| Catholic Club B | 2½ - 1½ | Barnsley | Tue 10th Sep 2019 | 19:30 | Doncaster League | OU |
| Dons A | 1 - 3 | Three Horseshoes | Wed 11th Sep 2019 | 19:30 | Doncaster League | OU |
| Barnby Dun | 2½ - 1½ | Catholic Club A | Thu 12th Sep 2019 | 19:30 | Doncaster League | OU |
| Catholic Club B | 1½ - 2½ | Catholic Club A | Tue 17th Sep 2019 | 19:30 | Doncaster League | OU |
| Dons A | 4 - 1 | Barnby Dun | Wed 18th Sep 2019 | 19:30 | Doncaster League | OU |
| Three Horseshoes | 1 - 3 | Barnsley | Wed 18th Sep 2019 | 19:30 | Doncaster League | OU |
| Catholic Club | 2 - 3 | Dons A | Tue 24th Sep 2019 | 19:30 | Doncaster Handicap League | OU |
| Dons B | 3 - 2 | Barnsley | Wed 25th Sep 2019 | 19:30 | Doncaster Handicap League | OU |
| Barnby Dun | 1½ - 3½ | Three Horseshoes | Thu 26th Sep 2019 | 19:30 | Doncaster Handicap League | OU |
| Barnsley | 2½ - 3½ | Barnby Dun | Tue 1st Oct 2019 | 19:30 | Doncaster Handicap League | OU |
| Three Horseshoes | 1 - 3½ | Catholic Club | Wed 2nd Oct 2019 | 19:30 | Doncaster Handicap League | OU |
| Dons A | 2½ - 3½ | Dons B | Wed 2nd Oct 2019 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club A | 3½ - 4½ | Barnby Dun | Tue 8th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 3 - 7 | Barnsley | Wed 9th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Three Horseshoes | 6 - 2 | Catholic Club B | Wed 9th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 6½ - 1½ | Catholic Club B | Tue 15th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Barnsley | 4 - 4 | Three Horseshoes | Tue 15th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Barnby Dun | 6 - 4 | Dons A | Thu 17th Oct 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 1½ - 2½ | Three Horseshoes | Tue 22nd Oct 2019 | 19:30 | Doncaster League | OU |
| Dons A | 3½ - 1½ | Barnsley | Wed 23rd Oct 2019 | 19:30 | Doncaster League | OU |
| Barnby Dun | 3½ - ½ | Catholic Club B | Thu 24th Oct 2019 | 19:30 | Doncaster League | OU |
| Catholic Club A | 2 - 2 | Barnsley | Tue 29th Oct 2019 | 19:30 | Doncaster League | OU |
| Three Horseshoes | 1½ - 2½ | Barnby Dun | Wed 30th Oct 2019 | 19:30 | Doncaster League | OU |
| Dons A | 3 - 1 | Catholic Club B | Wed 30th Oct 2019 | 19:30 | Doncaster League | OU |
| Barnsley | 2 - 4 | Dons B | Tue 5th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Dons A | 2 - 2½ | Three Horseshoes | Wed 6th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Barnby Dun | 3 - 1 | Catholic Club | Thu 7th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Dons A | 2 - 2½ | Barnby Dun | Tue 12th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Barnsley | 1½ - 3½ | Catholic Club | Tue 12th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Three Horseshoes | 3 - 3 | Dons B | Wed 13th Nov 2019 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club B | 2½ - 5½ | Barnby Dun | Tue 19th Nov 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Three Horseshoes | 5 - 3 | Catholic Club A | Wed 20th Nov 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 2½ - 5½ | Barnsley | Tue 26th Nov 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 3 - 3 | Catholic Club B | Wed 27th Nov 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Barnby Dun | 6 - 2 | Three Horseshoes | Thu 28th Nov 2019 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club B | ½ - 3½ | Three Horseshoes | Tue 3rd Dec 2019 | 19:30 | Doncaster League | OU |
| Dons A | 2 - 2 | Catholic Club A | Wed 4th Dec 2019 | 19:30 | Doncaster League | OU |
| Barnby Dun | ½ - 4½ | Barnsley | Thu 5th Dec 2019 | 19:30 | Doncaster League | OU |
| Barnsley | 3 - 1 | Catholic Club B | Tue 10th Dec 2019 | 19:30 | Doncaster League | OU |
| Catholic Club A | 1 - 3 | Barnby Dun | Tue 10th Dec 2019 | 19:30 | Doncaster League | OU |
| Barnsley | 3 - 1 | Catholic Club B | Tue 10th Dec 2019 | 19:30 | Doncaster Haystead | OU |
| Three Horseshoes | 3½ - ½ | Dons A | Wed 11th Dec 2019 | 19:30 | Doncaster League | OU |
| Catholic Club A | 2½ - 1½ | Dons B | Tue 17th Dec 2019 | 19:30 | Doncaster Haystead | OU |
| Barnby Dun | 2½ - 1½ | Three Horseshoes | Thu 19th Dec 2019 | 19:30 | Doncaster Haystead | OU |
