| 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
|
|---|
