup Charity Crib Drive @ Glemsford Social Club - 8pm Start | |||||||
| January 2nd | 2 v 3 | 1 v 4 | 15 v 5 | 14 v 6 | 13 v 7 | 12 v 8 | 11 v 9 | 10 v 16 |
| January 9th | 5 v 1 | 4 v 2 | 10 v 11 | 9 v 12 | 8 v 13 | 7 v 14 | 6 v 15 | 16 v 3 |
| January 16th | 3 v 4 | 2 v 5 | 1 v 6 | 15 v 7 | 14 v 8 | 13 v 9 | 12 v 10 | 16 v 11 |
| January 23rd | 7 v 1 | 6 v 2 | 5 v 3 | 11 v 12 | 10 v 13 | 9 v 14 | 8 v 15 | 4 v 16 |
| January 24th | Mixed Pairs (Gooch) Cup @ Long Melford Working Mens Club - 8pm Start | |||||||
| January 30th | 4 v 5 | 3 v 6 | 2 v 7 | 1 v 8 | 15 v 9 | 14 v 10 | 13 v 11 | 16 v 12 |
| February 6th | 9 v 1 | 8 v 2 | 7 v 3 | 6 v 4 | 12 v 13 | 11 v 14 | 10 v 15 | 5 v 16 |
| February 13th | 5 v 6 | 4 v 7 | 3 v 8 | 2 v 9 | 1 v 10 | 15 v 11 | 14 v 12 | 13 v 16 |
| February 20th | 11 v 1 | 10 v 2 | 9 v 3 | 8 v 4 | 7 v 5 | 13 v 14 | 12 v 15 | 16 v 6 |
| February 21st | Captain Cup @ Pinkuahs Arms - 8pm Start | |||||||
| February 27th | 6 v 7 | 5 v 8 | 4 v 9 | 3 v 10 | 2 v 11 | 1 v 12 | 15 v 13 | 16 v 14 |
| March 6th | 13 v 1 | 12 v 2 | 11 v 3 | 10 v 4 | 9 v 5 | 8 v 6 | 14 v 15 | 7 v 16 |
| March 13th | 7 v 8 | 6 v 9 | 5 v 10 | 4 v 11 | 3 v 12 | 2 v 13 | 1 v 14 | 16 v 15 |
| March 20th | 15 v 1 | 14 v 2 | 13 v 3 | 12 v 4 | 11 v 5 | 10 v 6 | 9 v 7 | 8 v 16 |
| March 21st | Committee Meeting @ Glemsford Social Club - 8pm Start | |||||||
| March 27th | Ivan Pearson Shield @ Glemsford Angel - 8pm Start | |||||||
First Round: 28th March 2019
| A | Cavendish Bull | v | Glemsford Lions |
| B | Glemsford Club B (Withdrawn) | v | Long Melford WMC A |
| C | Glemsford Cherries | v | Clare Swan |
| D | Long Melford Hare | v | Stoke-by-Clare Lion |
| E | Pinkuahs Arms | v | Long Melford WMC B |
| F | Glemsford Club A | v | Clare Ex-Servicemens Club |
| G | Glemsford Cock | v | Glemsford Angel A |
| H | Glemsford Angel B | v | Long Melford British Legion |
Second Round: Thursday 4th April 2019
| U | G | v | A |
| V | C | v | F |
| W | B | v | E |
| X | D | v | H |
Semi Final: Thursday 11th April 2019
| Y | W | v | X |
| Z | U | v | V |
Final: Thursday 18th April 2019
| Y | v | Z |
Venue to be arranged
Wednesday 1st 8th May 2019 @ Glemsford Social Club (8pm start)
Thursday 4th July 2019 @ Glemsford Social Club (8pm start)