| Saturday August 24 2019 |  Wellington Amateurs |
 Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday September 7 2019 | Tipton Town |
 Sikh Hunters | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday September 14 2019 | Tipton Town |
 Bustleholme | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday September 21 2019 | Tipton Town |
 Old Wulfrunians | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday September 28 2019 |  Team Dudley |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday October 5 2019 | Tipton Town |
 Allscott AFC | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday October 12 2019 |  Bromyard Town |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday October 19 2019 | Tipton Town |
 Droitwich Spa | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday October 26 2019 |  Gornal Athletic |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday November 2 2019 | Tipton Town |
 Gornal Colts | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday November 9 2019 | Sikh Hunters |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday November 16 2019 | Droitwich Spa |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday November 23 2019 | Tipton Town |
 Willenhall Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday November 30 2019 |  FC Darlaston |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday December 7 2019 | Tipton Town |
 Wrens Nest FC | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday December 14 2019 | Tipton Town |
Wellington Amateurs | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday December 28 2019 | Gornal Colts |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday January 4 2020 |  Wyrley |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday January 11 2020 | Old Wulfrunians |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday January 18 2020 | Tipton Town |
Gornal Athletic | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday January 25 2020 | Allscott AFC |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday February 1 2020 | Tipton Town |
Team Dudley | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday February 8 2020 | Tipton Town |
Wyrley | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday February 15 2020 | Tipton Town |
Bromyard Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday February 22 2020 | Willenhall Town |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
| Saturday March 14 2020 | Wrens Nest FC |
Tipton Town | 3:00 pm | West Midlands Regional League
| 2019-20
|
|---|
