| | 19/04/2014 | Egerton Park | 154-7 | 5 | G.Tyler 31, C Madden 30
J.Oakley 12-4-31-4 | Oakham | 156-4 | 25 | Flowers 92 not out
| 11879478 |
| | 10/05/2014 | Oakham | 194-1 | 18 | B Shukla 112 not out, C Larson 54 not out | Newtown Linford 2 | 160-8 | 6 | C Flower 5-31 | 11879572 |
| | 17/05/2014 | Mountsorrel Castle | 109-10 | 2 | | Oakham | 110-2 | 25 | J.oakley 4-20. C.Larson 41 n.o | 11879522 |
| | 31/05/2014 | Electricity Sports | 145-10 | 7 | | Oakham | 206-10 | 30 | B Shukla 84 , Cowley 38 G North 3 wickets, M Osman 3 wickets | 11879544 |
| | 07/06/2014 | Oakham | 158-3 | 25 | C Flowers 95 NO, B Shukla 41 | Houghton & Thurnby 2 | 154-9 | 4 | M Osman 6-27 | 11879576 |
| | 14/06/2014 | Uppingham Town | 239-7 | 21 | Game Reduced to 43 overs a side
, M Cox 104 no, J Dumford 49
| Oakham | 126-9 | 6 | Game Reduced to 43 overs a side, C Flowers 37, D Jones 3-66 | 11879566 |
| | 28/06/2014 | Oakham | 138-3 | 25 | Martin 60 will sj 45 | Cosby | 137-6 | 3 | Jones 2 for 20 osman 2 for 26 | 11879568 |
| | 05/07/2014 | Oakham | 223-7 | 16 | C Larsen 76 c flowers 73
J Oakley 3/46 | Illston Abey | 215-8 | 14 | | 11879571 |
| | 12/07/2014 | Newtown Linford 2 | 203-6 | 8 | Shepherd 46, Bulpitt 43, Kingham 51n.o., Flowers 4-31 | Oakham | 283-5 | 20 | Radford 65, Bell 37, Flowers 120, Bowley 3-56 | 11879511 |
| | 19/07/2014 | Oakham | 102-0 | 25 | R martin46 no
W Stuart brown 45 no | Mountsorrel Castle | 101-10 | 1 | M Osman 3/26
R brown 3/24 | 11879573 |
| | 26/07/2014 | Syston Town 2 | 156-4 | 25 | Royale 46 not out | Oakham | 155-9 | 5 | Bathia d 3-36 skinner 3-43 cooper 2-24 | 11879533 |
| | 02/08/2014 | Oakham | 260-3 | 25 | Bell 100
Brown 3 wickets
Bav 49 . | Electricity Sports | 258-6 | 6 | | 11879575 |
| | 09/08/2014 | Houghton & Thurnby 2 | 139-4 | 25 | Thurnby's very young opening seam attack of Harry Funnel and James Scudamore, set the tone for a disciplined bowling and fielding display from the home team. The star bowler was Idris with 12ovs 6M 27runs and 3 wickets backed up by Ben Silver's excellent left arm spin bowling.
The batting was dominated by Priyesh Patel's fine 66 not out but very important partnerships were formed with Viv Naker, Alex Newton and Robbie Scudamore enabling a young team to pass the League leaders score. A worthy victory against good opposition. | Oakham | 136-10 | 4 | A positive 32 by W. Bell and a sensible 20 from S. Lakhami were the highlights of the Oakham team on a wicket offering some help to the bowlers. | 11879555 |
| | 30/08/2014 | Cosby | 122-8 | 6 | T. Measures 3-50, S. Bullen 4-63, C. Pople 60* | Oakham | 220-9 | 21 | Flowers 57, C Baker 72*, Flowers 13-2-33-3, North 6-4-5-2 | 11879467 |