| 09/09/2019 | Venturers A | 7 | Venturers B | 2 | Pending | |
| 16/09/2019 | Venturers B | 1 | Venturers A | 8 | Pending | |
| 13/10/2019 | Venturers B | 4 | Staveley A | 5 | Confirmed | Thanks all. |
| 13/10/2019 | Darley Dale A | 0 | Wingfield | 9 | Confirmed | |
| 17/10/2019 | Staveley A | 9 | Darley Dale A | 0 | Confirmed | Good game |
| 20/10/2019 | Venturers A | 3 | Wingfield | 6 | Confirmed | |
| 20/10/2019 | Darley Dale A | 0 | Venturers B | 9 | Confirmed | |
| 23/10/2019 | Mansfield Oaktree A | 6 | Frederick Gents A | 3 | Confirmed | Good friendly
match 😀 |
| 10/11/2019 | Venturers B | 0 | Wingfield | 9 | Pending | |
| 13/11/2019 | Staveley A | 7 | Venturers B | 2 | Confirmed | |
| 14/11/2019 | Frederick Gents A | 4 | Mansfield Oaktree A | 5 | Confirmed | |
| 16/11/2019 | Broomgrove | 9 | Mansfield Oaktree A | 0 | Confirmed | Conceded match |
| 22/11/2019 | Wingfield | 9 | Frederick Gents A | 0 | Confirmed | |
| 27/11/2019 | Mansfield Oaktree A | 4 | Wingfield | 5 | Confirmed | |
| 09/12/2019 | Frederick Gents A | 7 | Venturers B | 2 | Confirmed | |
| 11/12/2019 | Mansfield Oaktree A | 9 | Darley Dale A | 0 | Confirmed | |
| 14/12/2019 | Broomgrove | 1 | Frederick Gents A | 8 | Confirmed | |
| 18/12/2019 | Mansfield Oaktree A | 7 | Staveley A | 2 | Pending | |
| 06/01/2020 | Frederick Gents A | 2 | Venturers A | 7 | Confirmed | |
| 10/01/2020 | Wingfield | 9 | Broomgrove | 0 | Confirmed | |
| 15/01/2020 | Staveley A | 2 | Wingfield | 7 | Confirmed | |
| 18/01/2020 | Broomgrove | 8 | Venturers B | 1 | Confirmed | |
| 19/01/2020 | Darley Dale A | 0 | Venturers A | 9 | Pending | |
| 21/01/2020 | Wingfield | 7 | Mansfield Oaktree A | 2 | Pending | |
| 02/02/2020 | Venturers A | 6 | Frederick Gents A | 3 | Confirmed | Cheers FG |
| 02/02/2020 | Broomgrove | 1 | Wingfield | 8 | Confirmed | |
| 05/02/2020 | Mansfield Oaktree A | 6 | Venturers A | 3 | Confirmed | |
| 09/02/2020 | Venturers B | 3 | Frederick Gents A | 6 | Confirmed | Great games as
always! |
| 15/02/2020 | Broomgrove | 9 | Darley Dale A | 0 | Confirmed | Match conceded |
| 17/02/2020 | Frederick Gents A | 3 | Staveley A | 6 | Confirmed | A great, close
match! |
| 23/02/2020 | Venturers A | 9 | Darley Dale A | 0 | Pending | Cheers fellas |
| 27/02/2020 | Frederick Gents A | 9 | Darley Dale A | 0 | Pending | DD Conceded |
| 02/03/2020 | Frederick Gents A | 6 | Broomgrove | 3 | Pending | Great games, enjoyable match |
| 06/03/2020 | Wingfield | 9 | Venturers B | 0 | Pending | Venturers B unable to raise a team, match conceded |
| 08/03/2020 | Venturers B | 6 | Broomgrove | 3 | Pending | |
| 11/03/2020 | Mansfield Oaktree A | 6 | Venturers B | 3 | Pending | |
| 13/03/2020 | Wingfield | 8 | Venturers A | 1 | Pending | |
| 26/03/2020 | Mansfield Oaktree A | 0 | Broomgrove | 9 | Pending | Mansfield conceded |
| 24/04/2020 | Wingfield | 9 | Darley Dale A | 0 | Pending | Darley Dale Unable to raise a team, match conceded |
