[1] Novak Djokovic 7-6,6-4 Grigor Dimitrov [27] 2019-11-02 13:00
Stadium: Court Central Round: 28 Ground: Hardcourt indoor
Head to Head
| 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 Paris | 2019/11/01 14:50 | Novak Djokovic v Stefanos Tsitsipas | 6-1,6-2 |
| ATP Paris | 2019/10/31 14:15 | Novak Djokovic v Kyle Edmund | 7-6,6-1 |
| ATP Paris | 2019/10/30 16:20 | Novak Djokovic v Corentin Moutet | 7-6,6-4 |
| ATP Shanghai | 2019/10/11 06:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,5-7,3-6 |
| ATP Shanghai | 2019/10/10 07:00 | Novak Djokovic v John Isner | 7-5,6-3 |
| ATP Shanghai | 2019/10/09 10:30 | Novak Djokovic v Denis Shapovalov | 6-3,6-3 |
| ATP Tokyo | 2019/10/06 06:30 | Novak Djokovic v John Millman | 6-3,6-2 |
| ATP Tokyo | 2019/10/05 06:00 | Novak Djokovic v David Goffin | 6-3,6-4 |
Away History
| ATP Paris | 2019/11/01 13:00 | Cristian Garin v Grigor Dimitrov | 2-6,5-7 |
| ATP Paris | 2019/10/31 12:45 | Grigor Dimitrov v Dominic Thiem | 6-3,6-2 |
| ATP Paris | 2019/10/30 13:30 | David Goffin v Grigor Dimitrov | 5-7,3-6 |
| ATP Paris | 2019/10/29 15:10 | Grigor Dimitrov v Ugo Humbert | 4-6,6-1,6-2 |
| ATP Vienna | 2019/10/23 16:00 | Matteo Berrettini v Grigor Dimitrov | 7-6,7-6 |
| ATP Vienna | 2019/10/21 16:30 | Grigor Dimitrov v Damir Dzumhur | 6-3,7-5 |
| ATP Stockholm | 2019/10/16 16:30 | Sam Querrey v Grigor Dimitrov | 6-7,6-3,7-6 |
| ATP Beijing | 2019/09/30 04:30 | Grigor Dimitrov v Andrey Rublev | 2-6,5-7 |