Round: 25 Ground: Hardcourt indoor
| Challenger Tiburon | 2014/10/07 23:00 | Ryan Harrison v Tim Smyczek | 3-6,3-6 |
| US Open | 2014/08/27 21:00 | Grigor Dimitrov v Ryan Harrison | 6-2,7-6,6-2 |
| Wimbledon | 2014/06/23 13:55 | Grigor Dimitrov v Ryan Harrison | 7-6,6-3,6-2 |
| Wimbledon Qual | 2014/06/19 11:50 | Daniel Brands v Ryan Harrison | 6-7,2-6,3-6 |
| Wimbledon Qual | 2014/06/16 10:00 | Taro Daniel v Ryan Harrison | 6-2,3-6,4-6 |
| Challenger Bordeaux | 2014/05/13 08:00 | Juan Ignacio Londero v Ryan Harrison | 6-3,2-6,6-4 |
| ATP Madrid Qual | 2014/05/03 09:00 | Julien Benneteau v Ryan Harrison | 3-6,4-6 |
| ATP Houston | 2014/04/08 18:40 | Ryan Harrison v Donald Young | 0-6,1-6 |
| ITF USA F28 | 2014/10/16 16:50 | Mitchell Frank v Samm Butler | 6-2,7-5 |
| ITF USA F28 | 2014/10/15 16:25 | Daniel Garza v Mitchell Frank | 7-5,0-6,3-6 |
| US Open Qual | 2014/08/20 19:15 | Mitchell Frank v Stefan Kozlov | 6-3,0-6,2-6 |
| ITF USA F23 | 2014/08/10 17:00 | Yuki Bhambri v Mitchell Frank | 6-7,2-6 |
| ITF USA F23 | 2014/08/09 16:00 | Mitchell Frank v Liam Broady | 6-7,6-3,6-1 |
| ITF USA F23 | 2014/08/08 16:00 | Mitchell Frank v Bjorn Fratangelo | 6-4,6-2 |
| ITF USA F23 | 2014/08/05 16:40 | Eric Quigley v Mitchell Frank | 3-6,2-6 |
| ITF USA F21 | 2014/07/27 15:00 | Mitchell Frank v Daniel Nguyen | 6-3,2-6,6-7 |