[2] Novak Djokovic 6-3,6-7,4-6 Stefanos Tsitsipas [6] 2019-12-20 13:00
Stadium: Stadium Court Round: 28 Ground: Hardcourt outdoor
Head to Head
| ATP Paris | 2019/11/01 14:50 | Novak Djokovic v Stefanos Tsitsipas | 6-1,6-2 |
| ATP Shanghai | 2019/10/11 06:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,5-7,3-6 |
| ATP Madrid | 2019/05/12 16:30 | Novak Djokovic v Stefanos Tsitsipas | 6-3,6-4 |
| ATP Toronto | 2018/08/09 17:50 | Stefanos Tsitsipas v Novak Djokovic | 6-3,6-7,6-3 |
Home History
| Davis Cup | 2019/11/22 10:50 | Novak Djokovic v Karen Khachanov | 6-3,6-3 |
| Davis Cup | 2019/11/21 12:10 | Benoit Paire v Novak Djokovic | 3-6,3-6 |
| Davis Cup | 2019/11/20 11:40 | Novak Djokovic v Yoshihito Nishioka | 6-1,6-2 |
| ATP World Tour Finals | 2019/11/14 20:00 | Novak Djokovic v Roger Federer | 4-6,3-6 |
| ATP World Tour Finals | 2019/11/12 20:00 | Novak Djokovic v Dominic Thiem | 7-6,3-6,6-7 |
| ATP World Tour Finals | 2019/11/10 14:00 | Novak Djokovic v Matteo Berrettini | 6-2,6-1 |
| ATP Paris | 2019/11/03 14:00 | Novak Djokovic v Denis Shapovalov | 6-3,6-4 |
| ATP Paris | 2019/11/02 13:00 | Novak Djokovic v Grigor Dimitrov | 7-6,6-4 |
Away History
| Mubadala World Tennis Championship | 2019/12/19 12:00 | Stefanos Tsitsipas v Andrey Rublev | 6-3,6-4 |
| ATP World Tour Finals | 2019/11/17 18:00 | Stefanos Tsitsipas v Dominic Thiem | 6-7,6-2,7-6 |
| ATP World Tour Finals | 2019/11/16 14:30 | Stefanos Tsitsipas v Roger Federer | 6-3,6-4 |
| ATP World Tour Finals | 2019/11/15 14:00 | Rafael Nadal v Stefanos Tsitsipas | 6-7,6-4,7-5 |
| ATP World Tour Finals | 2019/11/13 20:00 | Stefanos Tsitsipas v Alexander Zverev | 6-3,6-2 |
| ATP World Tour Finals | 2019/11/11 14:00 | Daniil Medvedev v Stefanos Tsitsipas | 6-7,4-6 |
| ATP Paris | 2019/11/01 14:50 | Novak Djokovic v Stefanos Tsitsipas | 6-1,6-2 |
| ATP Paris | 2019/10/31 13:15 | Alex De Minaur v Stefanos Tsitsipas | 3-6,4-6 |