Head to Head
| ATP Acapulco | 2020/02/25 22:00 | Damir Dzumhur v Grigor Dimitrov | 3-6,3-6 |
| ATP Vienna | 2019/10/21 16:30 | Grigor Dimitrov v Damir Dzumhur | 6-3,7-5 |
| ATP Queens | 2018/06/19 11:00 | Damir Dzumhur v Grigor Dimitrov | 3-6,7-6,3-6 |
| ATP Beijing | 2017/10/03 04:30 | Grigor Dimitrov v Damir Dzumhur | 6-1,3-6,6-3 |
| ATP Delray Beach | 2016/02/17 23:00 | Damir Dzumhur v Grigor Dimitrov | 6-4,4-6,3-6 |
Home History
| Adria Tour | 2020/06/13 17:00 | Grigor Dimitrov v Nikola Milojevic | 1-4,3-4 |
| Adria Tour | 2020/06/13 12:00 | Grigor Dimitrov v Dusan Lajovic | 4-3,3-4,4-1 |
| ATP Acapulco | 2020/02/29 04:00 | Rafael Nadal v Grigor Dimitrov | 6-3,6-2 |
| ATP Acapulco | 2020/02/28 03:10 | Stan Wawrinka v Grigor Dimitrov | 4-6,4-6 |
| ATP Acapulco | 2020/02/27 01:50 | Adrian Mannarino v Grigor Dimitrov | 7-6,2-6,6-7 |
| ATP Acapulco | 2020/02/25 22:00 | Damir Dzumhur v Grigor Dimitrov | 3-6,3-6 |
| ATP Rotterdam | 2020/02/12 20:00 | Grigor Dimitrov v Felix Auger Aliassime | 4-6,2-6 |
| ATP Rotterdam | 2020/02/10 18:30 | Denis Shapovalov v Grigor Dimitrov | 3-6,6-7 |
Away History
| Adriatic Tennis Series | 2020/06/12 10:00 | Damir Dzumhur v Nikola Milojevic | 0-6,6-3,6-2 |
| Adriatic Tennis Series | 2020/06/11 10:30 | Damir Dzumhur v Pedja Krstin | 6-2,7-6 |
| Adriatic Tennis Series | 2020/06/10 10:20 | Damir Dzumhur v Miljan Zekic | 3-6,6-3,7-5 |
| Adriatic Tennis Series | 2020/06/09 09:20 | Damir Dzumhur v Luka Petrovic | 6-1,6-0 |
| Davis Cup | 2020/03/06 14:00 | Damir Dzumhur v Ruan Roelofse | 7-6,7-5 |
| ATP Acapulco | 2020/02/25 22:00 | Damir Dzumhur v Grigor Dimitrov | 3-6,3-6 |
| ATP Acapulco | 2020/02/23 23:55 | Damir Dzumhur v Alex Bolt | 6-7,6-3,6-4 |
| ATP Acapulco | 2020/02/22 22:00 | Damir Dzumhur v Joao Menezes | 6-1,6-4 |