Midland FC
| Kibanjalal FC | - | Midland FC | 28/02/21 |
| Kitaima FC | 1 - 0 | Midland FC | 06/03/21 |
| Midland FC | 0 - 2 | Singorwet FC | 13/03/21 |
| Midland FC | 1 - 2 | Kipyosit FC | 21/03/21 |
| Mill Hill FC | 1 - 4 | Midland FC | 27/03/21 |
| Midland FC | 1 - 2 | Kabungut FC | 03/04/21 |
| Midland FC | 1 - 0 | Highrise FC | 06/06/21 |
| Ndaraweta FC | 2 - 1 | Midland FC | 12/06/21 |
| Merigi FC | 0 - 2 | Midland FC | 29/08/21 |
| Midland FC | - | Chemaner FC | 04/09/21 |
| Midland FC | - | Merigi FC | 11/09/21 |
| Kiptenden FC | - | Midland FC | 26/09/21 |
| Midland FC | - | Ndaraweta FC | 03/10/21 |
| Highrise FC | - | Midland FC | 09/10/21 |
| Kabungut FC | - | Midland FC | 17/10/21 |
| Midland FC | - | Mill Hill FC | 24/10/21 |
| Kipyosit FC | - | Midland FC | 30/10/21 |
| Singorwet FC | - | Midland FC | 07/11/21 |
| Midland FC | - | Kitaima FC | 14/11/21 |
| Midland FC | - | Kibanjalal FC | 20/11/21 |
| Chemaner FC | - | Midland FC | 21/11/21 |
Kiptenden FC
| Kiptenden FC | 0 - 0 | Ndaraweta FC | 28/02/21 |
| Chemaner FC | 2 - 5 | Kiptenden FC | 07/03/21 |
| Kabungut FC | 2 - 1 | Kiptenden FC | 13/03/21 |
| Kiptenden FC | 3 - 1 | Kitaima FC | 20/03/21 |
| Highrise FC | 1 - 1 | Kiptenden FC | 28/03/21 |
| Merigi FC |
2 - 0
Walkover |
Kiptenden FC | 04/04/21 |
| Kiptenden FC | 2 - 0 | Kipyosit FC | 05/06/21 |
| Kiptenden FC |
2 - 0
Walkover |
Singorwet FC | 12/06/21 |
| Kiptenden FC | 2 - 2 | Mill Hill FC | 22/08/21 |
| Kibanjalal FC | 3 - 1 | Kiptenden FC | 28/08/21 |
| Kiptenden FC | - | Kibanjalal FC | 12/09/21 |
| Mill Hill FC | - | Kiptenden FC | 18/09/21 |
| Kiptenden FC | - | Midland FC | 26/09/21 |
| Singorwet FC | - | Kiptenden FC | 03/10/21 |
| Kipyosit FC | - | Kiptenden FC | 10/10/21 |
| Kiptenden FC | - | Merigi FC | 16/10/21 |
| Kiptenden FC | - | Highrise FC | 23/10/21 |
| Kitaima FC | - | Kiptenden FC | 31/10/21 |
| Kiptenden FC | - | Kabungut FC | 07/11/21 |
| Kiptenden FC | - | Chemaner FC | 13/11/21 |
| Ndaraweta FC | - | Kiptenden FC | 20/11/21 |
Midland FC prematch form
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Kiptenden FC prematch form
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