Round: 26 Ground: Hardcourt outdoor
| Challenger Recanati | 2014/07/15 19:35 | Kyle Edmund v Giner, Marc | 6-1,6-4 |
| Wimbledon, London, Great Britain | 2014/06/23 15:45 | Haider-Maurer, Andreas v Kyle Edmund | 6-3,7-6,6-2 |
| ATP - Miami | 2014/03/19 18:20 | Benneteau, Julien v Kyle Edmund | 6-7,6-3,6-2 |
| ITF USA F8 | 2014/03/13 18:00 | Kyle Edmund v Bangoura, Sekou | 6-3,3-6,2-6 |
| ITF USA F8 | 2014/03/11 19:35 | Kyle Edmund v Garza, Daniel | 6-3,6-0 |
| ITF Croatia F2 | 2014/02/15 10:00 | Kyle Edmund v Veger, Filip | 6-2,7-5 |
| ITF Croatia F2 | 2014/02/14 10:00 | Ignatik, Uladzimir v Kyle Edmund | 6-7,6-7 |
| ITF Croatia F2 | 2014/02/13 10:00 | Kyle Edmund v Dubarenco, Maxim | 6-3,7-5 |
| Segovia, Spain | 2014/07/30 11:30 | Ortega-Olmedo, Roberto v Marsel Ilhan | 0-6,6-3,7-6 |
| Challenger Recanati | 2014/07/16 13:00 | Ortega-Olmedo, Roberto v Kravchuk, Konstantin | 4-6,4-6 |
| ITF Spain F16 | 2014/07/03 14:10 | Pla Malfeito, Jaume v Ortega-Olmedo, Roberto | 4-6,4-6 |
| ITF Spain F16 | 2014/07/01 10:45 | Martos Gornes, Sergio v Ortega-Olmedo, Roberto | 6-1,3-6,1-6 |
| Challenger Blois | 2014/06/11 09:00 | Federico Coria v Ortega-Olmedo, Roberto | 3-6,6-7 |
| ITF Spain F12 | 2014/06/07 10:00 | Ortega-Olmedo, Roberto v Cristian Garin | 3-6,6-3,2-6 |
| ITF Spain F12 | 2014/06/06 11:00 | Ortega-Olmedo, Roberto v Villacorta-Alonso, Ricardo | 6-3,6-1 |
| ITF Spain F12 | 2014/06/05 10:00 | Ortega-Olmedo, Roberto v Ojeda Lara, Ricardo | 3-6,7-6,6-0 |