| | 27/04/2019 | Fleckney Village | 151-1 | 25 | 135* partnership with T.Compton and A.Chilton | Uppingham Town 2 | 150-9 | 4 | 58* M.Beaver | 3894733 |
| | 04/05/2019 | Uppingham Town 2 | 107-9 | 25 | C Bartram 42no
J Bennett 10-1-30-5
K Webster 7-1-15-2 | Egerton Park 2 | 86-10 | 11 | | 3894643 |
| | 25/05/2019 | Uppingham Town 2 | 216-4 | 25 | Will Joyce 94 no
Nathan Hall 42 no | SPA | 204-7 | 10 | Mitten 103
Tapan 54 | 3894645 |
| | 08/06/2019 | Uppingham Town 2 | 0-0 | 5 | Match Abandoned | University of Leicester Staff 2 | 0-0 | 5 | Match Abandoned | 3894647 |
| | 22/06/2019 | Uppingham Town 2 | 196-9 | 10 | | Lutterworth 3 | 224-6 | 25 | Joe Hack 86 Aaron Barber 73 | 3894649 |
| | 29/06/2019 | Birstall Village 2 | 155-9 | 25 | J Reay 34, I Bartlett 24, A Galpin 20, G Ager 20. Last wicket partnership of 26 | Uppingham Town 2 | 124-10 | 10 | A Galpin - 3 for 31 of 10 overs. A Galpin 3 catches | 3894711 |
| | 03/08/2019 | Uppingham Town 2 | 293-3 | 25 | Tom Scott 95, Lee Middleton 96, Toby Rees 68 no
| Queniborough 2 | 252-8 | 6 | Z Durwesh 65, R Mangera 117, | 3894646 |
| | 10/08/2019 | University of Leicester Staff 2 | 127-10 | 8 | | Uppingham Town 2 | 169-7 | 25 | D. Snaith 90; C. Richardson 6 for 25. | 3894678 |
| | 31/08/2019 | Uppingham Town 2 | 205-4 | 8 | George Scott131no
Darren Sweary 56 | Birstall Village 2 | 206-3 | 25 | | 3894650 |