Round: 25 Ground: Hardcourt outdoor
| Challenger Tiburon | 2014/10/06 19:40 | Kyle Edmund v James McGee | 6-3,3-6,3-6 |
| Challenger Shanghai | 2014/09/03 05:35 | Tsung-Hua Yang v Kyle Edmund | 7-5,6-2 |
| Challenger Segovia | 2014/08/01 14:20 | Adrian Menendez-Maceiras v Kyle Edmund | 4-6,6-4,7-6 |
| Challenger Segovia | 2014/07/31 15:50 | Kyle Edmund v Roberto Ortega-Olmedo | 6-2,6-2 |
| Challenger Recanati | 2014/07/15 19:35 | Kyle Edmund v Marc Giner | 6-1,6-4 |
| Wimbledon | 2014/06/23 15:45 | Andreas Haider-Maurer v Kyle Edmund | 6-3,7-6,6-2 |
| ATP Miami | 2014/03/19 18:20 | Julien Benneteau v Kyle Edmund | 6-7,6-3,6-2 |
| ITF USA F8 | 2014/03/13 18:00 | Kyle Edmund v Sekou Bangoura | 6-3,3-6,2-6 |
| Challenger Tiburon | 2014/10/09 19:00 | Marcos Giron v Bradley Klahn | 7-6,7-6 |
| Challenger Tiburon | 2014/10/07 18:10 | Tennys Sandgren v Bradley Klahn | 4-6,6-7 |
| US Open | 2014/08/25 21:20 | Bradley Klahn v Andrey Kuznetsov | 4-6,6-4,3-6,5-7 |
| Wimbledon | 2014/06/23 16:35 | Bradley Klahn v Sam Querrey | 7-6,4-6,1-6,5-7 |
| ATP Miami | 2014/03/20 18:40 | Bradley Klahn v Guillermo Garcia-Lopez | 6-1,1-6,4-6 |