| | 26/04/2014 | Queniborough | 112-10 | 30 | rizwan mamodaif 5 wkts for 9 runs | Oakham 2 | 39-10 | 5 | | 11879814 |
| | 03/05/2014 | Oakham 2 | 262-7 | 20 | Will Bell 115 NO., N Southern 74 | Gilmorton Village | 217-8 | 10 | M Page 55, J Hollobone 55, B Southern 3-39 | 11879774 |
| | 10/05/2014 | Enderby 2 | 114-10 | 13 | match delayed rain 42 over game | Oakham 2 | 87-7 | 9 | | 11879836 |
| | 17/05/2014 | Oakham 2 | 179-10 | 5 | N Southern 52
K Mangham-Dewhirst 4-51 | Billesdon 2 | 181-2 | 25 | K Mangham-Dewhirst 4-51, Sam Blackwell 64N.O, Jack Blackwell 46N.O | 11879766 |
| | 24/05/2014 | University of Leicester Staff | 0-0 | 5 | Match Abandoned | Oakham 2 | 0-0 | 5 | Match Abandoned | 11879736 |
| | 14/06/2014 | Oakham 2 | 248-10 | 19 | N Southern 82
A Counsell 61
S Lakhani 40
B Ashton 6-35 | Wigston Town | 212-8 | 13 | D Hearne 48 | 11879776 |
| | 21/06/2014 | Oakham 2 | 182-4 | 25 | G Cooper 56 | Braunstone Cricketers | 181-8 | 6 | D Collins 53, H Stafford 4-39 | 11879770 |
| | 12/07/2014 | Oakham 2 | 113-10 | 5 | Hood 49, J Stafford 3-18, S Lakhani 3-52 | Enderby 2 | 184-8 | 30 | Harrison 4-26, Cartwright 3-32 | 11879775 |
| | 02/08/2014 | Bharat Sports | 137-4 | 18 | Vishal 79 not out
Vishal 4-0-7-3
Pritesh 3-2-2-2
Dharmesh 4-0-11-2
| Oakham 2 | 53-9 | 3 | | 11879747 |
| | 09/08/2014 | Oakham 2 | 175-8 | 11 | G North 59, F Bhesania 4-32 | Leicester Caribbean 2 | 200-7 | 18 | A Sattar 63 | 11879769 |
| | 30/08/2014 | Oakham 2 | 122-2 | 25 | N Southern 53 not out
G Cooper 43 not out | Cosby 2 | 118-10 | 2 | J Morton 5-32 | 11879771 |
| | 13/09/2014 | Oakham 2 | 194-8 | 7 | N Southern 90, S Cowley 42 | Queniborough | 254-5 | 21 | H Laker 63, T Patel 46 | 11879773 |