Round: 25 Ground: Hardcourt outdoor
| Challenger Shanghai | 2014/10/08 07:00 | Grigor Dimitrov v Julien Benneteau | 5-7,3-6 |
| Challenger Shanghai | 2014/10/06 12:20 | Grigor Dimitrov v Denis Istomin | 6-3,6-3 |
| US Open | 2014/09/02 18:05 | Grigor Dimitrov v Gael Monfils | 5-7,6-7,5-7 |
| US Open | 2014/09/01 00:45 | Grigor Dimitrov v David Goffin | 0-6,6-3,6-4,6-1 |
| US Open | 2014/08/29 16:35 | Grigor Dimitrov v Dudi Sela | 6-1,6-2,6-2 |
| US Open | 2014/08/27 21:00 | Grigor Dimitrov v Ryan Harrison | 6-2,7-6,6-2 |
| ATP Cincinnati | 2014/08/13 15:00 | Jerzy Janowicz v Grigor Dimitrov | 6-4,3-6,6-3 |
| Wimbledon | 2014/07/04 12:00 | Novak Djokovic v Grigor Dimitrov | 6-4,3-6,7-6,7-6 |
| Hopman Cup | 2015/01/10 09:55 | John Isner v Jerzy Janowicz | 7-6,6-4 |
| Hopman Cup | 2015/01/08 12:30 | Adam Pavlasek v John Isner | 6-7,4-6 |
| Hopman Cup | 2015/01/06 10:45 | Vasek Pospisil v John Isner | 6-3,7-6 |
| Hopman Cup | 2015/01/05 04:00 | Fabio Fognini v John Isner | 7-5,5-7,6-7 |
| Challenger Shanghai | 2014/10/09 11:10 | John Isner v Feliciano Lopez | 3-6,4-6 |
| Challenger Shanghai | 2014/10/08 10:30 | John Isner v Steve Johnson | 7-6,7-6 |
| Challenger Shanghai | 2014/10/06 05:00 | John Isner v Pablo Andujar | 7-6,1-6,6-3 |
| Davis Cup | 2014/09/14 17:30 | John Isner v Lukas Lacko | 6-3,6-0 |