[1] Novak Djokovic 6-3,4-6,6-1 Grigor Dimitrov [33] 2023-05-14 12:50
Stadium: Center Court Round: 25 Ground: Clay
Head to Head
| Australian Open | 2023/01/21 08:00 | Grigor Dimitrov v Novak Djokovic | 6-7,3-6,4-6 |
| ATP Paris | 2019/11/02 13:00 | Novak Djokovic v Grigor Dimitrov | 7-6,6-4 |
| ATP Cincinnati | 2018/08/16 22:30 | Novak Djokovic v Grigor Dimitrov | 2-6,6-3,6-4 |
| ATP Queens | 2018/06/21 15:25 | Novak Djokovic v Grigor Dimitrov | 6-4,6-1 |
| ATP Paris | 2016/11/03 14:45 | Novak Djokovic v Grigor Dimitrov | 4-6,6-2,6-3 |
| Wimbledon | 2014/07/04 12:00 | Novak Djokovic v Grigor Dimitrov | 6-4,3-6,7-6,7-6 |
Home History
| ATP Rome | 2023/05/12 17:00 | Novak Djokovic v Tomas Martin Etcheverry | 7-6,6-2 |
| ATP Banja Luka | 2023/04/21 13:55 | Novak Djokovic v Dusan Lajovic | 4-6,6-7 |
| ATP Banja Luka | 2023/04/19 13:35 | Novak Djokovic v Luca Van Assche | 6-7,6-3,6-2 |
| ATP Monte Carlo | 2023/04/13 13:40 | Novak Djokovic v Lorenzo Musetti | 6-4,5-7,4-6 |
| ATP Monte Carlo | 2023/04/11 14:00 | Novak Djokovic v Ivan Gakhov | 7-6,6-2 |
| ATP Dubai | 2023/03/03 15:20 | Novak Djokovic v Daniil Medvedev | 4-6,4-6 |
| ATP Dubai | 2023/03/02 15:25 | Novak Djokovic v Hubert Hurkacz | 6-3,7-5 |
| ATP Dubai | 2023/03/01 15:15 | Novak Djokovic v Tallon Griekspoor | 6-2,6-3 |
Away History
| ATP Rome | 2023/05/12 12:35 | Stan Wawrinka v Grigor Dimitrov | 4-6,6-7 |
| ATP Madrid | 2023/04/30 18:00 | Carlos Alcaraz Garfia v Grigor Dimitrov | 6-2,7-5 |
| ATP Madrid | 2023/04/28 11:35 | Gregoire Barrere v Grigor Dimitrov | 6-7,6-7 |
| ATP Barcelona | 2023/04/19 09:00 | Emilio Gomez v Grigor Dimitrov | 3-6,1-6 |
| ATP Monte Carlo | 2023/04/12 11:05 | Grigor Dimitrov v Jiri Lehecka | 6-7,4-6 |
| ATP Monte Carlo | 2023/04/11 09:00 | Ben Shelton v Grigor Dimitrov | 1-6,6-3,3-6 |
| ATP Miami | 2023/03/26 23:30 | Jannik Sinner v Grigor Dimitrov | 6-3,6-4 |
| ATP Miami | 2023/03/24 20:40 | Jan-Lennard Struff v Grigor Dimitrov | 6-4,6-7,4-6 |