| Round 1 | Sun 8-Sep-19 | Shrewsbury Sports Village, Sundorne Road, Shrewsbury SY1 4RQ | Ended |
| Round 2 | Sun 15-Sep-19 | Abbey Stadium Sports Centre, Birmingham Road, Redditch B97 6EJ | Ended |
| Round 3 | Sun 6-Oct-19 | Johnsons Coach & Bus Travel, Liveridge Hill, Henley-In-Arden, Warwickshire B95 5QS | Ended |
| Round 4 | Sun 13-Oct-19 | Heart of England Conference and Events Centre, Meriden Road, Fillongley, Coventry CV7 8DX | Ended |
| Round 5 | Sun 20-Oct-19 | Newport Rugby Club, Forton Road, Newport, Shropshire TF10 8BU | Ended |
| Round 6 | Sun 27-Oct-19 | University of Worcester, Lake Side Campus, Worcester Road, Holt Heath, Worcester WR6 6NH | Ended |
| Round 7 | Sun 3-Nov-19 | Blackwell Court, Agmore Road, Bromsgrove B60 1PX | Ended |
| Round 8 | Sun 10-Nov-19 | Leigh Sinton Farm, Lower Interfields, Near Malvern, Leigh Sinton WR14 1UU | Ended |
| Round 9 | Sun 17-Nov-19 | Baggeridge Country Park, Gospel End, Dudley, West Midlands DY3 4HB | Ended |
| Round 10 | Sun 24-Nov-19 | The Valley, Evesham WR11 4TP | Ended |
| Round 11 | Sun 1-Dec-19 | Cob House Country Park, Worcester Road, Wichenford, Worcestershire WR6 6YE | Cancelled |
| Round 12 | Sun 15-Dec-19 | Pype Hayes Park, Chester Road, Erdington, Birmingham B24 0HG | Cancelled |
| Round 13 | Sun 22-Dec-19 | Aldersley Leisure Village, Aldersley Road, Wolverhampton WV6 9NW | Ended |
West Midlands Cyclo-Cross League
