| | 29/05/2021 | Uppingham Town 2 | 162-10 | 25 | Colan Bartram 71 | University of Leicester Staff 2 | 115-10 | 9 | | 4773543 |
| | 05/06/2021 | Sileby Town 4 | 206-7 | 6 | Stephen Loveridge 132 (137 balls, 19 fours, 3 sixes) | Uppingham Town 2 | 258-3 | 25 | George Scott 86, Dan Snaith 83, Jazz Lall 52 no | 4773611 |
| | 10/07/2021 | Cosby 2 | 136-6 | 1 | | Uppingham Town 2 | 315-3 | 25 | D Snaith 136, G Scott 116 | 4773525 |
| | 17/07/2021 | Aryans | 221-10 | 25 | Chintan - 57
Aju - 48 & 4/48
Amit - 44 | Uppingham Town 2 | 219-9 | 14 | T Scott - 91 | 4773534 |
| | 31/07/2021 | University of Leicester Staff 2 | 162-8 | 8 | H Ali 47*
Mehfuz Patel 44
S Meah 4/60 | Uppingham Town 2 | 164-5 | 25 | T Scott 53*
G Scott 39
K Webster 13-3 | 4773579 |
| | 11/09/2021 | Uppingham Town 2 | 112-3 | 25 | B.Harford 43*
L.Middleton 44* | Fleckney Village | 111-10 | 4 | | 4773542 |
| | 18/09/2021 | Birstall Village 2 | 121-5 | 25 | Ketul - 35 not out
Ketul - fantastic catch
Delvin - 29
G Ager - 1 wicket of 10 overs for 24 and 9 not out 😂 | Uppingham Town 2 | 120-10 | 6 | Dan - 62 not out - Retired hurt | 4773555 |