Round: 25 Ground: Clay
| US Open | 2014/08/25 17:10 | Matthias Bachinger v Radek Stepanek | 6-3,6-2,6-2 |
| ATP Cincinnati | 2014/08/12 15:00 | Vasek Pospisil v Radek Stepanek | 5-7,6-1,7-6 |
| ATP Washington | 2014/07/30 01:00 | Malek Jaziri v Radek Stepanek | 2-6,7-6,6-1 |
| Wimbledon | 2014/06/25 15:00 | Novak Djokovic v Radek Stepanek | 6-4,6-3,6-7,7-6 |
| Wimbledon | 2014/06/23 14:10 | Radek Stepanek v Pablo Cuevas | 6-2,6-4,6-4 |
| ATP Madrid | 2014/05/06 09:00 | Kevin Anderson v Radek Stepanek | 3-6,6-3,6-4 |
| Challenger Ostrava | 2014/05/02 11:00 | Radek Stepanek v Andrey Kuznetsov | 6-1,4-6,6-7 |
| Challenger Ostrava | 2014/04/29 14:10 | Radek Stepanek v Uladzimir Ignatik | 6-4,6-2 |
| Challenger Knoxville | 2014/11/06 22:30 | Jared Donaldson v Tim Smyczek | 0-6,4-6 |
| Challenger Knoxville | 2014/11/04 18:15 | Daniel Nguyen v Jared Donaldson | 7-5,1-6,2-6 |
| Challenger Tiburon | 2014/10/09 22:00 | Jared Donaldson v Tim Smyczek | 6-2,6-7,5-7 |
| Challenger Tiburon | 2014/10/07 20:25 | Jared Donaldson v Dennis Novikov | 6-3,6-2 |
| US Open | 2014/08/26 22:05 | Gael Monfils v Jared Donaldson | 6-4,6-2,6-4 |
| ATP Washington | 2014/07/28 21:00 | Rajeev Ram v Jared Donaldson | 6-7,6-4,7-5 |
| ATP Washington Qual | 2014/07/26 15:55 | Jared Donaldson v Gonzalo Lama | 6-1,6-1 |
| ITF USA F17 | 2014/06/29 16:00 | Jared Donaldson v Andrew Harris | 6-3,6-2 |