Round: 25 Ground: Hardcourt indoor
| Challenger Charlottesville | 2014/10/28 18:10 | Rhyne Williams v Frank Dancevic | 1-6,4-6 |
| Challenger Tiburon | 2014/10/08 23:00 | Sam Querrey v Rhyne Williams | 6-3,6-2 |
| Challenger Tiburon | 2014/10/06 20:35 | Rhyne Williams v Elias Ymer | 6-4,1-6,6-1 |
| US Open Qual | 2014/08/21 22:15 | Rhyne Williams v Rajeev Ram | 3-6,2-6 |
| US Open Qual | 2014/08/20 21:20 | Roberto Carballes Baena v Rhyne Williams | 5-7,3-6 |
| Challenger Aptos | 2014/08/09 19:50 | Mikhail Kukushkin v Rhyne Williams | 6-2,6-2 |
| Challenger Aptos | 2014/08/08 19:30 | Juan Ignacio Londero v Rhyne Williams | 6-3,2-6,1-6 |
| Challenger Aptos | 2014/08/06 19:30 | Rhyne Williams v Farrukh Dustov | 6-4,7-6 |
| Challenger Knoxville | 2014/11/05 23:30 | Ryan Harrison v Adrian Mannarino | 1-6,1-6 |
| Challenger Charlottesville | 2014/10/31 20:50 | Ryan Harrison v Liam Broady | 7-6,6-7,3-6 |
| Challenger Charlottesville | 2014/10/30 22:35 | Daniel Nguyen v Ryan Harrison | 1-6,4-6 |
| Challenger Charlottesville | 2014/10/28 23:50 | Ryan Harrison v Mitchell Frank | 6-4,6-1 |
| 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 |