| Barnsley | 2½ - 4 | Three Horseshoes | Tue 7th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Dons A | 2½ - 2 | Catholic Club | Wed 8th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnby Dun | 3 - 1 | Dons B | Thu 9th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Dons B | 2½ - 3 | Three Horseshoes | Tue 14th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club | 2 - 2½ | Barnby Dun | Tue 14th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Dons A | 2 - 2½ | Barnsley | Wed 15th Jan 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnsley | 0 - 10 | Barnby Dun | Tue 21st Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club B | 1 - 7 | Three Horseshoes | Tue 21st Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 4 - 4 | Catholic Club A | Wed 22nd Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club B | 1½ - 6½ | Barnsley | Tue 28th Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 3½ - 4½ | Three Horseshoes | Wed 29th Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Barnby Dun | 5 - 3 | Catholic Club A | Thu 30th Jan 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 4 - 0 | Catholic Club B | Tue 4th Feb 2020 | 19:30 | Doncaster League | OU |
| Barnsley | 3 - 1 | Three Horseshoes | Tue 4th Feb 2020 | 19:30 | Doncaster League | OU |
| Barnby Dun | 3½ - 1½ | Dons A | Thu 6th Feb 2020 | 19:30 | Doncaster League | OU |
| Barnsley | 3½ - ½ | Dons A | Tue 11th Feb 2020 | 19:30 | Doncaster League | OU |
| Catholic Club B | 0 - 4 | Barnby Dun | Tue 11th Feb 2020 | 19:30 | Doncaster League | OU |
| Three Horseshoes | 2 - 2 | Catholic Club A | Wed 12th Feb 2020 | 19:30 | Doncaster League | OU |
| Dons B | 2 - 2½ | Dons A | Tue 18th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club | 2 - 2 | Three Horseshoes | Tue 18th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnby Dun | 2½ - 2½ | Barnsley | Thu 20th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club | 3 - 2½ | Barnsley | Tue 25th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Dons B | 0 - 4 | Barnby Dun | Tue 25th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Three Horseshoes | 2½ - 3 | Dons A | Wed 26th Feb 2020 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club B | 0 - 8 | Catholic Club A | Tue 3rd Mar 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 4½ - 5½ | Barnby Dun | Wed 4th Mar 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Barnsley | 8 - 0 | Catholic Club B | Tue 10th Mar 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 2½ - 5½ | Dons A | Tue 10th Mar 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Three Horseshoes | 4 - 4 | Barnby Dun | Wed 11th Mar 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Dons A | 0 - 0 | Catholic Club A | Wed 18th Mar 2020 | 19:30 | Doncaster Haystead | OU |
| Barnby Dun | 0 - 0 | Barnsley | Thu 19th Mar 2020 | 19:30 | Doncaster Haystead | OU |
| Catholic Club B | 0 - 4 | Dons A | Tue 24th Mar 2020 | 19:30 | Doncaster League | OU |
| Barnsley | 0 - 0 | Catholic Club A | Tue 24th Mar 2020 | 19:30 | Doncaster League | OU |
| Barnby Dun | 0 - 0 | Three Horseshoes | Thu 26th Mar 2020 | 19:30 | Doncaster League | OU |
| Catholic Club A | 0 - 0 | Dons A | Tue 31st Mar 2020 | 19:30 | Doncaster League | OU |
| Barnsley | 0 - 0 | Barnby Dun | Tue 31st Mar 2020 | 19:30 | Doncaster League | OU |
| Three Horseshoes | 0 - 0 | Barnsley | Wed 1st Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Three Horseshoes | 4 - 0 | Catholic Club B | Wed 1st Apr 2020 | 19:30 | Doncaster League | OU |
| Dons B | 0 - 0 | Catholic Club | Tue 7th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Three Horseshoes | 0 - 0 | Barnsley | Wed 8th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnby Dun | 0 - 0 | Dons A | Thu 9th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnsley | 0 - 0 | Dons A | Tue 14th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Catholic Club | 0 - 0 | Dons B | Tue 14th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Three Horseshoes | 0 - 0 | Barnby Dun | Wed 15th Apr 2020 | 19:30 | Doncaster Handicap League | OU |
| Barnsley | 0 - 0 | Dons A | Tue 21st Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club A | 0 - 0 | Three Horseshoes | Tue 21st Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Catholic Club B | 0 - 8 | Dons A | Tue 21st Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Barnby Dun | 0 - 0 | Barnsley | Thu 23rd Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Barnsley | 0 - 0 | Catholic Club A | Tue 28th Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Three Horseshoes | 0 - 0 | Dons A | Wed 29th Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| Barnby Dun | 8 - 0 | Catholic Club B | Thu 30th Apr 2020 | 19:30 | Doncaster Bell Trophy | OU |
| | | Week 5th May 2020 | | Doncaster Haystead | OU |
